Preferred Label : Saytzeff rule;
IUPAC definition : Dehydrohalogenation of secondary- and tertiary-alkyl halides proceeds by the preferential
removal of the β-hydrogen from the carbon that has the smallest number of hydrogens.
Originally formulated by A. Saytzeff (Zaitsev) to generalize the orientation in β-elimination
i reactions /i of alkyl halides, this rule has been extended and modified, as follows:
When two or more olefins can be produced in an elimination reaction, the thermodynamically
most stable alkene will predominate. Exceptions to the Saytzeff rule are exemplified
by the Hofmann rule.;
Origin ID : S05481;
See also
Dehydrohalogenation of secondary- and tertiary-alkyl halides proceeds by the preferential
removal of the β-hydrogen from the carbon that has the smallest number of hydrogens.
Originally formulated by A. Saytzeff (Zaitsev) to generalize the orientation in β-elimination
i reactions /i of alkyl halides, this rule has been extended and modified, as follows:
When two or more olefins can be produced in an elimination reaction, the thermodynamically
most stable alkene will predominate. Exceptions to the Saytzeff rule are exemplified
by the Hofmann rule.
