Esters methyl salicylate

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 ... 

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. 

Since salicylic acid has both an alcohol functional group and a carboxylic acid functional group, it can undergo two different esterification reactions depending on which functional group reacts. For example, when treated with ethanoic acid (acetic acid), salicylic acid behaves as an alcohol and the ester produced is acetylsalicylic acid (aspirin). On the other hand, when reacted with methanol, salicylic acid behaves as an acid and the ester methyl salicylate (oil of wintergreen) is produced. Methyl salicylate is also an analgesic and part of the formulation of many liniments for sore muscles. What are the structures of acetylsalicylic acid and methyl salicylate ... 

Problem 24.15 Aspirin is acetylsalicylic acid (o-acetoxybenzoic acid, 0-CH3COO-CftH4COOH) oH of wintergrcen is the ester, methyl salicylate. Outline the synthesis of these two compounds from phenol. 

When brought together under the proper conditions, an organic acid and an alcohol will react to form an ester. Esters are generally volatile compoimds having distinctive odors. In this MiniLab, you will combine methanol and salicylic acid to produce the ester, methyl salicylate. 

The structure of salicylic acid is shown. If this acid reacts with methanol, the product is an ester, methyl salicylate. Methyl salicylate is known as oil of wintergreen and is often used as a flavoring agent. Draw the structure of the product of this reaction. 

Benzoic acid, 2-hydroxy-, methyl ester methyl salicylate V-3, IX.A-22 ... 

Ester Methyl salicylate, menthyl lactate, terpineol acetate... 

Hydroxybenzoic Acid Methyl Ester Methyl Salicylate Wintergreen Oil... 

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