2149. 1-Chloronaphthalene

Nomenclature

CAS number: 90-13-1
α-Chloronaphthalene.
C10H7Cl; mol wt 162.62.
C 73.86%, H 4.34%, Cl 21.80%.

Description and references

Prepd by passing chlorine into boiling naphthalene with or without solvent such as chlorobenzene and with or without catalyst such as I2: DeWitt, Ekeley, Univ. Colo. Stud. 18, 119 (1931), C.A. 26, 2974 (1932). From α-naphthylamine by diazotization and Sandmeyer CuCl reaction: von Auwers, Frühling, Ann. 422, 194, 200, 202 (1921); Hampson, Weissberger, J. Chem. Soc. 1936, 394.

Chemical structure

Properties

Oily liquid. Volatile with steam. d420 1.19382. mp -2.5°. bp760 259.3°; bp400 230.8°; bp200 204.2°; bp100 180.4°; bp60 165.6°; bp40 153.2°; bp20 134.4°; bp10 118.6°; bp5 104.8°; bp1.0 80.6°. nD20 1.63321. Sol in benzene, petr ether, alcohol.

Derivative

Compound with 2,4,6-trinitro-m-cresol.
C17H12ClN3O7; mol wt 405.75.
C 50.32%, H 2.98%, Cl 8.74%, N 10.36%, O 27.60%.

Properties

mp 78°.

Derivative

Styphnate.
C16H10ClN3O8; mol wt 407.72.
C 47.13%, H 2.47%, Cl 8.70%, N 10.31%, O 31.39%.

Properties

Yellow needles from alcohol, mp 112°.

Use

As immersion liquid in the (microscopic) determn of the refractive index of crystals. Solvent for oils, fat, DDT.