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4-Bromobenzonitrile, 98+%, Thermo Scientific Chemicals

39.90 EUR - 500.49 EUR

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
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11484293
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Thermo Scientific Alfa Aesar
A10914.09
10 g
39.90 EUR
10g
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11494293
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Thermo Scientific Alfa Aesar
A10914.18
50 g
167.84 EUR
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Thermo Scientific Alfa Aesar
A10914.30
250 g
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Description

Description

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
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Safety and Handling

Safety and Handling

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.

P264b-P270-P280-P301+P312-P302+P352-P305+P351+P338-P312-P330-P363-P501c

H302+H312-H319

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Recommended Storage : Ambient temperatures

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