Stereochemistry of the Thermal Conversion of 1‐Vinyl‐2,3‐cis‐dideuteriocyclobutane to Butadiene and 1,2‐Dideuterioethylenes

作者: David K. Lewis , Avery Hutchinson , Steven J. Lever , Eric L. Spaulding , Samuel J. Bonacorsi

DOI: 10.1002/IJCH.199600033

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摘要: This study has examined the stereochemistry of decomposition at 900–1000 K in a single-pulse shock tube 1-vinyl-2,3-cis-dideuteriocyclobutane to ethylenes and buta-1,3-dienes. The deuterated formed during decomposition, CHDCH2, (E)-CHDCHD, (Z)-CHDCHD, were quantified via two independent techniques, FTIR IR absorption spectroscopy using tunable diode laser spectrometer. results both analyses indicated that equal amounts (E)-CHDCHD (Z)-CHDCHD from cis-labeled reactant. In an earlier 1000–1200 deuterium-labeled cyclohexenes plus buta-1,3-dienes, pathway vinylcyclobutane intermediate was implicated significant fraction events; measured ratios consistent with complex mechanistic model which deuterium labels cyclohexene reactant lost ethylene products vinylcyclobutane. present provide additional support for model.

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