413. Aminoacetophenone

C8H9NO; mol wt 135.16.
C 71.09%, H 6.71%, N 10.36%, O 11.84%.

Description and references

Prepn of m-, o-, and p-isomers: Grammaticakis, Compt. Rend. 235, 546 (1952); Braude et al., J. Chem. Soc. 1954, 3586. Prepn of m-isomer: Tinsley, US 2797244 (1957 to Union Carbide); of p-isomer: Norman et al., Can. J. Chem. 40, 1547 (1962). Toxicity studies: J. M. Vandenbelt et al., J. Pharmacol. Exp. Ther. 80, 31 (1944); H. F. Smyth et al., Arch. Ind. Hyg. Occup. Med. 10, 61 (1954).

Chemical structure

Derivative

m-Aminoacetophenone.

Nomenclature

1-(3-Aminophenyl)ethanone; 3′-aminoacetophenone; m-aminoacetylbenzene.

Properties

Yellow leaflets, mp 98-99°. Partly volatile in steam. LD50 orally in rats: 1.87 g/kg (Smyth).

Derivative

o-Aminoacetophenone.

Properties

Yellow oily liquid. bp760 250-252° (some dec); bp17 135°. Volatile with steam. Practically insol in water. Sol in alc.

Derivative

p-Aminoacetophenone.

Properties

Yellow needles, pleasant, characteristic odor. mp 106°. bp 293-295°. Sparingly sol in cold, freely in hot water; sol in alc, ether, HCl; sparingly sol in benzene. LD50 i.p. in rats: 260 mg/kg (Vandenbelt).