Acylation Flashcards

1
Q

What are the 3 main derivatives of carboxylic acids?

A

Acid anhydrides - water removed from 2 molecules
Acyl chlorides - react violently, COCl is polar
Amides

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2
Q

What are the reactions of acyl chlorides?

A

Water - Carboxylic Acid
Alcohol - Ester
Ammonia - Amide
Amines - N substituted amide

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3
Q

Why is ethanoic anhydride better than ethanoyl chloride to make aspirin?

A

Ethanoyl chloride is more expensive and produces harmful HCl fumes

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4
Q

What is an acyl chloride?

A

A carboxylic acid derivative where the -OH group is replaced with a -Cl

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5
Q

What types of reactions do acyl chlorides undergo?

A

Nucleophilic Addition - Elimination:
Hydrolysis
React with alcohols
React with ammonia and primary amides

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6
Q

What is produced when acyl chlorides undergo hydrolysis?

A

Carboxylic acid and HCl

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7
Q

What is formed when acyl chlorides react with alcohols?

A

Ester and HCl

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8
Q

What is formed when acyl chlorides react with ammonia and primary amines?

A

Amides and HCl

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