6341-72-6

Basic information

• Product Name: alpha-Methyl-4-biphenylacetic acid
• Synonyms: alpha-Methyl-4-biphenylacetic acid;2-(Biphenyl-4-yl)propanoic acid;LY-71130;p-Phenylhydroatropic acid;α-Methyl-4-biphenylacetic acid;α-Methylbiphenyl-4-acetic acid;Flurbiprofen Related CoMpound A (Biprofen);(2RS)-2-(Biphenyl-4-yl)propanoic acid
• CAS NO: 6341-72-6
• Molecular Formula: C₁₅H₁₄O₂
• Molecular Weight: 226.27
• Product Categories: Aromatics;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 6341-72-6.mol
• Article Data: 38

Chemical Properties

• Melting Point: 168-169 °C
• Boiling Point: 388.3°C at 760 mmHg
• Flash Point: 285.1°C
• Appearance: /
• Density: 1.134g/cm³
• Vapor Pressure: 1E-06mmHg at 25°C
• Refractive Index: 1.582
• PKA: 4.34±0.10(Predicted)
• CAS DataBase Reference: alpha-Methyl-4-biphenylacetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: alpha-Methyl-4-biphenylacetic acid(6341-72-6)
• EPA Substance Registry System: alpha-Methyl-4-biphenylacetic acid(6341-72-6)

Safety Data

• RIDADR: UN 2811 6.1 / PGIII
• Hazardous Substances Data: 6341-72-6(Hazardous Substances Data)

Usage

Uses

A metabolite of Isopropylbiphenyl, a COX-2 selective inhibitor. Also an impurity of Flurbiprofen (F598700).

Synthesis Reference(s)

Synthesis, p. 456, 1982 DOI: 10.1055/s-1982-29832

InChI:InChI=1/C15H14O2/c1-11(15(16)17)12-7-9-14(10-8-12)13-5-3-2-4-6-13/h2-11H,1H3,(H,16,17)

Upstream product

• 26885-97-2 1-bromo-4-(p-tolylsulfonylmethyl)benzene 
• 14062-23-8 4-biphenylylacetic acid ethyl ester 
• 74647-99-7 Methyl 2-(4'-biphenylyl)propanoate 
• 6244-54-8 α-hydroxy-α-methylbiphenyl-4-acetic acid 
• 92-91-1 biphenyl-4-acetaldehyde 
• 29079-00-3 4-ethynyl-1,1'-biphenyl 
• 124-38-9 carbon dioxide 
• 5707-44-8 4-ethylbiphenyl 
• 41900-13-4 1-Bromo-2-(4-phenylphenyl)ethane 
• 5104-49-4 fluorobiprofen 
• 1416982-31-4 1-(biphenyl--4-yl)--N,N--dimethylethanamine 
• 64-18-6 formic acid 
• 2350-89-2 p-vinylbiphenyl 
• 3218-36-8 4-Phenylbenzaldehyde 

Downstream Products

• 6244-56-0 2-biphenyl-4-yl-propionic acid-(2-piperidino-ethyl ester) 
• 1000701-09-6 methyl 2,3,4-tri-O-acetyl-1-O-{(2R)-2-(4-biphenylyl)}propionyl-β-D-glucopyranuronate 
• 48170-23-6 2-([1,1'-biphenyl]-4-yl)-2-methylpropanoic acid 
• 92-91-1 biphenyl-4-acetaldehyde 

Relevant articles and documents

Palladium-catalyzed hydrodefluorination of fluoroarenes

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Site-Selective, Remote sp3 C?H Carboxylation Enabled by the Merger of Photoredox and Nickel Catalysis

A photoinduced carboxylation of alkyl halides with CO2 at remote sp3 C?H sites enabled by the merger of photoredox and Ni catalysis is described. This protocol features a predictable reactivity and site selectivity that can be modulated by the ligand backbone. Preliminary studies reinforce a rationale based on a dynamic displacement of the catalyst throughout the alkyl side chain.

Visible-Light-Driven External-Reductant-Free Cross-Electrophile Couplings of Tetraalkyl Ammonium Salts

Cross-electrophile couplings between two electrophiles are powerful and economic methods to generate C-C bonds in the presence of stoichiometric external reductants. Herein, we report a novel strategy to realize the first external-reductant-free cross-electrophile coupling via visible-light photoredox catalysis. A variety of tetraalkyl ammonium salts, bearing primary, secondary, and tertiary C-N bonds, undergo selective couplings with aldehydes/ketone and CO2. Notably, the in situ generated byproduct, trimethylamine, is efficiently utilized as the electron donor. Moreover, this protocol exhibits mild reaction conditions, low catalyst loading, broad substrate scope, good functional group tolerance, and facile scalability. Mechanistic studies indicate that benzyl radicals and anions might be generated as the key intermediates via photocatalysis, providing a new direction for cross-electrophile couplings.