A double bond cannot be placed with one terminus at the
bridgehead of a bridged ring system unless the rings are large enough to accommodate the double
bond without excessive
strain. For example, while bicyclo[2.2.1]hept-1-ene is only capable of existence as a
transient, its higher homologues having a double bond at the
bridgehead position have been isolated: e.g.
Source:
PAC, 1994, 66, 1077
(Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994))
on page 1077
See also:
PAC, 1996, 68, 2193
(Basic terminology of stereochemistry (IUPAC Recommendations 1996))
on page 2201
InChI=1/C9H14/c1-3-8-5-2-6-9(4-1)7-8/h3,9H,1-2,4-7H2
InChI=1/C9H14/c1-2-4-9-6-5-8(3-1)7-9/h5,9H,1-4,6-7H2
SIVKZPBURVINMX-UHFFFAOYAR
NCQNMEMRZWQKGX-UHFFFAOYAM
Cite as:
IUPAC. Compendium of Chemical Terminology, 2nd ed. (the "Gold Book"). Compiled by
A. D. McNaught and A. Wilkinson. Blackwell Scientific Publications, Oxford (1997).
XML on-line corrected version: http://goldbook.iupac.org (2006-) created by M. Nic,
J. Jirat, B. Kosata; updates compiled by A. Jenkins. ISBN 0-9678550-9-8.
https://doi.org/10.1351/goldbook.
