5449-51-4

Basic information

• Product Name: biphenyl-4-yl(hydroxy)phenylacetic acid
• CAS NO: 5449-51-4
• Molecular Formula: C₂₀H₁₆O₃
• Molecular Weight: 304.3392
• Mol File: 5449-51-4.mol

Chemical Properties

• Boiling Point: 505.8°C at 760 mmHg
• Flash Point: 273.8°C
• Density: 1.249g/cm³
• Vapor Pressure: 4.7E-11mmHg at 25°C
• Refractive Index: 1.637
• CAS DataBase Reference: biphenyl-4-yl(hydroxy)phenylacetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: biphenyl-4-yl(hydroxy)phenylacetic acid(5449-51-4)
• EPA Substance Registry System: biphenyl-4-yl(hydroxy)phenylacetic acid(5449-51-4)

Safety Data

• Hazardous Substances Data: 5449-51-4(Hazardous Substances Data)

Upstream product

• 36803-53-9 1-([1,1′-biphenyl]-4-yl)-2-phenylethane-1,2-dione 
• 2128-93-0 biphenyl-4-yl-phenyl-methanone 
• 124-38-9 carbon dioxide 
• 92-52-4 biphenyl 
• 2001-23-2 1-(biphenyl-4-yl)-2-phenylethanone 
• 1603-79-8 phenylglyoxylic acid ethyl ester 
• 6244-53-7 ethyl (4-phenylphenyl)glyoxylate 

Downstream Products

• 103033-21-2 4-phenyl-benzilic acid-(1-ethyl-[3]piperidylester); hydrochloride 
• 875820-70-5 biphenyl-4-yl-chloro-phenyl-acetyl chloride 
• 5449-50-3 biphenyl-4-yl-phenyl-acetic acid 

Relevant articles and documents

Electrochemical reduction of aromatic ketones in 1-butyl-3-methylimidazolium-based ionic liquids in the presence of carbon dioxide: the influence of the ketone substituent and the ionic liquid anion on bulk electrolysis product distribution

Electrochemical reduction of aromatic ketones, including acetophenone, benzophenone and 4-phenylbenzophenone, has been undertaken in 1-butyl-3-methylimidazolium-based ionic liquids containing tetrafluoroborate ([BF4]-), trifluoromethanesulfonate ([TfO]-) and tris(pentafluoroethyl)trifluorophosphate ([FAP]-) anions in the presence of carbon dioxide in order to investigate the ketone substituent effect and the influence of the acidic proton on the imidazolium cation (C2-H) on bulk electrolysis product distribution. For acetophenone, the minor products were dimers (50%) derived from proton coupled electron transfer reactions involving the electrogenerated radical anions and C2-H. In the cases of both acetophenone and benzophenone, the product distribution is essentially independent of the ionic liquid anion. By contrast, 4-phenylbenzophenone shows a product distribution that is dependent on the ionic liquid anion. Higher yields of carboxylic acids (～40%) are obtained with [TfO]- and [FAP]- anions because in these ionic liquids the C2-H is less acidic, making the formation of alcohol less favourable. In comparison with benzophenone, a higher yield of carboxylic acid (>30% versus ～15%) was obtained with 4-phenylbenzophenone in all ionic liquids due to the weaker basicity of 4-phenylbenzophenone radical anion.

Syntheses of Benzilic Acids through Electrochemical Reductive Carboxylation of Benzophenones in the Presence of Carbon Dioxide

Reaction conditions for the electrochemical synthesis of benzilic acid (2a) under the atmosphere of carbon dioxide was investigated from the preparative points of view.The highest yield of 2a (86percent) was obtained under the following conditions; cathode: mercury, electricity passed: 2.3 F/mol, constant current density: 2.5 mA/cm2, benzophenone (1a) (8.2*10-3 mol), electrolyte(KI, 1.7*10-2 mol) in DNF (50 ml).This method and conditions were applied to the syntheses of twelve benzilic acids (2b-2m) and yielded acids in the range of 10-92percent.The yields were strongly depended on the electronic effect of substituents and benzilic acids were not obtained when the ring substituent was NO2, OH, or Br group.