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 
• 131-62-4 1-hydroxy-1,2-benzodioxol-3-(1H)-one 
• 40881-45-6 4-tolylboronic dimethyl ester 
• 2042-37-7 o-cyanobromobenzene 
• 118-92-3 anthranilic acid 
• 57598-33-1 2-(2-methoxyphenyl)-4,4-dimethyl-2-oxazoline 
• 100-47-0 benzonitrile 
• 214360-47-1 2-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-benzonitrile 
• 88-67-5 2-Iodobenzoic acid 
• 118-91-2 ortho-chlorobenzoic acid 

Downstream Products

• 114772-34-8 methyl 4'-methylbiphenyl-2-carboxylate 
• 114772-36-0 tert-butyl 4'-methyl-2-biphenylcarboxylate 
• 897446-35-4 4'-methylbiphenyl-2-carboxylic acid (2-aminophenyl)amide 
• 1204-43-9 2-(4-methylphenyl)aniline 
• 183491-70-5 4-(4'-methylbiphenyl-2-carboxamido)-N-methyl-N-phenylbenzamide 
• 408365-09-3 4'-methyl-N-[4-(2-pyridinylmethyl)phenyl]-1,1'-biphenyl-2-carboxamide 
• 408364-98-7 ethyl (4-{[(4'-methyl-1,1'-biphenyl-2-yl)carbonyl]amino}phenyl)acetate 
• 1400934-18-0 5-butyl-1-[[2'-(tert-butoxycarbonyl)biphenyl-4-yl]methyl]-2-hydroxymethyl-3-[(2-(trimethylsilyl)ethoxy)methyl]-1H-imidazolium bromide 
• 1400934-21-5 5-butyl-1-[(2'-carboxybiphenyl-4-yl)methyl]-2-hydroxymethyl-1H-imidazole 
• 114772-38-2 Methyl 4'-(bromomethyl)biphenyl-2-carboxylate 
• 1599479-40-9 4-[2-oxo-3-([1,2,4]triazol-4-yliminomethyl)-2H-quinolin-1-ylmethyl]-biphenyl-2-carboxylic acid 
• 1599479-42-1 4'-{2-oxo-3-[(4-[1,2,4]triazol-1-ylmethyl-phenyl-imino)-methyl]-2H-quinolin-1-ylmethyl}-biphenyl-2-carboxylic acid 
• 1599479-38-5 C₂₅H₁₉NO₄ 
• 1599479-46-5 4'-[3-([1,2,4]triazol-4-yliminomethyl)-quinolin-2-ylsulphanylmethyl]-biphenyl-2-carboxylic acid 

Relevant articles and documents

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.

Mechanochemical-Cascaded C-N Cross-Coupling and Halogenation Using N-Bromo- And N-Chlorosuccinimide as Bifunctional Reagents

Exploration of alternative energy sources for chemical transformations has gained significant interest from chemists, and mechanochemistry is one of those sources. Herein, we report the use of N-bromosuccinimides (NBS) and N-chlorosuccinimides (NCS) as bifunctional reagents for a cascaded C-N bond formation and subsequent halogenation reactions. Under the solvent-free mechanochemical (ball-milling) conditions, the synthesis of a wide range of phenanthridinone derivatives from N-methoxy-[1,1′-biphenyl]-2-carboxamides is accomplished. During the reactions, NBS and NCS first assisted the oxidative C-N coupling reaction and subsequently promoted a halogenation reaction. Thus, the role of NBS and NCS was established to be bifunctional. Overall, a mild, solvent-free, convenient, one-pot, and direct synthesis of various bromo- and chloro-substituted phenanthridinone derivatives was achieved.

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.