7373. Phthalimide

Nomenclature

CAS number: 85-41-6
1H-Isoindole-1,3(2H)-dione.
C8H5NO2; mol wt 147.13.
C 65.31%, H 3.43%, N 9.52%, O 21.75%.

Description and references

Prepd from phthalic anhydride and NH4OH or (NH4)2CO3: W. A. Noyes, P. K. Porter, Org. Synth. coll. vol. I, 457 (2nd ed., 1941). Teratogenicity study: K. Fickentscher et al., Pharmazie 31, 172 (1976).

Chemical structure

Properties

Monoclinic prisms from water or by sublimation. mp 238°. Has slightly acidic properties, Ka = 5 × 10-9. Absorption spectrum: Hartley, Hedley, J. Chem. Soc. 91, 317 (1907). Slightly soluble in water. A satd aq soln contains 0.036 g at 25°; 0.07 g at 40°; about 0.4 g at the bp. 100 g of boiling alcohol dissolves 5 g phthalimide. Almost insol in benzene, petr ether; fairly sol in boiling acetic acid; freely sol in aq alkali hydroxides.