1079. Benzil Dioxime

Nomenclature

CAS number: 23873-81-6
Diphenylethanedione dioxime; diphenylglyoxime.
C14H12N2O2; mol wt 240.26.
C 69.99%, H 5.03%, N 11.66%, O 13.32%.

Description and references

Three isomers occur: α or anti, β or syn, γ or amphi. Prepn of α-form from benzil and hydroxylamine hydrochloride: Brady, Perry, J. Chem. Soc. 127, 2874 (1925); F. J. Welcher, Organic Analytical Reagents vol. III (Van Nostrand, New York, 1947) pp 224-227; Boyer et al., J. Am. Chem. Soc. 77, 5688 (1955). Prepn of β-form: Brady, Perry, loc. cit.; Boyer et al., loc. cit. Prepn of γ-form: Welcher, loc. cit., pp 227-228; see also Boyer et al., loc. cit.

Chemical structure

Derivative

α-Form.

Properties

Crystals from methanol, mp 238-240°, Boyer et al., loc. cit., also reported as mp 243-244°, Meisenheimer, Lamparter, Ber. 57, 276 (1924). Practically insol in water, ether, glacial acetic acid; slightly sol in alc; readily sol in NaOH solns.

Derivative

β-Form.

Properties

Crystals, mp 212-214°, Meisenheimer, Lamparter, loc. cit.