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Tlc Plate Drawing Tool

Tlc Plate Drawing Tool Download

Tlc Plate Drawing Tool Free

Tlc Plate Drawing Tool

Once you have spotted the TLC plate, you are ready to develop it. Carefully place the TLC plate upright into the developing chamber containing the eluent (figure 2). Make sure the solvent level is not above the origin line containing the spot. If the solvent covers the spot, you will need to start over and prepare a new TLC plate. Draw Tlc Plate online, free; Draw Tlc Plate Online Game; Thin-layer chromatography (TLC) is one of the basic analytical procedures in chemistry and allows the demonstration of various chemical principles in an educational setting. An often-overlooked aspect of TLC is the capability to quantify isolated target compounds in an unknown sample.

Obtain two TLC plates with the dimensions of 5 cm x 6.7 cm. Draw a line in pencil, not pen, 1 cm from the bottom along the short (5 cm) side of each plate. Be careful not to disturb the silica gel as you draw these lines! Use the small capillary tube provided to spot four spots, one of each color, along the line drawn on each of the. Features include 2D and 3D drawings of chemical and biological compounds, predicted proton NMR with peak splitting and highlighting, amino acid and DNA sequence tools, TLC plate drawing tool, Struct=Name, ISIS/Draw mode and stoichiometric analysis. Drawing Elements of different types can be selected from the Drawing Elements tool palette. Includes the Arc tools. TLC Plate Draw TLC plates with.

TLC is a simple, quick, and inexpensive procedure that gives the chemist a quick answer as to how many components are in a mixture. TLC is also used to support the identity of a compound in a mixture when the Rf of a compound is compared with the Rf of a known compound (preferably both run on the same TLC plate).

A TLC plate is a sheet of glass, metal, or plastic which is coated with a thin layer of a solid adsorbent (usually silica or alumina). A small amount of the mixture to be analyzed is spotted near the bottom of this plate. The TLC plate is then placed in a shallow pool of a solvent in a developing chamber so that only the very bottom of the plate is in the liquid. This liquid, or the eluent, is the mobile phase, and it slowly rises up the TLC plate by capillary action.

As the solvent moves past the spot that was applied, an equilibrium is established for each component of the mixture between the molecules of that component which are adsorbed on the solid and the molecules which are in solution. In principle, the components will differ in solubility and in the strength of their adsorption to the adsorbent and some components will be carried farther up the plate than others. When the solvent has reached the top of the plate, the plate is removed from the developing chamber, dried, and the separated components of the mixture are visualized. If the compounds are colored, visualization is straightforward. Usually the compounds are not colored, so a UV lamp is used to visualize the plates. (The plate itself contains a fluorescent dye which glows everywhere except where an organic compound is on the plate.)

How To Run a TLC Plate

Step 1: Prepare the developing container

The developing container for TLC can be a specially designed chamber, a jar with a lid, or a beaker with a watch glass on the top (the latter is used in the undergrad labs at CU). Pour solvent into the chamber to a depth of just less than 0.5 cm. To aid in the saturation of the TLC chamber with solvent vapors, you can line part of the inside of the beaker with filter paper. Cover the beaker with a watch glass, swirl it gently, and allow it to stand while you prepare your TLC plate.

Step 2: Prepare the TLC plate

TLC plates used in the organic chem teaching labs are purchased as 5 cm x 20 cm sheets. Each large sheet is cut horizontally into plates which are 5 cm tall by various widths; the more samples you plan to run on a plate, the wider it needs to be. Shown in the photo to the left is a box of TLC plates, a large un-cut TLC sheet, and a small TLC plate which has been cut to a convenient size. Handle the plates carefully so that you do not disturb the coating of adsorbent or get them dirty.Measure 0.5 cm from the bottom of the plate. Using a pencil, draw a line across the plate at the 0.5 cm mark. This is the origin: the line on which you will spot the plate. Take care not to press so hard with the pencil that you disturb the adsorbent. Under the line, mark lightly the name of the samples you will spot on the plate, or mark numbers for time points. Leave enough space between the samples so that they do not run together; about 4 samples on a 5 cm wide plate is advised.

Step 3: Spot the TLC plate

If the sample is not already in solution, dissolve about 1 mg in 1 mL of a volatile solvent such as hexanes, ethyl acetate, or methylene chloride. As a rule of thumb, a concentration of 1% usually works well for TLC analysis. If the sample is too concentrated, it will run as a smear or streak (see troubleshooting section below); if it is not concentrated enough, you will see nothing on the plate. Sometimes you will need to use trial and error to get well-sized, easy to read spots.Obtain a a microcapillary. In the organic teaching labs, we use 10µL microcaps - they are easier to handle than the smaller ones used in research labs. Dip the microcap into the solution and then gently touch the end of it onto the proper location on the TLC plate. Don't allow the spot to become too large - if necessary, you can touch it to the plate, lift it off and blow on the spot. If you repeat these steps, the wet area on the plate will stay small.This example plate has been spotted with three different quantities of the same solution and is ready to develop. If you are unsure of how much sample to spot, you can always spot multiple quantities and see which looks best.

Step 4: Develop the plate

Place the prepared TLC plate in the developing beaker, cover the beaker with the watch glass, and leave it undisturbed on your bench top. The solvent will rise up the TLC plate by capillary action. Make sure the solvent does not cover the spot.Allow the plate to develop until the solvent is about half a centimeter below the top of the plate. Remove the plate from the beaker and immediately mark the solvent front with a pencil. Allow the plate to dry.

