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The Reaction of N-Bromosuccinimide with Camphene and α-Pinene

Roberts, John D. and Trumbull, E. R. (1949) The Reaction of N-Bromosuccinimide with Camphene and α-Pinene. Journal of the American Chemical Society, 71 (5). pp. 1630-1632. ISSN 0002-7863. doi:10.1021/ja01173a025.

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The reaction of N-bromosuccinimide (NBS) with olefins or aromatic hydrocarbons has been used for the substitution of bromine for hydrogen at a carbon atom attached to an unsaturated group. These reactions, frequently designated as “allylic brominations,” are often catalyzed by peroxides or ultraviolet light and have been formulated as involving allyl-type free radicals stabilized by the contribution of resonance forms involving the double bond or aromatic system.

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Additional Information:© 1949 American Chemical Society. Received November 24, 1948. Supported by the joint program of the Office of Naval Research and the Atomic Energy Commission. Presented at the St. Louis Meeting of the American Chemical Society, September 7, 1948.
Funding AgencyGrant Number
Office of Naval Research (ONR)UNSPECIFIED
Atomic Energy CommissionUNSPECIFIED
Issue or Number:5
Record Number:CaltechAUTHORS:20150930-135820486
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Official Citation:The Reaction of N-Bromosuccinimide with Camphene and α-Pinene John D. Roberts and E. R. Trumbull Journal of the American Chemical Society 1949 71 (5), 1630-1632 DOI: 10.1021/ja01173a025
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:60622
Deposited By: George Porter
Deposited On:07 Oct 2015 13:45
Last Modified:10 Nov 2021 22:36

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