Bromobenzene

Title: Bromobenzene
CAS Registry Number: 108-86-1
Additional Names: Monobromobenzene; phenyl bromide
Molecular Formula: C6H5Br
Molecular Weight: 157.01
Percent Composition: C 45.90%, H 3.21%, Br 50.89%
Literature 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°. 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°).
Melting point: mp -30.6°
Boiling point: 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°
Flash point: Flash pt 51°C
Index of refraction: nD15 1.5625; nD20 1.5602
Density: d40 1.5220; d410 1.5083; d415 1.5017; d420 1.4952; d430 1.4815; d471 1.426
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.
Bromodichloromethane Bromodiphenhydramine Bromofenofos Bromoform Bromolysergide

Bromobenzene
Structure of bromobenzene Space-filling model of bromobenzene
Identifiers
CAS number 108-86-1 YesY
PubChem 7961
ChemSpider 7673 YesY
KEGG C11036 YesY
ChEBI CHEBI:3179 YesY
ChEMBL CHEMBL16068 YesY
RTECS number CY9000000
Jmol-3D images Image 1
Properties
Molecular formula C6H5Br
Molar mass 157.01 g mol−1
Appearance Colourless liquid
Odor Pleasant aromatic odor
Density 1.495 g cm−3, liquid
Melting point −30.8 °C; −23.4 °F; 242.3 K
Boiling point 156 °C; 313 °F; 429 K
Solubility in water 0.041 g/100 mL
Solubility soluble in diethyl ether, alcohol, CCl4, benzene
miscible in chloroform, benzene
Vapor pressure 4.18 mm Hg
Refractive index (nD) 1.5602
Viscosity 1.124 cP (20 °C)
Hazards
EU classification Irritant Xi Dangerous for the Environment (Nature) N
R-phrases R10, R38, R51/53
S-phrases (S2), S61
NFPA 704
NFPA 704.svg
2
2
0
Flash point 51 °C; 124 °F; 324 K
Autoignition temperature 565 °C; 1,049 °F; 838 K
Related compounds
Related Halogenobenzenes Fluorobenzene
Chlorobenzene
Iodobenzene
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Bromobenzene is an aryl halide, C6H5Br, which can be formed by electrophilic aromatic substitution of benzene using bromine. It is a clear, colourless or pale yellow liquid. It is soluble in methanol and diethyl ether, and very slightly soluble in cold water.[1] The term bromobenzenes may occasionally be used to refer to a benzene containing any number of bromine atoms, or with additional substituents.