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The Reaction of Norbornylene with N-Bromosuccinimide. Nortricyclene and its Derivatives

Roberts, John D. and Trumbull, E. R., Jr. and Bennett, Winifred and Armstrong, Rose (1950) The Reaction of Norbornylene with N-Bromosuccinimide. Nortricyclene and its Derivatives. Journal of the American Chemical Society, 72 (7). pp. 3116-3124. ISSN 0002-7863. https://resolver.caltech.edu/CaltechAUTHORS:20151001-104318092

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Abstract

N-Bromosuccinimide (NBS) reacts with camphene, a compound whose only allyl hydrogen atom is located at a bridgehead of a bicyclic ring system, to give principally 8-bromocamphene, a vinyl bromide derivative. In order to determine the scope of this abnormal bromination the reaction of NBS with norbornylene (bicyclo-[2.2.1] -2-heptene, I) was investigated.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/ja01163a086DOIArticle
http://pubs.acs.org/doi/abs/10.1021/ja01163a086PublisherArticle
Additional Information:© 1950 American Chemical Society. Received December 16, 1949. Supported in part by the joint program of the Office of Naval Research and the Atomic Energy Commission. Presented in part at the St. Louis Meeting of the American Chemical Society. Sept. 7, 1948.
Funders:
Funding AgencyGrant Number
Office of Naval Research (ONR)UNSPECIFIED
Atomic Energy CommissionUNSPECIFIED
Issue or Number:7
Record Number:CaltechAUTHORS:20151001-104318092
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20151001-104318092
Official Citation:The Reaction of Norbornylene with N-Bromosuccinimide. Nortricyclene and its Derivatives John D. Roberts, E. R. Trumbull Jr., Winifred Bennett, and Rose Armstrong Journal of the American Chemical Society 1950 72 (7), 3116-3124 DOI: 10.1021/ja01163a086
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:60684
Collection:CaltechAUTHORS
Deposited By: George Porter
Deposited On:07 Oct 2015 13:37
Last Modified:03 Oct 2019 08:59

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