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ChemicalBook--->CAS DataBase List--->59662-46-3

59662-46-3

59662-46-3 Structure

59662-46-3 Structure
IdentificationMore
[Name]

4-(4-N-BUTYLPHENYL)BENZOIC ACID
[CAS]

59662-46-3
[Synonyms]

4-(4-N-BUTYLPHENYL)BENZOIC ACID
4-BUTYL-4'-BIPHENYLCARBOXYLIC ACID
4'-BUTYLBIPHENYL-4-CARBOXYLIC ACID
4-N-BUTYLBIPHENYL-4'-CARBOXYLIC ACID
RARECHEM AL BO 0889
4-Butyl-4''-carboxybiphenyl
4-Butyl-4'-biphenylcarboxylic acid
[Molecular Formula]

C17H18O2
[MDL Number]

MFCD00222812
[Molecular Weight]

254.32
[MOL File]

59662-46-3.mol
Chemical PropertiesBack Directory
[Boiling point ]

413.5±34.0 °C(Predicted)
[density ]

1.091±0.06 g/cm3 (20 ºC 760 Torr)
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

4.22±0.10(Predicted)
[Appearance]

White to off-white Solid
[CAS DataBase Reference]

59662-46-3(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
Hazard InformationBack Directory
[Uses]

4''-Butylbiphenyl-4-carboxylic Acid is an intermediate used in the preparation of biphenylcarboxylates used as RARβ2 receptor agonist.
[Synthesis]

[1,1'-Biphenyl]-4-carboxylic acid, 4'-butyl-, methyl ester

1451206-56-6

4-(4-N-BUTYLPHENYL)BENZOIC ACID

59662-46-3

General Method 13: Synthesis of biaryl or aryl-heteroaryl carboxylic acids from 1-bromo-4-butylbenzene and arylboronic or heteroarylboronic acids by Suzuki coupling reaction. This method is specifically applied to the synthesis of 4-n-butylbiphenyl-4'-carboxylic acids. A mixture of methyl 4-(4-butylphenyl)benzoate (89.0 g, 0.332 mol) and NaOH (26.6 g, 0.664 mol) in THF/H2O (500 mL/100 mL) mixed solvent was heated to reflux and reacted overnight. The progress of the reaction was monitored by thin layer chromatography (TLC) and after confirming the completion of the reaction, THF was removed by distillation under reduced pressure.The residue was acidified to pH 3-4 with 2N HCl solution.The resulting mixture was filtered and the filter cake was washed with deionized water and dried to give 4-(4-butylphenyl)benzoic acid (60.0 g, yield: 71.1%) as white solid. The mass spectrum (ESI) showed m/z 255.0 ([M+H]+).

[References]

[1] Patent: WO2013/123456, 2013, A1. Location in patent: Paragraph 00269; 00271
[2] Patent: WO2017/84629, 2017, A1. Location in patent: Paragraph 00341
[3] Patent: WO2017/84630, 2017, A1. Location in patent: Paragraph 00444
[4] Patent: US2013/217619, 2013, A1. Location in patent: Page/Page column
Spectrum DetailBack Directory
[Spectrum Detail]

4-(4-N-BUTYLPHENYL)BENZOIC ACID(59662-46-3)1HNMR
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