Step 5: Visualize the spots

If there are any colored spots, circle them lightly with a pencil. Most samples are not colored and need to be visualized with a UV lamp. Hold a UV lamp over the plate and circle any spots you see. Beware! UV light is damaging both to your eyes and to your skin! Make sure you are wearing your goggles and do not look directly into the lamp. Protect your skin by wearing gloves.If the TLC plate runs samples which are too concentrated, the spots will be streaked and/or run together. If this happens, you will have to start over with a more dilute sample to spot and run on a TLC plate.Here's what overloaded plates look like compared to well-spotted plates. The plate on the left has a large yellow smear; this smear contains the same two compounds which are nicely resolved on the plate next to it.

TLC Solvents Choice

When you need to determine the best solvent or mixture of solvents (a 'solvent system') to develop a TLC plate or chromatography column loaded with an unknown mixture, vary the polarity of the solvent in several trial runs: a process of trial and error. Carefully observe and record the results of the chromatography in each solvent system. You will find that as you increase the polarity of the solvent system, all the components of the mixture move faster (and vice versa with lowering the polarity). The ideal solvent system is simply the system that gives the best separation.

TLC elution patterns usually carry over to column chromatography elution patterns. Since TLC is a much faster procedure than column chromatography, TLC is often used to determine the best solvent system for column chromatography. For instance, in determining the solvent system for a flash chromatography procedure, the ideal system is the one that moves the desired component of the mixture to a TLC Rf of 0.25-0.35 and will separate this component from its nearest neighbor by difference in TLC Rf values of at least 0.20. Therefore a mixture is analyzed by TLC to determine the ideal solvent(s) for a flash chromatography procedure.

Beginners often do not know where to start: What solvents should they pull off the shelf to use to elute a TLC plate? Because of toxicity, cost, and flammability concerns, the common solvents are hexanes (or petroleum ethers/ligroin) and ethyl acetate (an ester). Diethyl ether can be used, but it is very flammable and volatile. Alcohols (methanol, ethanol) can be used. Acetic acid (a carboxylic acid) can be used, usually as a small percentage component of the system, since it is corrosive, non-volatile, very polar, and has irritating vapors. Pokemon sun and moon extreme randomizer. Acetone (a ketone) can be used. Methylene chloride or and chloroform (halogenated hydrocarbons) are good solvents, but are toxic and should be avoided whenever possible. If two solvents are equal in performance and toxicity, the more volatile solvent is preferred in chromatography because it will be easier to remove from the desired compound after isolation from a column chromatography procedure.

Ask the lab instructor what solvents are available and advisable. Then, mix a non-polar solvent (hexanes, a mixture of 6-carbon alkanes) with a polar solvent (ethyl acetate or acetone) in varying percent combinations to make solvent systems of greater and lesser polarity. The charts below should help you in your solvent selection. You can also download this pdf chart of elution order.

Interactions Between the Compound and the Adsorbent

The strength with which an organic compound binds to an adsorbent depends on the strength of the following types of interactions: ion-dipole, dipole-dipole, hydrogen bonding, dipole induced dipole, and van der Waals forces. With silica gel, the dominant interactive forces between the adsorbent and the materials to be separated are of the dipole-dipole type. Highly polar molecules interact fairly strongly with the polar SiOH groups at the surface of these adsorbents, and will tend to stick or adsorb onto the fine particles of the adsorbent while weakly polar molecules are held less tightly. Weakly polar molecules generally tend to move through the adsorbent more rapidly than the polar species. Roughly, the compounds follow the elution order given above.

The Rf value

The retention factor, or Rf, is defined as the distance traveled by the compound divided by the distance traveled by the solvent.

For example, if a compound travels 2.1 cm and the solvent front travels 2.8 cm, the Rf is 0.75:

The Rf for a compound is a constant from one experiment to the next only if the chromatography conditions below are also constant:

solvent system

adsorbent

thickness of the adsorbent

amount of material spotted

temperature

Since these factors are difficult to keep constant from experiment to experiment, relative Rf values are generally considered. 'Relative Rf' means that the values are reported relative to a standard, or it means that you compare the Rf values of compounds run on the same plate at the same time.

The larger an Rf of a compound, the larger the distance it travels on the TLC plate. When comparing two different compounds run under identical chromatography conditions, the compound with the larger Rf is less polar because it interacts less strongly with the polar adsorbent on the TLC plate. Conversely, if you know the structures of the compounds in a mixture, you can predict that a compound of low polarity will have a larger Rf value than a polar compound run on the same plate.

The Rf can provide corroborative evidence as to the identity of a compound. If the identity of a compound is suspected but not yet proven, an authentic sample of the compound, or standard, is spotted and run on a TLC plate side by side (or on top of each other) with the compound in question. If two substances have the same Rf value, they are likely (but not necessarily) the same compound. If they have different Rf values, they are definitely different compounds. Note that this identity check must be performed on a single plate, because it is difficult to duplicate all the factors which influence Rf exactly from experiment to experiment.

Troubleshooting TLC

All of the above (including the procedure page) might sound like TLC is quite an easy procedure. But what about the first time you run a TLC, and see spots everywhere and blurred, streaked spots? As with any technique, with practice you get better. Examples of common problems encountered in TLC:

The compound runs as a streak rather than a spot: The sample was overloaded. Run the TLC again after diluting your sample. Or, your sample might just contain many components, creating many spots which run together and appear as a streak. Perhaps, the experiment did not go as well as expected.

The sample runs as a smear or a upward crescent: Compounds which possess strongly acidic or basic groups (amines or carboxylic acids) sometimes show up on a TLC plate with this behavior. Add a few drops of ammonium hydroxide (amines) or acetic acid (carboxylic acids) to the eluting solvent to obtain clearer plates.

The sample runs as a downward crescent: Likely, the adsorbent was disturbed during the spotting, causing the crescent shape.

