4-Bromobenzonitrile, 98+%, Thermo Scientific Chemicals
4-Bromobenzonitrile, 98+%, Thermo Scientific Chemicals
Thermo Scientific Chemicals

4-Bromobenzonitrile, 98+%, Thermo Scientific Chemicals

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250 g
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50 g
Catalog number A10914.30
also known as A10914-30
Price (USD)/ Each
681.00
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Quantity:
250 g
Request bulk or custom format
Price (USD)/ Each
681.00
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4-Bromobenzonitrile, 98+%, Thermo Scientific Chemicals
Catalog numberA10914.30
Price (USD)/ Each
681.00
-
Add to cart
Chemical Identifiers
CAS623-00-7
SpecificationsSpecification SheetSpecification Sheet
FormCrystalline powder or flakes
Melting Point (clear melt)110-116?C
Appearance (Color)White to pale cream or pale yellow
Assay (GC)≥98.0%
Identification (FTIR)Conforms

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.
RUO – Research Use Only

General References:

  1. Michael Palucki,; John P. Wolf,; Stephen L. Buchwald. Palladium-Catalyzed Intermolecular Carbon-Oxygen Bond Formation: A New Synthesis of Aryl Ethers. J. Am. Chem. Soc. 1997, 119 (14), 3395-3396.
  2. Gillian M Greenway,; Stephen J Haswell,; David O Morgan,; Victoria Skelton,; Peter Styring. The use of a novel microreactor for high throughput continuous flow organic synthesis. Sensors and Actuators B: Chemical. 2000, (3) ,153-158.