Dolbier HW Solutions 446

Dolbier HW Solutions 446 - 3 CNH 2 O Acetamide 1 CH 3 CO 2...

Info iconThis preview shows page 1. Sign up to view the full content.

View Full Document Right Arrow Icon
( f ) Water attacks the carbonyl group of benzoyl chloride to form the tetrahedral intermediate. Dissociation of the tetrahedral intermediate occurs by loss of chloride and the proton on oxygen. 20.5 One equivalent of benzoyl chloride reacts rapidly with water to yield benzoic acid. The benzoic acid produced in this step reacts with the remaining benzoyl chloride to give benzoic anhydride. 20.6 Acetic anhydride serves as a source of acetyl cation. 20.7 ( b ) Acyl transfer from an acid anhydride to ammonia yields an amide. The organic products are acetamide and ammonium acetate. 1 Acetic anhydride CH 3 COCCH 3 O O 2NH 3 Ammonia 1 CH
Background image of page 1
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: 3 CNH 2 O Acetamide 1 CH 3 CO 2 NH 4 O Ammonium acetate Acetyl cation CH 3 CO O CCH 3 O 1 O CCH 3 1 O CCH 3 1 HCl Hydrogen chloride C 6 H 5 COCC 6 H 5 O O Benzoic anhydride 1 C 6 H 5 CCl O Benzoyl chloride C 6 H 5 COH O Benzoic acid 1 H 2 O Water C 6 H 5 CCl O Benzoyl chloride 1 HCl Hydrogen chloride C 6 H 5 COH O Benzoic acid 1 HCl Hydrogen chloride C 6 H 5 COH O Benzoic acid Tetrahedral intermediate C 6 H 5 C Cl O H OH 1 C 6 H 5 CCl O Benzoyl chloride H 2 O Water Tetrahedral intermediate C 6 H 5 CCl OH OH 540 CARBOXYLIC ACID DERIVATIVES: NUCLEOPHILIC ACYL SUBSTITUTION...
View Full Document

Ask a homework question - tutors are online