The plate solvent front runs crookedly: Either the adsorbent has flaked off the sides of the plate or the sides of the plate are touching the sides of the container (or the paper used to saturate the container) as the plate develops. Crooked plates make it harder to measure Rf values accurately.

Many random spots are seen on the plate: Make sure that you do not accidentally drop any organic compound on the plate. If get a TLC plate and leave it laying on your workbench as you do the experiment, you might drop or splash an organic compound on the plate.

You see a blur of blue spots on the plate as it develops: Perhaps you used an ink pen instead of a pencil to mark the origin?

No spots are seen on the plate: You might not have spotted enough compound, perhaps because the solution of the compound is too dilute. Try concentrating the solution, or spot it several times in one place, allowing the solvent to dry between applications. Some compounds do not show up under UV light; try another method of visualizing the plate (such as staining or exposing to iodine vapor). Or, perhaps you do not have any compound because your experiment did not go as well as planned. If the solvent level in the developing jar is deeper than the origin (spotting line) of the TLC plate, the solvent will dissolve the compounds into the solvent reservoir instead of allowing them to move up the plate by capillary action. Thus, you will not see spots after the plate is developed. These photos show how the yellow compound is running into the solvent when lifted from the developing jar.

TLC Technique Quiz

See how well you understand TLC by taking the online TLC Technique Quiz!

Organic compounds most commonly appear colorless on the white background of a TLC plate, which means that after running a TLC, chemists often cannot simply see where compounds are located. The compounds have to be 'visualized' after elution, which means to temporarily convert them into something visible.

Visualization methods can be either non-destructive (compound is unchanged after the process) or destructive (compound is converted into something new after the process. Viewing a TLC plate under ultraviolet light is non-destructive, while using a chemical stain is destructive.

Visualization Summary

Below is a summary of various visualization techniques, and the functional groups that generally react with each. A more detailed discussion of each technique is provided later in this section.

UV Light: For aromatics + conjugated systemsIodine: Visualizes ~half the time. Strongly reacts with aromaticsp-Anisaldehyde: For many aldehydes, ketones, and alcoholsVanillin: For many aldehydes, ketones, and alcoholsPermanganate: For alkenes, alkynes, or oxidizable groups (aldehydes, alcohols)Phosphomolybdic Acid (PMA): For alcohols, phenols, alkenes, and many carbonyl compoundsIron(III) Chloride: For phenolsBromocresol Green: For acidic compounds

Table 2.4: Summary table for TLC visualization methods.

Ultraviolet Absorption

The most common non-destructive visualization method for TLC plates is ultraviolet (UV) light. A UV lamp can be used to shine either short-waved (left( 254 : text(nm) right)) or long-waved (left( 365 : text(nm) right)) ultraviolet light on a TLC plate with the touch of a button. Most commercially bought TLC plates contain a fluorescent material (e.g. zinc sulfide) in the silica or alumina, so the background of the plate will appear green when viewing with short-waved UV light. If a compound absorbs (254 : text(nm)) UV light, it will appear dark, as the compound prevents the fluorescent material from receiving the UV light.

This method is so quick and easy that it is often the first visualization method tried. It is most useful for visualizing aromatic compounds and highly conjugated systems, as these strongly absorb UV. Most other functional groups do not absorb UV light at the wavelengths used and will not appear dark under the UV lamp even though they are still there. It doesn't hurt to try UV after performing TLC with all compounds just in case. Since the compounds remain unchanged after viewing with UV light, a further visualization technique can be used afterwards on the same plate.

Procedure for UV visualization of TLC plate:

Use a UV lamp to look at your developed TLC plate by pressing the short-waved button. Depending on what is available at your institution, you might tilt the UV lamp at an angle in a darkened area of the room (Figure 2.31a), or you might look at the plate inside a box designed to protect eyes from UV damage (Figure 2.31b). Safety note: Care should be taken to never look directly at the UV source, and to minimize exposure to eyes.

The plate background will appear green under short-waved UV light, and UV-active compounds will appear dark (Figure 2.31c). Use a pencil to lightly circle spots, as they will disappear when the UV light is removed.

Some compounds themselves fluoresce (Figure 2.32), appearing a variety of colors when exposed to either short- or long-waved UV light (bright purple or blue is the most common). Record these types of observations in your notebook if you see them, as they are rare, and are therefore an excellent identification tool. They are most common with highly conjugated compounds.

The TLC plate can be further visualized with some other method if desired (iodine or a chemical stain).

Iodine

A commonly used semi-destructive visualization method is to expose a developed TLC plate to iodine (left( ce(I_2) right)) vapor. An 'iodine chamber' can be created by adding a few iodine crystals to a TLC chamber, or by adding a few iodine crystals to a chamber containing a portion of powdered silica or alumina (Figure 2.33a). When a developed TLC plate is placed in the chamber and capped, the iodine sublimes and reacts with the compounds on the plate, forming yellow-brown spots (Figure 2.33d). The coloration occurs because iodine forms colored complexes with many organic compounds. This stain will work with approximately half the compounds you may encounter.

This method is considered 'semi-destructive' because complexation is reversible, and the iodine will eventually evaporate from the TLC plate, leaving the original compound behind. When the coloration fades, it is theoretically possible to use another visualization technique on the TLC plate, although it's possible the compound may have also evaporated by that time.

Procedure for visualization of TLC plate with iodine:

If not already prepared, make an 'iodine chamber' (Figure 2.33a): in a fume hood, place a few centimeters of powdered silica or alumina in a screw-capped TLC chamber and add a few crystals of solid iodine (safety note:silica and alumina are lung irritants, and iodine vapor is considered an irritant and toxic). A beaker and watch glass will not work in this context as the iodine vapors will escape. Let the silica or alumina and iodine sit together for a while with periodic swirling, and eventually the powder will become orange from adsorbing the iodine vapor.

