Biphenyl-4-carbonyl chloride, 98%, Thermo Scientific Chemicals
Biphenyl-4-carbonyl chloride, 98%, Thermo Scientific Chemicals
Thermo Scientific Chemicals

Biphenyl-4-carbonyl chloride, 98%, Thermo Scientific Chemicals

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10 g
50 g
Catalog number A13956.09
also known as A13956-09
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Quantity:
10 g
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Price (USD)/ Each
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Biphenyl-4-carbonyl chloride, 98%, Thermo Scientific Chemicals
Catalog numberA13956.09
Price (USD)/ Each
60.70
-
Add to cart
Chemical Identifiers
CAS14002-51-8
IUPAC Name[1,1'-biphenyl]-4-carbonyl chloride
Molecular FormulaC13H9ClO
InChI KeyJPVUWCPKMYXOKW-UHFFFAOYSA-N
SMILESClC(=O)C1=CC=C(C=C1)C1=CC=CC=C1
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SpecificationsSpecification SheetSpecification Sheet
Assay (Titration ex Chloride)≥97.5 to ≤102.5%
FormCrystals or powder or crystalline powder
Assay (GC)≥97.5%
Appearance (Color)Pale cream to cream to pale yellow
Melting Point (clear melt)111.0-117.0?C
Biphenyl-4-carbonyl chloride was used in the preparation of a novel thiourea compound, N-(6-methyl pyridin-2-yl-carbamothioyl)biphenyl-4-carboxamide. It was also used in the preparation of 5-CF3-oxazole analog, 2-{4-[2-(2-biphenyl-4-yl-5-trifluoromethyl-oxazol-4-yl)-ethoxy]-phenoxy}-2-methyl-propionic acid.

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
Biphenyl-4-carbonyl chloride was used in the preparation of a novel thiourea compound, N-(6-methyl pyridin-2-yl-carbamothioyl)biphenyl-4-carboxamide. It was also used in the preparation of 5-CF3-oxazole analog, 2-{4-[2-(2-biphenyl-4-yl-5-trifluoromethyl-oxazol-4-yl)-ethoxy]-phenoxy}-2-methyl-propionic acid.

Solubility
Hydrolysis in water.

Notes
Moisture sensitive. Incompatible with oxidizing agent, bases, water/ moisture.
RUO – Research Use Only

General References:

  1. Alexander G Godfrey; Dawn A Brooks; Lynne A Hay; Mary Peters; James R McCarthy; David Mitchell. Application of the Dakin-West reaction for the synthesis of oxazole-containing dual PPARalpha/gamma agonists. Journal of Organic Chemistry. 2003, 68 (7), 2623-2632.
  2. Tuncay Yesilkaynak; Gun Binzet; Fatih Mehmet Emen; Ulrich Flörke; Nevzat Külcü; Hakan Arslan. Theoretical and experimental studies on N-(6-methylpyridin-2-yl-carbamothioyl)biphenyl-4-carboxamide. Chemosphere. 2010, 1 (1), 1-5.
  3. Protection of the OH group of a non-crystalline prostaglandin intermediate, in the presence of pyridine, enabled isolation as the crystalline 4-phenylbenzoate ester: J. Am. Chem. Soc., 93, 1491 (1971). For protection of 3-azido-2,3-dideoxypentoses in a short AZT synthesis, see: Synthesis, 451 (1991). Again, the solid nature of these intermediates facilitates isolation.
  4. Protection of amines as their crystalline 4-phenylbenzamides has also been recommended. These amides can be cleaved with sodium amalgam: Tetrahedron Lett., 3853 (1976).