Preparation and Purification of Aspirin (O-acetylsalicylic acid

Preparation and Purification of Aspirin (O-acetylsalicylic acid

Info iconThis preview shows pages 1–8. Sign up to view the full content.

View Full Document Right Arrow Icon
Preparation and Purification of Aspirin (O-acetylsalicylic acid) Esterification is common important reaction of alcohols and phenols.
Background image of page 1

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Phenols and Alcohols: Structurally, phenols are like aromatic alcohols. As such they share some of the reactions of regular aliphatic alcohols. But, not all.
Background image of page 2
Phenol Reactions: Like alcohols, phenols undergo Esterification. Conversion to alkoxides. Act as nucleophiles (better than alcohols).
Background image of page 3

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Phenol Reaction: Unlike Alcohols, phenols DO NOT undergo: o Dehydration. o Reaction with HX (SOCl 2 , etc) to produce alkyl halides. o Oxidation to ketones, aldehydes, etc.
Background image of page 4
Esterification of a Phenol: Three Common Methods Fisher Esterification: Mix a carboxylic acid and an alcohol with a catalytic amount of acid and heat. Goes to an equilibrium. H 3 C C O OH + CH 3 OH H 3 C C O O CH 3 + H 2 O H + (cat)
Background image of page 5

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Esterification of a Phenol: Three Common Methods Reaction with an Acid Halide Add an alcohol to an acid halide solution (or vice-versa) and allow to react. Generally, is virtually quantitative. H 3 C C O Cl + CH 3 OH H 3 C C O O CH 3 + HCl
Background image of page 6
Three Common Methods Reaction with Acid Anhydride: Generally, less exothermic, less corrosive, and safer than acid halide. Similar procedure, and yields.
Background image of page 7

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Image of page 8
This is the end of the preview. Sign up to access the rest of the document.

Page1 / 23

Preparation and Purification of Aspirin (O-acetylsalicylic acid

This preview shows document pages 1 - 8. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online