4-Bromobenzonitrile Chemical Properties

Melting point:

110-115 °C(lit.)

Boiling point:

235-237 °C(lit.)

Density 

1,562 g/cm³

refractive index 

1.5999 (estimate)

Flash point:

130°C

storage temp. 

Sealed in dry,Room Temperature

solubility 

0.2g/l

form 

Powder or Flakes

color 

White to light yellow or flakes

Water Solubility 

Very slightly soluble in water(0.2g/L). Soluble in alcohol and ether.

BRN 

2041518

InChIKey

HQSCPPCMBMFJJN-UHFFFAOYSA-N

LogP

2.3 at 22.5℃ and pH7

CAS DataBase Reference

623-00-7(CAS DataBase Reference)

NIST Chemistry Reference

4-Bromobenzoic acid nitrile(623-00-7)

Safety Information

Hazard Codes 

Xn,T,Xi

Risk Statements 

22-36/37/38-20/21/22

Safety Statements 

61-36/37/39-26-24/25

RIDADR 

UN 3439 6.1/PG 3

WGK Germany 

2

RTECS 

DI2460000

Hazard Note 

Toxic/Irritant

HazardClass 

6.1

PackingGroup 

III

HS Code 

29269095

MSDS

• Language:English Provider:4-Bromobenzoic acid nitrile
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

4-Bromobenzonitrile Usage And Synthesis

Chemical Properties

4-Bromobenzonitrile is white to light yellow powder or flakes

Uses

4- Bromobenzonitrile is classified as organic nitriles, which are commonly use solvents and are reacted further for various applications such as manufacture of polymers and intermediates for pharmaceu ticals and other organic chemicals,

Uses

4-Bromobenzonitrile is used as reagents and solvents. Reaction of 2-propanol, 4-bromobenzonitrile, and NaH in the presence of 1.5 mol % Pd2(dba)3 and 3 mol % (S)-(-)2,2?-bis(di-p-tolylphosphino)- 1,1?-binaphthyl at 50°C afforded 4-isopropoxy- benzonitrile in 80% isolated yield. The synthesis of 4-cyanobiphenyl at room temperature in a flow injection microreactor, using a supported catalyst, without the addition of a base gave a product yield of 67±7% (n=6). This was achieved by injecting 4-bromobenzonitrile. The 3-arylation of 2,5-dimethylthiophene with 4-bromopropiophenone, 4-trifluoromethylbromobenzene or 4-bromobenzonitrile gave 3-5 in only 38-50% yields in Palladium-catalysed direct 3-or 4-arylation of thiophene derivatives using aryl bromides.

Synthesis Reference(s)

Tetrahedron Letters, 27, p. 1925, 1986 DOI: 10.1016/S0040-4039(00)84413-5

Synthesis

To a 10 mL glass tube aryl halide (1 mmol), K4FeCN6 (0.6 mmol,220 mg), K2CO3 (1.5 mmol, 207 mg), catalyst (10 mg), and 2 mL DMF were added and the mixture was stirred for appropriate reaction time at 120 ℃ under argon atmosphere. The progress of the reaction was monitored by GC analysis. After completion of the reaction, the reaction mixture was washed with 5 mL water, and the crude product was isolated using dichloromethane (5× 1 mL). Organic extracts were combined, evaporated, and purified by flash chromatography using hexane/EtOAc to give 4-Bromobenzonitrile.

4-Bromobenzonitrile(623-00-7)Related Product Information

• 4-Bromophenylacetonitrile
• 4-Bromophenylacetic acid
• 4-Bromobenzoic acid
• 4-Bromo-alpha-phenethylamine
• 4-Bromostyrene
• (4-bromophenyl)(indolin-7-yl)methanone
• Bromfenac Impurity 34
• Bromfenac Impurity 48
• 7-(4-BroMobenzoyl)-
• bromfenac sodiumImpurity e
• Bromfenac Impurity 43
• bromfenac sodiumImpurity 2
• Bromfenac Impurity 8
• Bromfenac Impurity 35
• Methanone, (4-broMophenyl)(3-chloro-1H-indol-7-yl)-
• Bromfenac Impurity 51
• Bromfenac Impurity 57
• Bromfenac-d4 Sodium Salt