23948-77-8

Basic information

• Product Name: BIPHENYLACETICACID
• Synonyms: 2-(3-phenylphenyl)acetic acid;1,1'-Biphenyl-3-acetic acid;(3-Phenylphenyl)acetic acid;3-Biphenylacetic acid;2-([1,1'-biphenyl]-3-yl)acetic acid;Biphenyl-3-ylacetic acid
• CAS NO: 23948-77-8
• Molecular Formula: C₁₄H₁₂O₂
• Molecular Weight: 212.24
• Mol File: 23948-77-8.mol
• Article Data: 21

Chemical Properties

• Melting Point: 135-137 °C
• Boiling Point: 384.618 °C at 760 mmHg
• Flash Point: 281.471 °C
• Appearance: /
• Density: 1.165 g/cm³
• Vapor Pressure: 1.33E-06mmHg at 25°C
• Refractive Index: 1.595
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 4.25±0.10(Predicted)
• CAS DataBase Reference: BIPHENYLACETICACID(CAS DataBase Reference)
• NIST Chemistry Reference: BIPHENYLACETICACID(23948-77-8)
• EPA Substance Registry System: BIPHENYLACETICACID(23948-77-8)

Safety Data

• Hazardous Substances Data: 23948-77-8(Hazardous Substances Data)

Usage

General Description

Biphenylacetic acid, also known as 2-phenylbenzoic acid or alpha-phenylbenzene acetic acid, is a white crystalline aromatic compound with the formula C14H12O2. This organic compound belongs to the class of biphenyls and biaryls. It has a role as a human xenobiotic metabolite and a plant metabolite. It features a carboxylic acid group (-COOH) attached to one of the phenyl groups. BIPHENYLACETICACID is widely used in chemical synthesis. Its derivatives are significant in the pharmaceutical industry, where they are often used for the production of drugs due to their biological activities, such as anti-inflammatory, analgesic, and antipyretic properties.

InChI:InChI=1/C14H12O2/c15-14(16)10-11-5-4-8-13(9-11)12-6-2-1-3-7-12/h1-9H,10H2,(H,15,16)

Upstream product

• 3112-01-4 3-phenylacetophenone 
• 51780-76-8 2-([1,1'-biphenyl]-3-yl)acetonitrile 
• 71912-71-5 3-(2-hydroxy-1-ethyl)-1,1'-biphenyl 
• 75852-28-7 2-biphenyl-3yl-acetic acid methyl ester 
• 75852-25-4 methyl 5-amino-3-biphenylylacetate hydrochloride 
• 220099-04-7 Biphenyl-3-yl-acetic acid benzyl ester 
• 14704-31-5 3-(bromomethyl)-1,1'-biphenyl 
• 1878-67-7 3-Bromophenylacetic acid 
• 220099-03-6 benzyl (3-bromophenyl)-acetate 
• 2113-57-7 3-bromobiphenyl 
• 75852-22-1 methyl 5-acetamido-3-biphenylylacetate 
• 643-93-6 3-methylbiphenyl 
• 98-80-6 phenylboronic acid 
• 71912-70-4 ethyl 2-((1,1'-biphenyl)-3-yl)acetate 

Downstream Products

• 1053254-27-5 (4S,5R,6R)-5-Acetylamino-6-[(2-biphenyl-3-yl-ethyl)-propyl-carbamoyl]-4-tert-butoxycarbonylamino-5,6-dihydro-4H-pyran-2-carboxylic acid benzhydryl ester 
• 910330-27-7 5-phenyl-3,4-dihydronaphthalen-2(1H)-one 
• 51498-07-8 2-(3-biphenylyl)propanoic acid 
• 897015-56-4 KX₁-307 
• 1002100-58-4 OMDM₁₂₉ 
• 729611-34-1 4-[(2-{(4S)-4-[(1E,3S)-4-(1,1'-biphenyl-3-yl)-3-hydroxybut-1-enyl]-2-oxo-1,3-oxazolidin-3-yl}ethyl)sulfanyl]butanoic acid 
• 729611-32-9 (13E)-9,15-dioxo-16-(3-phenylphenyl)-17,18,19,20-tetranol-5-thia-8-aza-10-oxaprost-13-enoic acid-n-butylester 
• 1417519-94-8 C₂₅H₂₂N₂O₂ 

Relevant articles and documents

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Suppressing carboxylate nucleophilicity with inorganic salts enables selective electrocarboxylation without sacrificial anodes

Although electrocarboxylation reactions use CO2as a renewable synthon and can incorporate renewable electricity as a driving force, the overall sustainability and practicality of this process is limited by the use of sacrificial anodes such as magnesium and aluminum. Replacing these anodes for the carboxylation of organic halides is not trivial because the cations produced from their oxidation inhibit a variety of undesired nucleophilic reactions that form esters, carbonates, and alcohols. Herein, a strategy to maintain selectivity without a sacrificial anode is developed by adding a salt with an inorganic cation that blocks nucleophilic reactions. Using anhydrous MgBr2as a low-cost, soluble source of Mg2+cations, carboxylation of a variety of aliphatic, benzylic, and aromatic halides was achieved with moderate to good (34-78%) yields without a sacrificial anode. Moreover, the yields from the sacrificial-anode-free process were often comparable or better than those from a traditional sacrificial-anode process. Examining a wide variety of substrates shows a correlation between known nucleophilic susceptibilities of carbon-halide bonds and selectivity loss in the absence of a Mg2+source. The carboxylate anion product was also discovered to mitigate cathodic passivation by insoluble carbonates produced as byproducts from concomitant CO2reduction to CO, although this protection can eventually become insufficient when sacrificial anodes are used. These results are a key step toward sustainable and practical carboxylation by providing an electrolyte design guideline to obviate the need for sacrificial anodes.

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.