Cetyl bromide

Cetyl bromide (1-bromohexadecane) [112-82-3] M 305.4, m 15", b 193-196"/14mm. Shaken with H2SO4, washed with water, dried with K2CO3 and fractionally distd. 

Cetyl alcohol, h35 Cetyl bromide, b345 Chalcone, d768 Chloral, t218 Chloramine T, c258 Chloranil, t34, t35 Chlorendic anhydride, h28... 

See also Cetyltrimethylammonium bromide (CTAB) surface area antimicrobial used in cosmetics, 7 847 cosmetic surfactant, 7 834t Cetus, 11 12 Cetyl alcohol, 22 756 properties of commercial, 2 llt Cetyl bromide, physical properties of, 4 350t... 

This method is based on the general procedure previously described by Floyd and Miller.2 Cetylmalonic ester has also been prepared by condensation of ethyl stearate with ethyl carbonate 8 and by alkylation of sodiomalonic ester with cetyl iodide4 or cetyl bromide.8... 

The increase in alkylation efficiency of HEC with quaternary ammonium hydroxide is not limited to DPGE. Experiments were conducted in which HEC was alkylated with 1-bromohexadecane (cetyl bromide), 3-n-pentadecenyl phenyl glycidyl ether (PDPGE)14, or 1,2-epoxyhexadecane (C]6 a-olefin epoxide) in the presence of either sodium hydroxide or benzyltrimethylammonium hydroxide. As before, the molar A/HEC ratio was 0.50, and the water content of the diluent in the benzyltrimethylammonium hydroxide experiment was decreased to compensate for the higher water content of the base so that the final water content of both reactions was the same (14.4%). The hexadecyl content of the polymers was measured by gas chromatography. The sodium hydroxide mediated reaction of 1-bromohexadecane yielded a hexadecyl alkylation efficiency of 0.5%, while the benzyltrimethylammonium hydroxide reaction yielded a hexadecyl alkylation efficiency of 6.2%. A twelve-fold increase in the hexadecyl alkylation efficiency was observed in the reaction conducted with the quaternary ammonium hydroxide. 

Cellosolve, e34 Cellosolve acetate, e37 Cetyl alcohol, h36 Cetyl bromide, b294 Chalcone, d686 CHES, c335... 

C24H,(lINO) see Cethexonium bromide cetyl bromide... 

Kargin and his co-workers (98) have prepared polymeric derivatives of the cytostatic agent sarcolysin by alkylation of poly(vinylpyridine). Simultaneous alkylation with cetyl bromide yields copolymers with the following structure of chain [JO]. 

Cethexonium Bromide. N-Hexadecyl-2-hydroxy-N.N-dimethylcyclohexanaminium bromide hexadecyl<2-hy-droxycyclohexylklimethylarnmonium bromide cetyldimethyl -(2-hydrOxyeycIohexyi)ammonium bromide dimethylcetyl-2-cyclohexanol ammonium bromide N-cetyl -N.N-d [methyl -2-cyclohexanolammoiuum bromide Biocidan. CMHmBr-NO mo] wt 448.59. C 64.26%, H 11.24%, Br 17.82%, N 3.12%, O 3.57%. Prepd by the action of cetyl bromide upon 2-dimethylaminocyclohexanol Mousseron et at. Butt Soc. Chim. Biot. 33, 369 (1951). 

Butylbenzene can be obtained similarly in 65—70% yield from butyl bromide and bromobenzene.317 For preparation of hexadecylbenzene Wibaut and his co-workers318 boiled bromobenzene and cetyl bromide with sodium for 6 h without presence of a solvent, the yield being 40%. 

Mercuri-cetyl bromide Mercuri-hexadec bromide)... 

Obtained by partial alkylation of resben-zophenone with hexadecyl bromide (cetyl bromide) in the presence of potassium carbonate in refluxing acetone for 20 h [738]. 

Quaternary ammonium salts are formed by direct reaction of a tertiary amine with an alkyl halide. For example, trimethylamine can be reacted with cetyl bromide to produce the disinfectant agent cetrimide (Fig. 3.25). 

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