1425. 1-Bromonaphthalene
Nomenclature
CAS number: 90-11-9
α-Bromonaphthalene. C10H7Br; mol wt 207.07.
C 58.00%, H 3.41%, Br 38.59%.
Description and references
Prepd by dropping bromine into a mixture of naphthalene and carbon tetrachloride, distilling the CCl4, heating the residue with NaOH, and fractionating the liquid under reduced pressure: Clarke, Schram, Org. Synth. 1, 35 (1921); Clarke, Brethen, ibid. coll. vol. I, 121 (2nd ed., 1941). Also prepd by heating naphthalene (liquid or gaseous) with bromine; 2-bromonaphthalene also being produced, esp with increasing temps: Wibaut, Chem. Weekbl. 39, 326, 328 (1942); Suyver, Wibaut, Rec. Trav. Chim. 64, 65 (1945).
Properties
Oily liquid at room temp. More pungent odor than naphthalene. d420 1.4834; d425 1.4785; d430 1.4732. When solid it exists in two forms: mp 0.2-0.7° and mp 6.2°. Darkens on standing when distilled at 760 mm, but remains colorless when distilled at 16 mm. Volatile with steam. bp760 281.1°; bp400 252.0°; bp200 224.2°; bp100 198.8°; bp60 183.5°; bp40 170.2°; bp20 150.2°; bp10 133.6°; bp5 117.5°; bp1.0 84.2°. nD16.5 1.66011. Slightly sol in water; miscible with alcohol, ether, benzene, chloroform. Absorption spectrum: DeLaszlo, Proc. R. Soc. London Ser. A 111, 356 (1926).Derivative
Compd with 1,3,5-trinitrobenzene.C10H7Br.C6H3N3O6; mol wt 420.17.
C 45.74%, H 2.40%, Br 19.02%, N 10.00%, O 22.85%.