In a fume hood, place the developed TLC plate in the iodine chamber with forceps (Figure 2.33b) and close the lid. Gently shake the chamber to bury the TLC plate in the iodine-stained silica or alumina (Figure 2.33c) until the spots become colored (Figure 2.33d). Many spots will appear yellow-brown almost immediately, and may darken with extended time. For many compounds, it takes less than 10 seconds to develop a plate, but some compounds require 10 minutes or longer. (Note: alcohols, carboxylic acids, and alkyl halides often do not stain.)

Promptly record appropriate observations of the TLC in your notebook, or circle the spots with a pencil, as the colors will soon fade as the iodine evaporates from the plate. Further visualization may be attempted after the color fades.

Chemical Stains

There are a variety of destructive visualization methods that can turn colorless compounds on a TLC plate into colored spots. A plate is either sprayed with or dipped in a reagent that undergoes a chemical reaction with a compound on the TLC plate to convert it into a colored compound, enabling the spot to be seen with the naked eye. Since a chemical reaction is occurring in the process, it is common to gently heat a plate after exposure to the reagent to speed up the reaction, although this may be unnecessary with some stains. Not every compound can be visualized with every reagent if they do not react together, and stains are often designed to work with only certain functional groups. The specific stain should be chosen based on the presumed structure of the compounds you want to visualize.

General Staining Procedure

While wearing gloves and holding the TLC plate with forceps in a fume hood, quickly dip the plate into and out of the chemical dip jar so that the stain covers the area where the solvent traveled on the plate (Figure 2.34b).

Let excess liquid drip off the plate for a few seconds, then wipe the back of the plate with a paper towel (Figure 2.34c).

Gently heat the plate to develop the spots. Preferably use a heat gun (Figure 2.34d), but a hotplate can also be used (Figure 2.35, charring is common).

If using a heat gun, hold the TLC plate with forceps and wave the heat gun back and forth onto the front of the plate. The 'high' setting can be used at first, with the setting turned to 'low' if the plate begins to char. Safety note: Heat guns are not simple hair dryers, and can get quite hot. Be careful to not touch the nozzle, and remember that it remains hot for a long time after heating has ceased. The hot nozzles can even mar benchtops, so be cautious when setting the gun down.

If using a hot plate, place the TLC plate on the warm surface (set between low and medium-low, and covered in foil to prevent dip residue from staining the ceramic surface). Periodically move the plate around to distribute the heat.

A TLC plate cannot be further visualized after using a stain.

p-Anisaldehyde/Vanillin Stains

Tlc Plate Drawing Tool Download

Generalities

The p-anisaldehyde and vanillin stains are general purpose, and work for many strong and weak nucleophiles (alcohols, amines), and for many aldehydes and ketones. They do not work on alkenes, aromatics, esters, or carboxylic acids. The TLC plates need to be mildly heated, and will develop a light pink to dark pink background.

A TLC of four samples visualized with three different techniques is shown in Figure 2.36. The plate is visualized with UV light (Figure 2.36b), p-anisaldehyde stain (Figure 2.36c), and vanillin stain (Figure 2.36d). 4-heptanone (lane #1) and acetophenone (lane #2) showed similar colorations using the two stains. Ethyl benzoate (lane #4) was unreactive to both. Cinnamaldehyde (lane #3) was reactive to p-anisaldehyde but not vanillin, while its impurity (cinnamic acid, on the baseline of lane #3) showed the opposite behavior.

Recipe (p-Anisaldehyde): (135 : text(mL)) absolute ethanol, (5 : text(mL)) concentrated (ce(H_2SO_4)), (1.5 : text(mL)) glacial acetic acid, and (3.7 : text(mL)) p-anisaldehyde. This stain is susceptible to degradation by light, so store wrapped in aluminum foil (Figure 2.37e), ideally in the refrigerator when not in use. Compared to other stains, this stain has a somewhat short shelf life (approximately half a year). The stain will at first be colorless (Figure 2.37a), but over time will turn to a light then dark pink (Figure 2.37b-d). The stain is less potent when it darkens, but is often still usable.Safety note:wear gloves while using this highly acidic stain.

Recipe (Vanillin): (250 : text(mL)) ethanol, (15 : text(g)) vanillin, and (2.5 : text(mL)) concentrated (ce(H_2SO_4)). This stain is light sensitive and should be stored wrapped in aluminum foil in the refrigerator. It is originally light yellow, but darkens over time (Figure 2.37f+g). It should be discarded if it acquires a blue color. Safety note: wear gloves while using this highly acidic stain.

Reaction Pathways

The p-anisaldehyde and vanillin stains react in a similar manner, and commonly undergo Aldol and acetalization reactions to produce highly conjugated (and thus colored) compounds on TLC plates.

Aldol Reactions

Under the acidic conditions of the stain, some aldehydes or ketones can undergo a keto-enol tautomerism, and the enol can undergo acid-catalyzed nucleophilic addition to p-anisaldehyde or vanillin through an aldol mechanism. Dehydration of the aldol product (encouraged by heating the TLC plate), results in a highly-conjugated compound (Figure 2.38d), which is why spots become colored.

For example, a TLC plate containing acetophenone and benzophenone (as seen with UV, Figure 2.38a), are stained with p-anisaldehyde and vanillin stains. Acetophenone produced a colored spot with these stains (Figures 2.38b+c) while benzophenone did not. The main difference is that benzophenone cannot form an enol, or be a nucleophile to p-anisaldehyde, so the stain is unreactive.

Acetalization Reactions

Some alcohols react with p-anisaldehyde and vanillin stains through acetalization reactions. A proposed reaction of p-cresol with p-anisaldehyde is shown in Figure 2.39b to produce a highly-conjugated cation, a possible structure of the pink spot on the TLC plate in lane #2 of Figure 2.39a. This cationic structure may look unusual, but is a feasible structure in the highly acidic conditions of the stain.

