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14002-51-8 - Biphenyl-4-carbonyl chloride, 98% - 4-Phenylbenzoyl chloride - A13956 - Alfa Aesar

A13956 Biphenyl-4-carbonyl chloride, 98%

CAS Number
14002-51-8
Synonyms
4-Phenylbenzoyl chloride

Size Price ($) Quantity Availability
10g 47.88
50g 160.09
250g 515.20
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Biphenyl-4-carbonyl chloride, 98%

MDL
MFCD00000692
EINECS
237-804-8

Chemical Properties

Formula
C13H9ClO
Formula Weight
216.67
Melting point
110-115°
Boiling Point
160°/2mm
Sensitivity
Moisture Sensitive
Solubility
Hydrolysis in water.

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.

Notes

Moisture sensitive. Incompatible with oxidizing agent, bases, water/ moisture.

Literature References

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.

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.

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.

Protection of amines as their crystalline 4-phenylbenzamides has also been recommended. These amides can be cleaved with sodium amalgam: Tetrahedron Lett., 3853 (1976).

GHS Hazard and Precautionary Statements

Hazard Statements: H314-H318

Causes severe skin burns and eye damage. Causes serious eye damage.

Precautionary Statements: P260-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P310-P363-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Immediately call a POISON CENTER or doctor/physician. Wash contaminated clothing before reuse. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
472842
Hazard Class
8
Packing Group
II
Harmonized Tariff Code
2916.39
TSCA
Yes

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