126489-67-6

Basic information

• Product Name: 2-([1,1'-biphenyl]-2-yl)propanoic acid
• CAS NO: 126489-67-6
• Molecular Weight: 226.275
• Mol File: 126489-67-6.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2-([1,1'-biphenyl]-2-yl)propanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-([1,1'-biphenyl]-2-yl)propanoic acid(126489-67-6)
• EPA Substance Registry System: 2-([1,1'-biphenyl]-2-yl)propanoic acid(126489-67-6)

Safety Data

• Hazardous Substances Data: 126489-67-6(Hazardous Substances Data)

Usage

Class

benzoic acids and derivatives

Appearance

white solid at room temperature

Solubility

sparingly soluble in water, soluble in organic solvents such as acetone and ethanol

Uses

raw material or intermediate in the synthesis of various products (pharmaceuticals, pesticides, and polymers), research tool in chemistry and biochemistry, UV filter in sunscreen, heat stabilizer in PVC products.

Upstream product

• 2052-07-5 2-Bromobiphenyl 
• 18282-40-1 1-ethyl-2-iodobenzene 
• 98-80-6 phenylboronic acid 
• 1812-51-7 2-ethyl-1,1'-biphenyl 
• 124-38-9 carbon dioxide 
• 1587-22-0 2-vinylbiphenyl 
• 854624-08-1 ethyl 2-([1,1'-biphenyl]-2-yl)acetate 
• 1226857-57-3 ethyl 2-([1,1'-biphenyl]-2-yl)propanoate 
• 492-37-5 hydratropic acid 

Relevant articles and documents

Photocarboxylation of Benzylic C-H Bonds

The carboxylation of sp3-hybridized C-H bonds with CO2 is a challenging transformation. Herein, we report a visible-light-mediated carboxylation of benzylic C-H bonds with CO2 into 2-arylpropionic acids under metal-free conditions. Photo-oxidized triisopropylsilanethiol was used as the hydrogen atom transfer catalyst to afford a benzylic radical that accepts an electron from the reduced form of 2,3,4,6-tetra(9H-carbazol-9-yl)-5-(1-phenylethyl)benzonitrile generated in situ. The resulting benzylic carbanion reacts with CO2 to generate the corresponding carboxylic acid after protonation. The reaction proceeded without the addition of any sacrificial electron donor, electron acceptor or stoichiometric additives. Moderate to good yields of the desired products were obtained in a broad substrate scope. Several drugs were successfully synthesized using the novel strategy.

Beyond benzyl grignards: Facile generation of benzyl carbanions from styrenes

Benzylic functionalization is a convenient approach towards the conversion of readily available aromatic hydrocarbon feedstocks into more useful molecules. However, the formation of carbanionic benzyl species from benzyl halides or similar precursors is far from trivial. An alternative approach is the direct reaction of a styrene with a suitable coupling partner, but these reactions often involve the use of precious-metal transition-metal catalysts. Herein, we report the facile and convenient generation of reactive benzyl anionic species from styrenes. A CuI-catalyzed Markovnikov hydroboration of the styrenic double bond by using a bulky pinacol borane source is followed by treatment with KOtBu to facilitate a sterically induced cleavage of the C-B bond to produce a benzylic carbanion. Quenching this intermediate with a variety of electrophiles, including CO2, CS2, isocyanates, and isothiocyanates, promotes C-C bond formation at the benzylic carbon atom. The utility of this methodology was demonstrated in a three-step, two-pot synthesis of the nonsteroidal anti-inflammatory drug (±)-flurbiprofen. Make or break: The facile generation of benzyl anion equivalents from styrenes has been achieved by using a Cu-catalyzed hydroboration in conjunction with sterically induced cleavage of the C-B bond with tBuOK. Quenching this reactive intermediate with heteroallene electrophiles yields benzylic C-C bond formation (see scheme), and the utility of this methodology has been demonstrated by a synthesis of the nonsteroidal anti-inflammatory drug (±)-flurbiprofen. Copyright

Versatile Pd(II)-catalyzed C-H activation/Aryl-Aryl coupling of benzoic and phenyl acetic acids

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