Synthesis of methy salicylate

Distil off the excess amount of alcohol on a water bath and allow to cool. If, owing to the comparatively slight difference between the density of the ester and of water, difficulty is experienced in obtaining a sharp separation of the lower ester layer and water, add ml of carbon tetrachloride 2 and shake the reaction mixture in that funnel vigorously upon standing, the heavy solution of methyl salicylate in the carbon tetrachloride separates sharply and rapidly at the bottom of the separatory funnel.

Some plants, such as the following, produce more: Commercial methyl salicylate is now synthesized, but in the past, it was commonly distilled from the twigs of Betula lenta sweet birch and Gaultheria procumbens eastern teaberry or wintergreen.

Tatchell; Fifth Edition; Page No. This clearing generally only takes a few minutes, but the tissue must first be dehydrated in alcohol. Randomised double blind trial reviews report evidence of its effectiveness that is weak, but stronger for acute pain than chronic pain, and that effectiveness may be due entirely to counterirritation.

Uses[ edit ] Chick embryo that was treated with methylene blue to stain the skeleton, then cleansed with two or three ethanol washes, and treated with methyl salicylate to make the surrounding tissues transparent It is used in high concentrations as a rubefacient and analgesic in deep heating liniments such as Bengay to treat joint and muscular pain.

Safety and toxicity[ edit ] Methyl salicylate is potentially deadly, especially in the pediatric population. Commercial production[ edit ] Methyl salicylate can be produced by esterifying salicylic acid with methanol.

Here limiting reagent is salicylic acid; hence yield should be calculated from its amount taken. Stopper the flask, shake for about 5 min and allow standing for at least half an hour with occasional shaking.

Synthesis of methyl salicylate

This effect can be observed by crushing wintergreen Life Savers in a dark room. Pour the residue into approximately ml of water contained in a separatory funnel and rinse the flask with a few ml of water which are also poured into the separatory funnel.

Put some boiling chips and distil from an air bath; increase the temperature slowly at first until all carbon tetrachloride has passed over and then heat more strongly. The ester may also be distilled under reduced pressure; the b.

Put a few small chips of porous porcelain, set a reflux condenser to the flask and boil the mixture gently for 5 h. If the plant is infected with herbivorous insects, the release of methyl salicylate may function as an aid in the recruitment of beneficial insects to kill the herbivorous insects.

Wash once with water, and dry by pouring into a small dry conical flask containing about 5 g of magnesium sulphate. Salicylate, the major metabolite of methyl salicylate, may be quantitated in bloodplasma or serum to confirm a diagnosis of poisoning in hospitalized patients or to assist in an autopsy.

Run off the lower layer cautiously, discard the upper aqueous layer, return the methyl salicylate to the funnel and shake it with a strong solution of sodium hydrogen carbonate until all free acid is removed and no further evolution of carbon dioxide occurs.

When mixed with sugar and dried it is a potentially entertaining source of triboluminescencegaining the tendency to build up electrical charge when crushed or rubbed.Synthesizing Aspirin and Oil of Wintergreen Purpose In this experiment, you will synthesize acetylsalicylic acid, commonly known as aspirin, and methyl salicylate, oil of wintergreen, from salicylic acid.

Methyl salicylate

You will be able to see how two very different organic synthesis is called methyl salicylate. C OH O OH CH3OH + H2SO4 C OH O OCH3. Methyl salicylate (oil of wintergreen) is an organic ester. When an acid (containing the –COOH group) reacts with an alcohol (a compound containing an –OH group) formed an ester.

Methyl salicylate is an organic ester naturally produced by many species of plants, specifically wintergreens. It is artificially synthesized to produce perfumes and. Preparation of methyl salicylate (wintergreen oil; salicylic acid methyl ester; methyl 2-hydroxybenzoate) In a ml round-bottomed flask, a mixture of g.

of salicylic acid ( mole), 70 ml of methyl alcohol, and 7 ml of concentrated sulfuric acid are is placed. Methyl salicylate (Oil of Wintergreen, Ben Gay) is one infrequent cause of salicylate poisoning but is the most dangerous salicylate formulation by strength. One teaspoon contains 7, mg of salicylate, equivalent to 21 aspirin tablets, and childhood fatalities may occur after ingestion of.

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Synthesis of methy salicylate
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