meso-Me3CCHClCHClCMe3 undergoes base-promoted dehydrochlorination in a syn- or anti-periplanar manner, affording (Z)-Me3CCCl:CHCMe3 (I) and the thermdn. less stable (E)-I, resp.; the reaction is solvent dependent. Alcoholate aggregates of different size (presumably, dimers and trimers or tetramers) are alternatively involved in these stereochem. distinct conversions, at least in Me3COH or THF contg. KOCMe3. [on SciFinder (R)]
Title
Eine ungewöhnliche Chlorwasserstoff-Abspaltung : syn-Eliminierung aus einem sterisch behinderten, aber frei drehbaren Halogenkohlenwasserstoff
Published in
Helvetica Chimica Acta
Volume
62
Issue
4
Pages
1194-8
Date
1979
ISSN
0018-019X
Note
CAN 91:73874
22-3
Physical Organic Chemistry
Inst. Chim. Org.,Univ. Lausanne,Lausanne,Switz.
Journal
written in German.
13733-72-7 Role: RCT (Reactant), RACT (Reactant or reagent) (dehydrochlorination of, stereochem. of); 70971-73-2P; 70971-74-3P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of, by dehydrochlorination of dichlorotetramethylhexane)
Record creation date
2006-03-03