Palmitic acid (hexadecanoic acid) is the source of the hexadecyl (cetyl) group in the following compounds. Each is a mild surface-acting germicide and fungicide and is used as a topical antiseptic and disinfectant. They are examples of quaternary ammonium detergents, commonly called "quats." C CH3 +1 CH,NCH, (CH,) 14CH, CI- CH3 CH,(CH2)14CH3 Cetylpyridinium chloride Benzylcetyldimethylammonium chloride

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter26: Lipids
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Problem 26.15P
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Benzylcetyldimethylammonium chloride is prepared by treating benzyl chloride with N,N-dimethyl-1-hexadecanamine. Show how this tertiary amine can be
prepared from palmitic acid.

Palmitic acid (hexadecanoic acid) is the source of the hexadecyl (cetyl) group in the
following compounds. Each is a mild surface-acting germicide and fungicide and is used
as a topical antiseptic and disinfectant. They are examples of quaternary ammonium
detergents, commonly called "quats."
C CH3
+1
CH,NCH, (CH,) 14CH,
CI-
CH3
CH,(CH2)14CH3
Cetylpyridinium chloride
Benzylcetyldimethylammonium chloride
Transcribed Image Text:Palmitic acid (hexadecanoic acid) is the source of the hexadecyl (cetyl) group in the following compounds. Each is a mild surface-acting germicide and fungicide and is used as a topical antiseptic and disinfectant. They are examples of quaternary ammonium detergents, commonly called "quats." C CH3 +1 CH,NCH, (CH,) 14CH, CI- CH3 CH,(CH2)14CH3 Cetylpyridinium chloride Benzylcetyldimethylammonium chloride
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