Permanganate Stain

The permanganate ion (left( ce(MnO_4^-) right)) is a deep purple color, and when it reacts with compounds on a TLC plate (and is consumed), the plate is left with a yellow color (Figure 2.40a). The stain easily visualizes alkenes and alkynes by undergoing addition reactions (Figure 2.40d), and the color change is often immediate with these functional groups.

Permanganate is also capable of oxidizing many functional groups (e.g. aldehydes, lane 1 in Figure 2.40c), and so is considered by some to be a universal stain. Heat may be required to visualize some functional groups, and often improves the contrast between spots and the background. Heating may be done (if needed) until the background color just begins to yellow, but a brown background means the plate was overheated.

Tlc Plate Drawing Tool Free

Recipe: (1.5 : text(g)) (ce(KMnO_4)), (10 : text(g) : ce(K_2CO_3)), (1.25 : text(mL) : 10% : ce(NaOH) left( aq right)), and (200 : text(mL)) water. Safety note:wear gloves while using this stain, as permanganate is corrosive and will stain skin brown.

Phosphomolybdic Acid Stain

The phosphomolybdic acid stain (PMA) is considered by some a universal stain, able to visualize a wide variety of compounds (alcohols, alkenes, alkyl iodides, and many carbonyl compounds). The yellow-green PMA reagent (left( ce(Mo^(6+)) right)) oxidizes the compound on the plate while itself being reduced to molybdenum blue ((ce(Mo^(5+))) or (ce(Mo^(4+)))). Vigorous heating is required to develop the spots, but the plate is overheated when the background begins to darken. There is typically no color differentiation between spots, as most compounds visualize as green or blue spots (Figure 2.41c).

Recipe: (5 : text(g)) phosphomolybdic acid in (500 : text(mL)) ethanol. The stain is light sensitive and so should be stored in a jar under aluminum foil. The reagent is expensive, but the stain has a very long shelf life (5+ years).

Iron(III) Chloride Stain

The ferric chloride (left( ce(FeCl_3) right)) stain is highly specific, and is used mainly to visualize phenols (left( ce(ArOH) right)). Some carbonyl compounds with high enol content may also be visualized. (ce(Fe^(3+))) forms colored complexes with phenols (often faint blue), in the general sense of what is shown in Figure 2.42c. The actual structure of these complexes is debated(^6). The coloration fades rather quickly with this stain, so observations should be recorded immediately.

Recipe: (1%) (ce(FeCl_3)) in water and (ce(CH_3OH)) ((50%) each). This stain has a high shelf life (5+ years).

Bromocresol Green Stain

The bromocresol green stain is specific for acidic compounds, and should be able to visualize compounds that produce a solution lower than pH 5. Experience has shown that carboxylic acids work moderately well (first lane in Figure 2.43d) but phenols are only barely visible (indicated with an arrow in Figure 2.43d). In theory, the plate does not need to be heated after exposure to this stain, but in practice it often improves the contrast between the spots and the background.

Recipe: (100 : text(mL)) absolute ethanol, (0.04 : text(g)) bromocresol green, and (0.10 : text(M) : ce(NaOH) left( aq right)) drop wise until solution turns from yellow to blue (green works as well, as in Figure 2.43b).

This stain uses an acid-base indicator, which works in a similar manner to phenolphthalein. Bromocresol green is yellow below pH 3.8 and blue above pH 5.4 (Figure 2.44a). When an acidic compound is spotted on the plate, the acid lowers the pH and causes the indicator to shift to the lower pH yellow form (Figure 2.44b).

Visualization Troubleshooting

The Compound Didn't Show Up

Even when a compound has certainly been applied on the baseline of a TLC plate, it is possible that the compound is not seen on the plate after elution. There are several possible reasons for this:

1. The compound may be too dilute.

A simple solution to a dilution problem is to add more compound to the original sample and run the TLC again using a new plate. If the compound is expected to be UV active (i.e. if it contains an aromatic ring), it is a good idea to view the TLC plate under UV light before eluting the plate (Figure 2.45a). If the sample spot is not visible before elution it will not be visible afterwards, as compounds diffuse during elution.

If the sample is determined to be only slightly too dilute, the material can be deposited multiple times before elution (Figure 2.45b). To do this, deliver a small spot of sample on the baseline, and let it fully dry (it helps to blow on it) before delivering another spot over top of the first. If the spots are not allowed to dry in between applications, the spot will be too large. If the compound is expected to be UV active, check the plate under UV light, and if necessary spot more times before elution.

2. The compound may have evaporated.

A TLC plate should be visualized immediately after elution, so if a moderate amount of time was left between running the TLC and visualizing it, evaporation may be the cause of the problem. A solution to this problem is to run the TLC again and visualize it immediately.

If the compound has a low boiling point, it probably evaporated during elution. For example, 2-pentene (boiling point (36^text(o) text(C))) was spotted in lane #1 of Figure 1.45c. It did not stain with permanganate after elution even though the compound is reactive to the stain (an undiluted, uneluted sample of 2-pentene did stain somewhat on a scrap TLC plate, Figure 2.45d). Compounds with boiling points lower than approximately (120^text(o) text(C)) are difficult to analyze through TLC.

3.The compound may be unreactive to the visualization technique.

Visualization techniques are often tailored toward certain functional groups. For example, ultraviolet light is generally good at visualizing aromatic compounds but poor at other functional groups. If UV, iodine, or a stain fails to visualize a compound, it could mean the compound is simply not reactive to the technique, and another method should be tried.

