7148-03-0

Basic information

• Product Name: 4'-Methylbiphenyl-2-carboxylic acid
• Synonyms: 4'-METHYL[1,1'-BIPHENYL]-2-CARBOXYLIC ACID;4'-METHYL-2-BIPHENYLCARBOXYLIC ACID;4'-METHYLBIPHENYL-2-CARBOXYLIC ACID;AKOS BAR-0260;2-(4-METHYLPHENYL)BENZOIC ACID;2-(P-TOLYL)BENZOIC ACID;2-BIPHENYL-4'-METHYL-CARBOXYLIC ACID;1’-biphenyl]-2-carboxylicacid,4’-methyl-[
• CAS NO: 7148-03-0
• Molecular Formula: C₁₄H₁₂O₂
• Molecular Weight: 212.24
• EINECS: 230-462-0
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;INTERMEDIATESOF;Biphenyl & Diphenyl ether;Organic acids;Hypertension;C13 to C42+;Carbonyl Compounds;Carboxylic Acids
• Mol File: 7148-03-0.mol
• Article Data: 56

Chemical Properties

• Melting Point: 146-148°C
• Boiling Point: 354.5 °C at 760 mmHg
• Flash Point: 165.3 °C
• Appearance: /
• Density: 1.156 g/cm³
• Storage Temp.: Room temperature.
• Solubility: DMSO, Methanol
• PKA: 3.90±0.36(Predicted)
• CAS DataBase Reference: 4'-Methylbiphenyl-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-Methylbiphenyl-2-carboxylic acid(7148-03-0)
• EPA Substance Registry System: 4'-Methylbiphenyl-2-carboxylic acid(7148-03-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 7148-03-0(Hazardous Substances Data)

Usage

Chemical Properties

Light yellow solid

Uses

4’-Methylbiphenyl-2-carboxylic Acid is used in the synthesis of angiotensin II receptor antagonists used as potent orally active antihypertensives.

General Description

4′-Methyl-2-biphenylcarboxylic acid (4′-Methyl-bi-phenyl-2-carboxyl-ic acid) can be synthesized by reacting 4′-methylbiphenyl-2-carbonitrile with methanol and 30% NaOH solution. Its crystal structure has been characterized by the centrosymmetric hydrogen-bonded dimers.

Purification Methods

Crystallise the acid from toluene or *C6H6 (m 147-148o). [Beilstein 9 H 677, 9 IV 2523.]

Upstream product

• 114772-34-8 methyl 4'-methylbiphenyl-2-carboxylate 
• 84392-32-5 4,4-dimethyl-2-(4'-methyl-biphenyl-2-yl)-4,5-dihydrooxazole 
• 146017-83-6 2,6-di-tert-butyl-4-methylphenyl 4'-methylbiphenyl-2-carboxylate 
• 5720-05-8 4-methylphenylboronic acid 
• 88-65-3 2-bromobenzoic-acid 
• 108-88-3 toluene 
• 611-61-0 2,4'-dimethylbiphenyl 
• 64-19-7 acetic acid 
• 131-62-4 1-hydroxy-1,2-benzodioxol-3-(1H)-one 
• 40881-45-6 4-tolylboronic dimethyl ester 
• 114772-53-1 2-Cyano-4'-methylbiphenyl 
• 88-67-5 2-Iodobenzoic acid 
• 610-94-6 2-bromobenzoic acid methyl ester 
• 2042-37-7 o-cyanobromobenzene 

Downstream Products

• 114772-34-8 methyl 4'-methylbiphenyl-2-carboxylate 
• 114772-36-0 tert-butyl 4'-methyl-2-biphenylcarboxylate 
• 150766-86-2 4'-bromomethylbiphenyl-2-carboxylic acid 
• 897446-35-4 4'-methylbiphenyl-2-carboxylic acid (2-aminophenyl)amide 
• 114772-38-2 Methyl 4'-(bromomethyl)biphenyl-2-carboxylate 
• 306271-96-5 3'',3'''-dichloro-5'',5'''-di(methoxycarbonyl)-4'',4'''-di[p-(2-methoxycarbonylphenyl)benzyloxy]-4',4'-diphenyl-3β-(3'-buten-1'-yl)cholestane 
• 168626-55-9 2-(4-methyl)phenyl-4'-(5-oxo-2,3,4,5-tetrahydro-1H-1-benzoazepine-1-carbonyl)benzanilide 
• 168046-06-8 2-<2,6-diaza-6-<<4<<2-(4-methylphenyl)phenyl>carbonyl-amino>phenyl>carbonyl>-3-oxobicyclo<5.4.0>undeca-1(7),8,10-trien-2-yl>acetic acid 
• 168047-46-9 ethyl 2-<2,6-diaza-6-<<4<<2-(4-methylphenyl)phenyl>carbonyl-amino>phenyl>carbonyl>-3-oxobicyclo<5.4.0>undeca-1(7),8,10-trien-2-yl>acetate 

Relevant articles and documents

Palladium-catalyzed intramolecular aromatic C-H acylation of 2-arylbenzoyl fluorides

The catalytic intramolecular cyclization of acyl fluorides using a Pd(OAc)2/PCy3 system is described. A wide range of 2-arylbenzoyl fluoride derivatives can be used as fluorenone precursors and the reaction proceeds via an intramolecular coupling between aromatic C-H bonds with acyl C-F bonds. The reaction can be applied to the synthesis of indenofluorenedione derivatives and to the construction of other molecules with fivemembered rings.

Synthesis method of 4-bromomethyl-2-methyl formate biphenyl

The invention discloses a synthesis method of 4-bromomethyl-2-methyl formate biphenyl. The method comprises the following steps: performing bromination reaction in a mode of synchronously dropwise adding bromine and hydrogen peroxide, re-oxidizing hydrobromic acid formed after the reaction into bromine, and performing bromination reaction again, so that the bromine can fully participate in the reaction so as to reduce the use amount of bromine raw materials and improve the yield of the 4-bromomethyl-2-methyl formate biphenyl, waste difficult to treat cannot be generated, hydrogen peroxide is cheap and easy to obtain, and the production cost is remarkably saved.

Visible-Light-Induced Arene C(sp 2)-H Lactonization Promoted by DDQ and tert -Butyl Nitrite

A visible-light photocatalytic aerobic oxidative lactonization of arene C(sp 2)-H bonds proceeds in the presence of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and tert -butyl nitrite (TBN). Under the optimized conditions, a range of 2-arylbenzoic acids is converted into the corresponding benzocoumarin derivatives in moderate to excellent yields. This method is characterized by its atom economy, mild reaction conditions, the use of a green oxidant and metal-free catalysis.