Synthesis of methy salicylate
Synthesis of Methyl Salicylate from Aspirin
Esters are a class of organic compounds. An ester compromises an organic or inorganic acid in which one or more hydroxy
(OH) groups have been replaced by and alkoxy (O-alkyl) group. For example, the simplest ester, methyl formate (CHOOCH3), is made up of formic acid (CHO-OH) in which the hydroxyl group has been replaced by a methoxy group (-OCH3).
Similarly, ethyl acetate (CH3CO-OCH2CH3) is made up of acetic acid (CH3CO-OH) in which the hydroxy group has been replaced by an ethoxy group (-OCH2CH3)
Although esters can be produced by many mechanisms, the most commonly used method is called esterification, which is a condensation reaction between an alcohol and an acid, typically in the presence of a strong acid catalyst, such as sulfuric acid. For example, ethyl acetate can be produced by reacting ethanol (ethyl alcohol) with acetic acid and isopropyl butyrate by reacting isopropanol (isopropyl alcohol) with butyric acid.
Esters were traditionally named by combining the name of the alcohol with the root name of the acid and adding “ate” as a suffix. Traditional names are still widely used by most chemists, particularly for the simple esters. The IUPAC naming system uses the systematic names for the alcohol and root name of the acid, followed by “oate.” For example, the traditional name n-amyl acetate (n-amyl alcohol with acetic acid) is represented in IUPAC nomenclature as 1-pentyl ethanoate (1-pentyl alcohol, the systematic name for n-amyl alcohol, with ethanoic acid, the systematic name for acetic acid). Esters typically have strong, often pleasant, scents and tastes, so many esters are used as flavorings and perfume agents, either individually or in combination. For example, the scent and taste of strawberries is due to the presence of (among others) methyl cinnamate, ethyl butyrate, ethyl caproate, isobutyl acetate, and benzyl acetate.
In this lab, we’ll synthesize methyl salicylate, whose common name
Esters are a class of organic compounds. An ester compromises an organic or inorganic acid in which one or more hydroxy
(OH) groups have been replaced by and alkoxy (O-alkyl) group. For example, the simplest ester, methyl formate (CHOOCH3), is made up of formic acid (CHO-OH) in which the hydroxyl group has been replaced by a methoxy group (-OCH3).
Similarly, ethyl acetate (CH3CO-OCH2CH3) is made up of acetic acid (CH3CO-OH) in which the hydroxy group has been replaced by an ethoxy group (-OCH2CH3)
Although esters can be produced by many mechanisms, the most commonly used method is called esterification, which is a condensation reaction between an alcohol and an acid, typically in the presence of a strong acid catalyst, such as sulfuric acid. For example, ethyl acetate can be produced by reacting ethanol (ethyl alcohol) with acetic acid and isopropyl butyrate by reacting isopropanol (isopropyl alcohol) with butyric acid.
Esters were traditionally named by combining the name of the alcohol with the root name of the acid and adding “ate” as a suffix. Traditional names are still widely used by most chemists, particularly for the simple esters. The IUPAC naming system uses the systematic names for the alcohol and root name of the acid, followed by “oate.” For example, the traditional name n-amyl acetate (n-amyl alcohol with acetic acid) is represented in IUPAC nomenclature as 1-pentyl ethanoate (1-pentyl alcohol, the systematic name for n-amyl alcohol, with ethanoic acid, the systematic name for acetic acid). Esters typically have strong, often pleasant, scents and tastes, so many esters are used as flavorings and perfume agents, either individually or in combination. For example, the scent and taste of strawberries is due to the presence of (among others) methyl cinnamate, ethyl butyrate, ethyl caproate, isobutyl acetate, and benzyl acetate.
In this lab, we’ll synthesize methyl salicylate, whose common name