For example, Figure 2.46 shows for different compounds visualized with UV (Figure 2.46a), p-anisaldehyde stain (Figure 2.46b) and iodine (Figure 2.46c). The compound in lane #1 of all the plates (4-heptanone) was only visible with anisaldehyde stain (blue spot), and not with UV or (ce(I_2)). The compound in lane #4 of all the plates (ethyl benzoate) was unreactive to anisaldehyde stain, but could be visualized with UV and (ce(I_2)). The impurity present on the baseline of lane #3 (the impurity cinnamic acid) was strongly UV active, but could hardly be seen with the other stains.

The Pencil Marking from UV is Different Than the Stain

Ultraviolet light is often the first visualization technique attempted on an eluted TLC plate because it is nondestructive and rather simple to carry out. If a dark spot is seen with a UV lamp, it is customary to circle the spot with pencil (as in Figure 2.46b), as the spot will be invisible when the lamp is removed. Another visualization technique is often carried out after viewing the plate under UV, and it is not uncommon that the subsequent stain extends to a smaller or larger region than the pencil marking.

For example, the compound in lane 2 of Figure 2.46 (acetophenone) can be easily seen with ultraviolet light (Figure 2.46a), but on the plate visualized with iodine (Figure 2.46c), the pencil markings encapsulate a larger region than is seen darkened by the iodine. This is because acetophenone is very strongly UV active, but only mildly complexes with iodine. It is not uncommon for one technique to visualize a compound more effectively than another technique.

It is therefore important to be cautious in using TLC to interpret the quantity of material present in a sample, for example when assessing the quantity of an impurity (such as in lane #3 of Figure 2.46, which contains cinnamaldehyde and its impurity cinnamic acid). It is likely that a large spot is present in a greater quantity than a small spot, but it could also be that the large spot is more responsive to the visualization technique.

A Stain's Color Faded or Changed With Time

It is very common for the coloration produced by a stain to fade with time, as the compounds eventually evaporate from the plate or other slower reactions take place. For this reason, it may be a good idea to circle the spots with pencil immediately after a plate is visualized, although as spots are generally circled after viewing with UV, additional markings may cause confusion as to which compounds are UV-active. Another alternative is to place clear tape across the plate to prevent the spots from evaporating.

It is possible that the coloration produced by a stain will change with extended heating, or with time. For example, the plate in Figure 2.47 was visualized with p-anisaldehyde stain, and Figure 2.47a shows how the plate appeared immediately after heating. Figure 2.47b shows how the same plate appeared after sitting at room temperature for 30 minutes. The compound in lane #2 (acetophenone) had the most dramatic change in color during that time, changing from a bright orange to a green color. Observations recorded into a lab notebook should be of the original color of a spot.

The Staining Doesn't Make Sense

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Certain visualization methods work best for certain functional groups, so a positive result with a stain can give clues about the identity of an unknown spot. However, sometimes a compound stains when it isn't 'supposed to', and this can be confusing.

For example, a TLC of benzaldehyde visualized with UV light (Figure 2.48a) shows two spots, and based on relative (R_f) values, it would make sense that the dark spot is benzaldehyde and the fainter spot near the baseline is benzoic acid (caused by an oxidation of benzaldehyde). Staining of the plate with bromocresol green (a stain for acidic compounds), supports this hypothesis as the lower acidic spot is visualized with this method (Figure 2.48b). This is an example of when the staining results 'make structural sense', and can even support the identification of unknown spots.

However, in a similar experiment with cinnamaldehyde, both aldehyde and carboxylic acid spots were strongly visualized with bromocresol green (Figure 2.48d), even though only one is an acidic compound. This result does not at first 'make sense', and theories can only be postulated for why the aldehyde reacted with the stain.

The significance of Figure 2.48 is that interpretation of staining or lack of staining can sometimes be used to infer structure, but there may be exceptions that are difficult to explain.

(^6)See Nature165, 1012 (24 June 1950); DOI: 10.1038/1651012b0

(^7)The TLC plate was left in the (ce(I_2)) chamber for only about 2 minutes, and the spots may have developed further with additional time.

Contributor

Lisa Nichols (Butte Community College). Organic Chemistry Laboratory Techniques is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License. Complete text is available online.

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blogquest481 · 4 years ago

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Pokemon games can be fun but ROM hacks can be much more fun. That’s because Pokemon ROM hacks can improve and alter some things that the original games could not. Then, there’s the Nuzlocke challenge that gives a player a certain challenge the next time they play a Pokemon game, ROM hack or not. That’s why here are the 10 best ROM hacks for Nuzlocke challenging.

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HACK INFORMATIONSHack Name: Pokemon Moon EmeraldBased On: Pokemon EmeraldLanguage: EnglishAuthor: LukagbaVersion: Beta 0.55System: GBAInitial Release: 2016

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Pokemon Moon Emerald is a video game created in 2016. It's a ROM hack of Pokémon Emerald that adds all the Pokemon from games up to Pokémon Sun and Moon. It essentially plays the same as the game it's based on, except you get Alola starters, other trainers have more varied teams and the challenge is slightly higher. There's also a version available that raises the shiny encounter rate to 1%.

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Adaptation Expansion: This game has all Pokemon up to Gen VII, which is more than twice the amount in Gen III, as well as most of their moves and the Fairy type.

Boss in Mook Clothing: Two Psychics in Mossdeep Gym have Tapu Lele and Mesprit, which are legendaries. They also have higher levels than all the other trainers in the gym.

Easy Levels, Hard Bosses: While the wild encounters and trainer battles are just about as hard as they were in the original, Gym Leaders have revamped teams that are much harder to beat.

Game-Breaking Bug: Going to the Pokedex entry 619 or more will freeze the game.

