Preferred Label : Hofmann rule;
IUPAC definition : The principal olefin formed in the decomposition of quaternary ammonium hydroxides
that contain different primary alkyl groups is always ethylene, if an ethyl group
is present. Originally given in this limited form by A. W. Hofmann, the rule has since
been extended and modified as follows: When two or more alkenes can be produced in
a β-elimination reaction, the alkene having the smallest number of alkyl groups attached
to the double bond carbon atoms will be the predominant product. This orientation
described by the Hofmann rule is observed in elimination reactions of quaternary ammonium
salts and tertiary sulfonium salts, and in certain other cases.;
Origin ID : H02830;
See also
The principal olefin formed in the decomposition of quaternary ammonium hydroxides
that contain different primary alkyl groups is always ethylene, if an ethyl group
is present. Originally given in this limited form by A. W. Hofmann, the rule has since
been extended and modified as follows: When two or more alkenes can be produced in
a β-elimination reaction, the alkene having the smallest number of alkyl groups attached
to the double bond carbon atoms will be the predominant product. This orientation
described by the Hofmann rule is observed in elimination reactions of quaternary ammonium
salts and tertiary sulfonium salts, and in certain other cases.
