Eine ungewöhnliche Chlorwasserstoff-Abspaltung : syn-Eliminierung aus einem sterisch behinderten, aber frei drehbaren Halogenkohlenwasserstoff

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)]


Published in:
Helvetica Chimica Acta, 62, 4, 1194-8
Year:
1979
Keywords:
Note:
CAN 91:73874
22-3
Physical Organic Chemistry
Inst. Chim. Org.,Univ. Lausanne,Lausanne,Switz.
Journal
0018-019X
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)
Laboratories:




 Record created 2006-03-03, last modified 2018-01-27


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