Dihalogenation of doubly branched alkanes

Details Dihalogenation of doubly branched alkanes Dihalogenation of doubly branched alkanes

1975-09-10

1976-09-14

Wyman, Daniel E.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

2606538, 260659R, C07C 1710

Patent

active

039807240

ABSTRACT:
C.sub.8 -C.sub.30 alkanes having a chain length of at least 6 carbon atoms and two unbranched C.sub.1 -C.sub.3 alkyl substituents on different carbon atoms separated from each other by 1-3 carbon atoms are dichlorinated, dibrominated or difluorinated by reaction with a C.sub.4 -C.sub.5 tertiary alkyl chloride, bromide or fluoride. The reaction is effected by contacting a mixture of the reactants, containing a large molar excess (>2:1) of the tertiary alkyl halide, with 90-100% sulfuric acid or 90-100% hydrofluoric acid at a temperature below 50.degree.C., preferably 0.degree.-30.degree.C. The dihalide product has a halogen and alkyl substituent at each of two chain carbons which are separated from each other by two other carbon atoms. These dihalides have utility as intermediates for preparing difunctional derivatives, e.g. diacids, dialcohols or diamides, which are useful as monomers in polymer manufacture.

REFERENCES:
patent: 2831036 (1958-04-01), Wiese
patent: 3230269 (1966-01-01), Mahan et al.
patent: 3679758 (1972-07-01), Schneider

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