Nomenclature
CAS number: 108-86-1
Monobromobenzene; phenyl bromide.
C
6H
5Br; mol wt 157.01.
C 45.90%, H 3.21%, Br 50.89%.
Description and references
Prepd industrially by the action of bromide
on benzene in the presence of iron powder: Gattermann-Wieland, Praxis des Organischen Chemikers (de Gruyter,
Berlin, 40th ed., 1961) p 95; alternate procedure using pyridine as
halogen carrier: A. I. Vogel, Practical Organic
Chemistry (Longmans, London, 3rd ed., 1959) p 535.
Properties
Mobile liquid. Aromatic odor. d40 1.5220; d410 1.5083; d415 1.5017; d420 1.4952; d430 1.4815; d471 1.426. mp 30.6°. bp760 156.2°; bp400 132.3°; bp200 110.1°; bp40 68.6°; bp20 53.8°; bp10 40.0°; bp5 27.8°; bp1.0 2.9°. nD15 1.5625; nD20 1.5602. Flash pt 51°C. Fire pt 155°. Critical temp 397°; crit press. 33,912
mm (44.6 atm). Viscosity at 20° = 1.124 cP. Vapor density (air =
1): 5.41. Specific heat at 26.84° = 0.2368. Heat of melting 16.186
cal/g at 15°. Flammable. Practically
insol in water (0.045 g/100 g at 30°). Miscible with chloroform,
benzene, petr hydrocarbons. Sol in alc (10.4 g/100 g at 25°), in
ether (71.3 g/100 g at 25°).Caution
Irritating to skin.Use
In organic synthesis, especially to make phenyl
magnesium bromide; as solvent, especially for crystns on a large scale
and where a heavy liquid is desirable; as additive to motor oils.