Trapping of a cycloheptatetraene in the reaction of atomic carbon with phenol
✍ Scribed by Fatma Sevin; Ikay Sökmen; Bülent Düz; Philip B. Shevlin
- Publisher
- Elsevier Science
- Year
- 2003
- Tongue
- French
- Weight
- 102 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
Reaction of atomic carbon with phenol generates tropone in a reaction postulated to proceed via the hydroxycycloheptatetraenes, which rearrange to tropone. When the hydroxyphenylcarbenes are generated by the C atom deoxygenation of the corresponding aldehydes, the meta and para isomers produce tropone; the ortho isomer does not.
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Whereas reaction of trans-2-chloro or 2-bromo-3-tert-butyloxirane with thiophenc Zate occuï>s at C-3 to gi7>e 2-phenylmercapto-3,3-dimethyZbutanaZ,phenoZates give substitution at C-2 witk retention of tke oxirane ring and retention of configuration witk kinetics tkat indicate a bimoZecuZar meckanism
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