2136. 1-Chloro-2,4-dinitrobenzene

Nomenclature

CAS number: 97-00-7
2,4-Dinitro-1-chlorobenzene; 4-chloro-1,3-dinitrobenzene; 6-chloro-1,3-dinitrobenzene.
C6H3ClN2O4; mol wt 202.55.
C 35.58%, H 1.49%, Cl 17.50%, N 13.83%, O 31.60%.

Description and references

Obtained by nitrating o-nitrochlorobenzene: Borsche, Rantscheff, Ann. 379, 152 (1911); Hodgson, Dodgson, J. Chem. Soc. 1948, 1006. The mixture of 2,4- and 2,6-dinitrochlorobenzenes (of which the 2,4-compd is present in largest amount) can be separated with an alkaline ethanol-water soln: Molard, Vaganay, Mem. Poudres 39, 111 (1957). Toxicity study: H. F. Smyth et al., Am. Ind. Hyg. Assoc. J. 23, 95 (1962).

Chemical structure

Properties

Yellow crystals. Skin irritant. d ≈1.7. mp 52-54°. bp 315°. Practically insol in water. Sparingly sol in cold, freely sol in hot alc; sol in ether, benzene, CS2. LD50 orally in rats: 1.07 g/kg (Smyth).

Caution

May cause dermatitis of both primary and allergic types.

Use

As a reagent for the detection and determination of nicotinic acid, nicotinamide, and other pyridine compds.