Mission-Pack Sequel: There are no dialogue changes or new challenges. Outside of the changes in the description, it plays esentially the same as Gen III.

Took a Level in Badass: Fishermen replaced their Magikarps with Wimpods, and while those aren't much stronger, they can at least attack.

Video Game Demake: All up to Gen VII Pokemon are put in Gen III, and the ones from Gen VI and Gen VII receive pixel art instead of 3D models.

Index

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blogquest481 · 4 years ago

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NI Session Guitarist – Strummed Acoustic 2 Kontakt Library Size 8.94 Gb. The second edition in the SESSION GUITARIST series, STRUMMED ACOUSTIC 2, expands your sound palette with two carefully selected vintage acoustic guitars, an extensive library of patterns and chords, plus real-time performance control.

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System requirements: FREE KONTAKT 5 PLAYER or KONTAKT 5 (version 5.5.2 or higher)

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blogquest481 · 4 years ago

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blogquest481 · 4 years ago

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Download Gta V Dolphin Iso File Apk

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How to download and play GTA 5 on your mobile - Quick guide you should follow. Download GTA5.apk file by clicking the download button. If you are downloading the file from PC then, connect your device to the computer using USB cable. Copy GTA5.apk file to your phone or tablet. Download GTA 5 APK for Android and play your favorite game on mobile devices wherever you are. To be able to enjoy GTA V on Android simply download the.APK file from our site and install it on your mobile device. The game is compatible with all devices - phones and tablets. Download Gta 5 Full Game For PPSSPP Iso/Cso. These is the latest version of GTA v iso file for ppsspp and its really a wonderful game. GTA 5 psp iso game has been tested on all android operating “OS” versions and it is working fine on all and no hanging, no pause, just hit the start button and playing GTA 5. The company who created GTA recently released a new edition of Grand Theft Auto called GTA V, (Visa 2) for Android devices and i will teach you how to download the game and install it on your device. GTA 5 have different weapons that you can choose from.But if you complete some tasks on the game you will get some of these ammunition. The GTA 5 data file is the third file you would have to download to run the mobile game. Similar to the APK file and the OBB file, the data file has its benefits. It will help you save progress that you have made on the game, including the completed missions, assets acquired in the game, etc.

Why you should play GTA 5 Android - Read our review

GTA 5 represents a culmination of every success that the franchise ever had. It's a fast-paced, action-heavy brash game that best offers every previous installment in the franchise. Moreover, GTA 5 distinguishes itself from every other episode by offering multiple main characters that one can play. An exceptionally fresh take on a series that was getting more and more predictable with time.

The GTA 5 Android goes back to its roots in the fictional city of Los Santos. However, this time you're bound within the city borders and don't have the same free-roaming functionality that other games offered. But to compensate, the game comes packed with an engaging storyline spanning over decades - a plot revolving around three main characters with distinct personalities, physicalities, and motivations.

The game offers to act as a satirical social comedy on the riches of our time and is funny often at its own expense. The graphical realism has been widely expanded upon and details in the game world magnified. Since its release the game has gone on to massive sales, both online and retail, and is now counted among one of the most played games to have ever been produced. Let's take a look at what makes this game, and preferably the entire GTA series such a massive hit among the masses.

Watch GTA 5 Mobile Trailer to see the game in action

What is so special about this game and why you should play GTA 5 Mobile?

The GTA name is familiar to all those even mildly familiar with the world of PC games. GTA has come a long way. Some of the very first episodes in the franchise involved the usual 'cops vs robbers' type gameplay.

The series wasn't a behemoth back then, but rather an up and coming franchise slowly spreading its wings in an industry already saturated with several other big players. The original GTA was a 2-dimensional game rendered in 3D and offered gameplay only from a top-down angle. The game provided impressive graphics for the time and a style of gameplay that differentiated it from every other player out there. The sheer number of playability options that the game offered was unheard of back then.

It was back in 2001 when GTA went full 3D with GTA 3. Under the banner of Rockstar Games, it was a revolutionary game in its own right, introducing a vast open-world to explore and a graphical realism that was unseen for the time. Since then the GTA franchise has gone on to spin several successful ventures including GTA San Andreas, GTA Vice City, GTA 4, as well as GTA 5 Mobile.

The GTA franchise is best known for providing something called an 'open world environment'. It means players are free to explore the world inside the game as and when they want to. Missions and other objectives supplement the open world with a genuinely engaging, cinematic, gaming experience which has made GTA a household name today.

For who is GTA 5 Android & iOS meant for? Parents’ Guide to Grand Theft Auto V

With its massive popularity and demand among teenagers, it's important to remember that GTA 5 Android is undoubtedly meant to be played by adult players. The game comes with a rating of M for mature, which means that it should ideally only be played by people over the age of 18. The game is very heavy in strong language, violence, and sexual depictions that make it unsuitable for a teenager.

Video games have come a long way since they first began to be commercially produced. The realism and graphical intricacies that GTA 5 Android offers today is something even early pioneers in the genre could have never dreamed of.

A widely popular name pops up everywhere in the gaming industry is Grand Theft Auto(GTA). A series that you were probably too young to play when you first played it. A series is so enticing that it set a record for the most played series of all time.

Features of GTA 5 APK which you should know, before you play it.

● GTA 5 Mobile offers a 3 in 1 style gameplay. The player gets to experience the plot from 3 different perspectives with three different protagonists. Each protagonist comes equipped with his skillset and a separate storyline than others that intersect into a larger overarching plot.

● GTA 5 offers a detailed, more realistic map. The map is as big as GTA 4 if not bigger, even though it only spans a single city.

● The assortment of planes and helicopters at the player's disposal is massive when compared to previous entries in GTA. The flying functionality has been there in the GTA world for long; however, the sheer volume of options available in GTA 5 differentiates it from every other entry and places it at a far superior level.

