Benzoin Oxime

Title: Benzoin Oxime
CAS Registry Number: 441-38-3
CAS Name: 2-Hydroxy-1,2-diphenylethanone oxime
Additional Names: 2-hydroxy-2-phenylacetophenone oxime
Molecular Formula: C14H13NO2
Molecular Weight: 227.26
Percent Composition: C 73.99%, H 5.77%, N 6.16%, O 14.08%
Literature References: Two isomers occur: a or anti and b or syn. Both have been prepd from benzoin and hydroxylamine hydrochloride. Prepn of a-form: Werner, Detscheff, Ber. 38, 69 (1905); F. J. Welcher, Organic Analytical Reagents vol. III (Van Nostrand, New York, 1947) pp 239-251. Prepn of b-form: Werner, Detscheff, loc. cit. Configuration of a- and b-forms: Meisenheimer, Meis, Ber. 57, 289 (1924).
Derivative Type: a-Form
Trademarks: Cupron (Ayerst)
Properties: Prisms from benzene, mp 151-152°. Darkens on exposure to light. Slightly sol in water; sol in alc, aq ammonium hydroxide soln. Protect from light.
Melting point: mp 151-152°
Derivative Type: b-Form
Properties: Prismatic crystals from ether. Ether of crystn is lost on standing in air. Ether-free compd, mp 99°.
Melting point: mp 99°
Use: The a-form is used in the detection and determination of Cu, Mo, and W: Welcher, loc. cit.
Benzonatate Benzonitrile Benzophenone Benzophenone-6 Benzopinacol