o-(4-Biphenylylcarbonyl)benzoic acid Chemical Properties

Melting point:

225-227℃

Boiling point:

539.3±43.0 °C(Predicted)

Density 

1.232

vapor pressure 

0-0Pa at 25℃

storage temp. 

Sealed in dry,Room Temperature

pka

3.34±0.36(Predicted)

form 

Solid:particulate/powder

color 

White to Almost white

LogP

1.78 at 25℃

EPA Substance Registry System

Benzoic acid, 2-([1,1'-biphenyl]-4-ylcarbonyl)- (42797-18-2)

Safety Information

RTECS 

DG4375000

HS Code 

2918.30.9000

Toxicity

mouse,LDLo,intraperitoneal,500mg/kg (500mg/kg),"Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 4, Pg. 107, 1952.

o-(4-Biphenylylcarbonyl)benzoic acid Usage And Synthesis

Synthesis

The general procedure for the synthesis of O-(4-biphenylyl)benzoic acid from phthalic anhydride and biphenyl was as follows: 154.0 g (1.0 mol) of biphenyl and 148.0 g (1.0 mol) of phthalic anhydride were homogeneously dispersed in 800 ml of dichloromethane. Subsequently, 226.0 g (2 moles) of aluminum trichloride was added in batches under cooling conditions in a water bath, and the reaction temperature was controlled not to exceed 20 °C. After addition, the reaction mixture was stirred at room temperature overnight and observed to gradually change to light blue color. Next, the reaction mixture was slowly poured into a mixture consisting of 3.0 liters of water, 500 grams of crushed ice, and 400 grams of sulfuric acid under continuous stirring. During this process, the blue color gradually faded while a white precipitate was produced. The precipitate was separated by filtration and washed with 4 x 300 ml of water and finally dried. The mass of the product obtained was 291.0 g and the yield was 96% of the theoretical value. The product was characterized by the following data: GC purity 98%; melting point 232-233°C; GC purity 99%; mass spectra (m/z): 374 (M+ -1 + 73 (trimethylsilane)), 359 (100%), 285, 228, 181, 152, 73; UV spectrum: λmax = 286 nm (ethanol).

References

[1] Patent: WO2015/164205, 2015, A1. Location in patent: Paragraph 0099; 0062
[2] Bulletin de la Societe Chimique de France, 1980, vol. 2, # 7-8, p. 334 - 344
[3] Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1983, vol. 32, # 4, p. 853 - 855
[4] Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1983, # 4, p. 941 - 943
[5] Chemische Berichte, 1911, vol. 44, p. 1078

o-(4-Biphenylylcarbonyl)benzoic acid(42797-18-2)Related Product Information

• 2-(4-Methylbenzoyl)benzoic acid
• 2-Benzoylbenzoic acid
• 4-Benzoylbiphenyl
• CHEMBRDG-BB 5212568
• o-(4-Biphenylylcarbonyl)benzoic acid
• 4-BENZYLBIPHENYL