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Unformatted text preview: H a. 5 !-Androstane (R = H) b. 5 "-Pregnane (R = CH 2 CH 3 ) 4. Palmitic acid (hecadecanoic acid) is the source of the hexadecyl (cetyl) group in the following compounds. Each is mild surface-acting germicide and is used as a topical antiseptic and disinfectant. They are examples of quternary ammonium detergents, commonly called quats. N CH 2 (CH 2 ) 14 CH 3 Cl CH 2 N CH 2 (CH 2 ) 14 CH 3 CH 3 CH 3 Cl Cetylpyridinium chloride Benzylcetyldimethylethylammonium chloride (a) Cetylpyridinium chloride is prepared by treating pyridine with 1-chlorohexadecane (cetyl chloride). Show how to convert palmitic acid to cetyl chloride. (b) Benzylcetyldimethylethylammonium chloride is prepared by treating benzyl chloride with N,N-dimethyl-1-hexadecanamine. Show how this tertiary amine can be prepared from palmitic acid....
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- Spring '06