Methyl salicylate Wintergreen oil

Wintergreen oil. See Wintergreen (Gaultheria procumbens) oil Methyl salicylate Wintergreen oil, China Wintergreen oil,... 

Hydroxybenzoic Acid Methyl Ester Methyl Salicylate Wintergreen Oil... 

Essential oils are obtained from fruits and dowers (61,62). Volatile esters of short- and medium-chain carboxylic acids or aromatic carboxylic acids with short- and medium-chain alcohols are primary constituents of essential oils, eg, ethyl acetate in wines, brandy, and in fruits such as pineapple benzyl acetate in jasmine and gardenia methyl salicylate in oils of wintergreen and sweet birch. Most of these naturally occurring esters in essential oils have pleasant odors, and either they or their synthetic counterparts are used in the confectionery, beverage, perfume, cosmetic, and soap industries (see Oils,... 

Q O Methyl salicylate, or oil of wintergreen, is produced by the winter-green plant. It can also be prepared easily in a laboratory. Methyl salicylate is 63.1% carbon, 5.31% hydrogen, and 31.6% oxygen. Calculate the empirical formula of methyl salicylate. 

Concentrated sulphuric acid and methanol ( oil of wintergreen test) When 0 5 g of a salicylate or of salicylic acid is treated with a mixture of 15 ml concentrated sulphuric acid and 3 ml methanol and the whole gently warmed, the characteristic, fragrant odour of the ester, methyl salicylate(I) ( oil of wintergreen ), is obtained. The odour is readily detected by pouring the mixture into dilute sodium carbonate solution contained in a porcelain dish. 

Methyl salicylate wintergreen a. other essent. oils distinction from syn. cpds. possible [356]... 

S, Methyl Salicylate. 2-Hydroxybenzoic acid methyl ester wintergreen oil betula oil sweet birch oil teaberry oil. C H,03 mol wt 152.14. C 63.15%, H 5.30%. O 31.55% Present in leaves of Oaultherta procumbent L-> Ericaceae, in the bark of Betula lenta L., Betulaceae, hut mostly prepd by esterification of salicylic acid with methanol. The product of commerce is about 99% pure. 

The term aromatic was first applied in the early part of the nineteenth century to compounds having an aromatic odour, which had been isolated from many volatile vegetable oils, for example benz-aldehyde (from oil of bitter almonds), methyl salicylate (from oil of wintergreen), anethole (from aniseed) and many others. Around 1800, substances designated as aromatic also included non-benzenoid compounds, largely consisting of terpenoid natural oils. (For an... 

In the early days of chemical science, molecular structures were unknown for substances such as benzaldehyde (from almonds) and methyl salicylate (from oil of wintergreen). These compounds have distinctive aromas, so they came to be called aromatic." As chemistry developed, it was recognized that many of these aromatic compoimds contain a benzene ring. In time the term aromatic came to mean a certain kind of structure and not a distinctive odor. 

A patent (U.S. Patent 4,961,929) claims that a mixture of methyl salicylate, birch oil, wintergreen oil, eucalyptus oil, pine oil, and pine-needle oil repels dogs. 

The original identifications of character aroma compounds were from isolates of spice oils and herbs. Many of these early discoveries paralleled developments in synthetic organic chemistry (9). The first identifications and syntheses of character flavor molecules include benzaldehyde (cherry), vanillin (vanilla), methyl-salicylate (wintergreen), and cinnamaldehyde (cinnamon). A listing of character impact compounds found in herb and spice flavors is presented in Table 1. 

I. Methyl salicylate test. Heat i ml. of methanol with 0 5 g. of sodium sdicylate (or free salicylic acid) and a few drops of cone. H2SO4 gently for i minute. Cool, pour into a few ml. of cold water in a boiling-tube, and shake. Note the odour of methyl salicylate (oil of wintergreen). 

One of the hydroxybenzoic acids is known by the common name salicylic acid Its methyl ester methyl salicylate occurs in oil of wintergreen Methyl salicylate boils over 50°C lower than either of the other two methyl hydroxybenzoates What is the structure of methyl salicylate Why is its boiling point so much lower than that of either of its regioisomers ... 

This alcohol, the lowest of the paraffin series, is found in the distillation waters of a number of essential oils, being soluble in all proportions in water. It does not therefore form a constituent of essential oils in the form in which they are found in commerce. In the form of esters, methyl alcohol is found as a constituent of a number of essential oils, such as, for example, oil of wintergreen, which consists almost entirely of methyl salicylate. Methyl alcohol, CH OH, is a liquid of specific gravity 0 810, boiling at 64°. 

Phenols occur widely throughout nature and also serve as intermediates in the industrial synthesis of products as diverse as adhesives and antiseptics. Phenol itself is a general disinfectant found in coal tar methyl salicylate is a flavoring agent found in oil of wintergreen and the urushiols are the allergenic constituents of poison oak and poison ivy. Note that the word phenol is the name both of the specific compound hydroxybenzene and of a class of compounds. 

Salicylic acid reacts with acetic acid to produce acetylsalicylic acid the active ingredient in aspirin. It also reacts with methanol to form methyl salicylate, more commonly known as oil of wintergreen. 

Oil of wintergreen salicylic acid methyl ester methyl sweet birch oil betula oil... 

See also methacrylate odor absorbers, 169 oil drilling mud, 146 oil of wintergreen, 167, 186. See also methyl salicylate... 

Some natural products have an aroma, and taste, that derives largely from a single compound. For example, oil of wintergreen is about 99% methyl salicylate ... 

Of the 400 volatiles detected in the tomato, only 17 have a positive impact on the flavor profile. Two of the most important ones are also key players in the aroma of roses p-ionone and p-damascenone. Another player is methyl salicylate, a compound we previously encountered in oil of wintergreen. Some of the most important flavor elements are present in very small concentrations but can be perceived by us at these extremely small concentrations. 

Aspirin is the most widely used medication. Over 10,000 tons of aspirin are used in this country annually, and worldwide the annual consumption is 35,000 tons. The history of acetylsalicylic acid actually goes back thousands of years. Hippocrates (460-377 B.c.) and the ancient Greeks used powdered willow bark and leaves to reduce fever (antipyretic) and as a pain reliever (analgesic). Native American populations also used willow and oil of wintergreen for medication. The chemicals responsible for the medicinal properties in willow and oil of wintergreen are forms of salicylates. Willows (genus Salix) contain salicin and oil of wintergreen contains methyl salicylate. 

Flavouring agents— Flavouring agents e.g. peppermint, spearmint, menthol, cinnamon, oil of wintergreen (methyl salicylate) are used in conjunction with alcohol and humectants to overcome disagreeable taste. 

Methyl salicylate 144 (Structure 4.44), the main constituent of wintergreen oil, is derived from benzoic acid. Other important esters are linalyl acetate 145, benzyl benzoate 146 and benzyl isobutyrate 147. 

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