660. Aniline Mustard

Nomenclature

CAS number: 553-27-5
N,N-Bis(2-chloroethyl)benzenamine; N,N-bis(2-chloroethyl)aniline; phenylbis[2-chloroethylamine]; β,β′-dichlorodiethylaniline.
C10H13Cl2N; mol wt 218.12.
C 55.06%, H 6.01%, Cl 32.51%, N 6.42%.

Description and references

Prepd by the action of phosphorus pentachloride on N,N-bis-[2-hydroxyethyl]aniline (phenyldiethanolamine): Robinson, Watt, J. Chem. Soc. 1934, 1538; Korshak, Strepikheev, J. Gen. Chem. USSR 14, 312 (1944).

Chemical structure

Properties

Stout prisms from methanol, mp 45°. bp14 164°; bp0.5 110°. Sol in hot methanol, ethanol. Very slightly sol in ether.

Derivative

Hydrochloride.
C10H14Cl3N; mol wt 254.58.
C 47.18%, H 5.54%, Cl 41.78%, N 5.50%.

Properties

Crystals. Vesicant. Freely sol in water. Sol in alcohol.

Use

In cancer research.