7289. 5-(α-Phenylethyl)semioxamazide

Nomenclature

CAS number: 93-95-8
Oxo-[(1-phenylethyl)amino]acetic acid hydrazide; 5-(α-methylbenzyl)semioxamazide.
C10H13N3O2; mol wt 207.23.
C 57.96%, H 6.32%, N 20.28%, O 15.44%.

Description and references

Prepd from α-phenylethylamine, ethyl oxalate, and hydrazine: Leonard, Boyer, J. Org. Chem. 15, 42 (1950).

Chemical structure

Derivative

dl-Form.

Properties

Fine needles from ethanol, mp 157°.

Derivative

d-Form.

Properties

Crystals, mp 167-168°. [α]D25 +102.0° (c = 1.04 in chloroform).

Derivative

l-Form.

Properties

Crystals, mp 167-168°. [α]D25 -102.5° (c = 0.625 in chloroform).

Use

The racemic form as reagent for the characterization of aldehydes and ketones. The optically active forms as resolving agents for carbonyl compds possessing asymmetric carbon atoms.