13-03043. α,α′-Dibromo-d-camphor [Archived]
Nomenclature
CAS number: 514-12-5
d-3,3-Dibromo-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one; d-3,3-dibromo-2-bornanone; dibromated camphor. C10H14Br2O; mol wt 310.03.
C 38.74%, H 4.55%, Br 51.55%, O 5.16%.
Description and references
Prepd by brominating α-bromocamphor: Lowry, J. Chem. Soc. 73, 569 (1898). Conformation: Brutcher et al., J. Am. Chem. Soc. 81, 4915 (1959). Review: J. L. Simonsen, L. N. Owen, The Terpenes vol. 2 (Cambridge University Press, London, 2nd ed., 1949) pp 401, 405.
Properties
Crystals from alcohol, benzene, or petr ether, mp 61°. Not very stable and readily assumes yellow color. Volatile with steam. d421.6 1.854. [α]D20 +39.6° (c = 17 in benzene). Practically insol in water; sol in about 5 parts abs alcohol; readily sol in ether, benzene, ethyl acetate, petr ether. uv max (cyclohexane): 323 nm (log ε 1.88): Lowry, Owen, J. Chem. Soc. 1926, 606.Status
This monograph has been retired and is no longer subject to revision or update.