● The multiple-choice functionality was first introduced to the players in GTA 4, where players would often be offered choices. They could decide their course of action, which would dictate how the plot would unravel further ahead. GTA 5 APK takes this one step further. A brand new feature GTA 5 APK has introduced into the mix is the ability to select your crew, plan, and method of executing a heist. Although within limits, it places a greater emphasis on player control and makes the game much more engaging.

● The customization functionality that was first introduced in GTA San Andreas is included in GTA 5. With multiple options to customize everything from your characters' car, clothes, right down to his beard, it further solidifies how much of emphasis this latest chapter in the GTA franchise places on player control.

● For the times you're bored with the violence in the game and just want to relax, the game offers you several other games within the game itself. Sounds confusing, right? What it means is that you have the option to play games like golf, table tennis, or can get a cycle and go out on a joy ride around Los Santos. The possibilities are endless with this feature in GTA 5 APK.

● GTA 5 offers an improved and far more independent multiplayer system than its predecessors. The multiplayer mode operates like a self-sufficient, fully-functional, economy. It provides a fully operational stock-market where you can make a ton of virtual money which you can then use to buy real estate and territories around Los Santos. You can substantially operate as a functional citizen living in Los Santos through the game. This feature is unlike anything gamers have ever seen in the past and puts GTA 5 Mobile at a whole different league when it comes to the multiplayer experience.

● Ever wanted to go scuba diving but felt scared of the vast bottomless sea? Don't worry because GTA 5 allows you to go scuba diving right from the comfort of your sofa in your living room. The diving functionality is seamless and gives players an extra activity to partake in while they are bored with the regular missions.

● Another similar feature is that of accessing submarines. If you’ve ever wanted to explore the deep seas in a submarine, you can do that now, at least virtually in GTA 5 APK.

● Another excellent option for the times you just want to explore the game is to go hunting. You can start exploring the wilderness around the city to find ample hunting opportunities or be hunted instead.

● A side job for you can be to go bounty hunting in the game. You can make a bunch of virtual cash using your skills, securing wanted fugitives or drug lords. The game offers some of the best diversions from the main missions that keep players hooked

Final conclusion about GTA 5 Mobile

GTA 5 is the latest sequel in the Grand Theft Auto franchise to dominate video game markets globally. It offers players increased flexibility with regards to main and side missions. With such flexibility, it offers a greater space to explore their ways of navigating through the game.

Keeping its cons aside, the game is a beautifully crafted, visual piece of art. Moreover, with sufficient emphasis on plot development and the storyline, the game is a thrilling adventure to partake in. Having three separate protagonists enables a player to experience several facets of the underbelly of the world that the game creates.

With its global sales still skyrocketing, GTA 5 has made its mark on the gaming industry that is here to stay. If you’ve never tried the game before, now is the time to get yourself a copy on a console of your choice and to get immersed in the spectacle that is GTA 5.

How to download and play GTA 5 on your mobile - Quick guide you should follow.

Download GTA5.apk file by clicking the download button.

If you are downloading the file from PC then, connect your device to the computer using USB cable.

Copy GTA5.apk file to your phone or tablet.

Open the file, You will get a pop up box saying 'For security your phone is set to block installation of apps obtained from unknown sources'

Click on settings and Allow installation for GTA 5.

It will take a few minutes to install, depending on the device you are using.

After the proper installation you will see GTA V icon on your device.

Open the game, It will download obb and data files and game will be ready to play.

GTA 5 for PPSSPP iso is one of the most requested files right now in 2020. I have seen many different articles and guides all over internet, but none of them worked for me. So today I decided to share with you 100% working detailed guide on how to download GTA 5 for Android using PPSSPP emulator. Let’s start !

If you are wondering if it’s possible to play GTA V directly on iOS or Android device, answer is simply NO! Size of original GTA 5 file is extremely large, so for this purpose we need to install and run it via PPSSPP Android emulator. Before we jump on detailed guide about downloading GTA 5 on Android device using PPSSPP emulator, you need to know few important things first.

Difference between GTA 5 PPSSPP and original version:

First important thing to know is that GTA V PPSSPP version has much lower graphics than original GTA 5 version. It is understandable that both versions can’t have same graphics because of game file size. Size of GTA 5 for PPSSPP is only 382MB compared to 65GB original PC version. This graphic and size reduction allows you to download, install and play GTA V on any Android device! Another difference is such smaller map and much lower population. All other GTA 5 features are exactly the same. If you love original version than I am more than sure you will enjoy PPSSPP version also! Now it’s time to check requirements:

GTA 5 PSSPP Download Requirements:

There are just two specific requirements to download and run GTA 5 on Android using PPSSPP emulator in 2020.

Any Android device (phone or tablet) with at least 1GB RAM

Latest software version installed (Marshmallow and greater).

If you meet requirements mentioned above you are ready to download and play GTA 5 for PPSSPP. Now let’s jump onto most important part. Downloading !

How to download latest GTA 5 PPSSPP Android version

1. First you need to Download PPSSPP emulator.

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2. Than search for GTA V file and click download.

3. Third step is to download ZArchiver.

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4. Install and open ZArchiver, than extract GTA 5 file.

5. Extract GTA V .iso file into PSP folder (image below)

6. Finally open PPSSPP emulator, PSP folder and GTA 5 .iso file !

7. That’s it guys! Play and enjoy GTA 5 Android using PPSSPP !

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Remember, this is only way how you can download and play GTA 5 on any Android device using PPSSPP emulator. I hope this detailed guide has been helpful to you. If you have problem with something feel free to leave comment below so I can help you.

Thank you for reading!

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blogquest481 · 4 years ago

Text

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