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3,3,6,6‐Tetramethylcyclohexyne
Author(s) -
Sander Wolfram,
Chapman Orville L.
Publication year - 1988
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198803981
Subject(s) - argon , ethylene , derivative (finance) , pyrolysis , irradiation , chemistry , matrix (chemical analysis) , photochemistry , medicinal chemistry , radiochemistry , organic chemistry , physics , nuclear physics , chromatography , business , finance , catalysis
Pyrolysis of the cyclopropenone 1 at 300–400°C yields CO and the IR spectroscopically and chemically characterized title compound 2 , which can be trapped in an argon matrix at 12 K. Irradiation of 2 in the presence of CO affords 1 again. The cyclohexyne derivative 2 dimerizes at 45 K to 3 . At very high temperatures, the cyclohexyne 2 formed from 1 decomposes with cycloreversion to ethylene and tetramethylbutatriene.