4-Bromobenzonitrile, 98+%

Description

CAS: 623-00-7 | C7H4BrN | 182.02 g/mol

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.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
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.

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

Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from strong oxidizing agents.

Specifications

Chemical Identifiers

• CAS: 623-00-7
• Molecular Formula: C7H4BrN
• Molecular Weight (g/mol): 182.02
• MDL Number: MFCD00001811
• InChI Key: HQSCPPCMBMFJJN-UHFFFAOYSA-N
• Synonym: p-bromobenzonitrile, benzonitrile, 4-bromo, benzonitrile, p-bromo, 1-bromo-4-cyanobenzene, 4-bromo benzonitrile, 4-cyano-bromobenzene, 4-bromo-4'-cyanobenzene, 4-cyanobromobenzene, bromobenzonitrile-4, 4-bromocyanobenzene
• PubChem CID: 12162
• IUPAC Name: 4-bromobenzonitrile
• SMILES: BrC1=CC=C(C=C1)C#N

• Melting Point: 111°C to 114°C
• Density: 1.562
• Boiling Point: 235°C to 237°C
• Flash Point: 130°C (266°F)
• Quantity: 250 g
• UN Number: UN3439
• Beilstein: 2041518
• Solubility Information: Very slightly soluble in water(0.2g/L). Soluble in alcohol and ether.
• Formula Weight: 182.03
• Percent Purity: ≥98%
• Chemical Name or Material: 4-Bromobenzonitrile

Safety and Handling

Hazard Category	H302+H312-H319
Hazard Statement	GHS H Statement H301-H331-H312-H315-H319-H335 Toxic if swallowed. Toxic if inhaled. Harmful in contact with skin. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statement	P264b-P270-P280-P301+P312-P302+P352-P305+P351+P338-P312-P330-P363-P501c
DOTInformation	Transport Hazard Class: 6.1; Packing Group: III; Proper Shipping Name: NITRILES, SOLID, TOXIC, N.O.S.
EINECSNumber	210-764-9
RTECSNumber	DI2460000
TSCA	No
Recommended Storage	Ambient temperatures

SDS

RUO – Research Use Only