89901-02-0

Basic information

• Product Name: METHYL 4'-CHLORO[1,1'-BIPHENYL]-4-CARBOXYLATE
• Synonyms: RARECHEM AL BF 1239;METHYL 4'-CHLORO[1,1'-BIPHENYL]-4-CARBOXYLATE;AKOS BAR-0279;Methyl 4'-chlorobiphenyl-4-carboxylate, 95%;Methyl 4-(4-chlorophenyl)benzoate
• CAS NO: 89901-02-0
• Molecular Formula: C₁₄H₁₁ClO₂
• Molecular Weight: 246.69
• Mol File: 89901-02-0.mol
• Article Data: 4

Chemical Properties

• Melting Point: 113-115°C
• Appearance: /
• CAS DataBase Reference: METHYL 4'-CHLORO[1,1'-BIPHENYL]-4-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 4'-CHLORO[1,1'-BIPHENYL]-4-CARBOXYLATE(89901-02-0)
• EPA Substance Registry System: METHYL 4'-CHLORO[1,1'-BIPHENYL]-4-CARBOXYLATE(89901-02-0)

Safety Data

• Hazard Codes: N
• Statements: 50/53
• Safety Statements: 60-61
• RIDADR: UN 3077 9 / PGIII
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 89901-02-0(Hazardous Substances Data)

Usage

Uses

Methyl 4-(4-Chlorophenyl)benzoate is used in the preparation of ionic compound-supported palladium complex as catalyst for suzuki-Miyaura coupling of aryl halides.

Upstream product

• 108-90-7 chlorobenzene 
• 1571-08-0 methyl 4-formylbenzoate 
• 1679-18-1 4-Chlorophenylboronic acid 
• 99768-12-4 4-methoxycarbonylphenylboronic acid 

Downstream Products

• 5748-41-4 4'-chlorobiphenyl-4-carboxylic acid 
• 1381957-27-2 methyl 4’-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,1’-biphenyl-4-carboxylate 
• 1595145-35-9 (S)-methyl 4'-(6-(2-((4-cyanophenylethyl)carbamoyl)azetidin-1-yl)-2-(trifluoromethyl)pyrimidin-4-yl)-[1,1'-biphenyl]-4-carboxylate 
• 1595145-37-1 4-(4-{6-[(2S)-2-{[2-(4-cyanophenyl)ethyl]carbamoyl}azetidin-1-yl]-2-(trifluoromethyl)pyrimidin-4-yl}phenyl)benzoic acid 

Relevant articles and documents

para-Selective arylation and alkenylation of monosubstituted arenes using thianthreneS-oxide as a transient mediator

Using thianthreneS-oxide (TTSO) as a transient mediator,para-arylation and alkenylation of mono-substituted arenes have been demonstratedviaapara-selective thianthrenation/Pd-catalyzed thio-Suzuki-Miyaura coupling sequence under mild conditions. This reaction features a broad substrate scope, and functional group and heterocycle tolerance. The versatility of this approach was further demonstrated by late-stage functionalization of complex bioactive scaffolds, and direct synthesis of some pharmaceuticals, including Tetriprofen, Ibuprofen, Bifonazole, and LJ570.

An Active Palladium Colloidal Catalyst for the Selective Oxidative Heterocoupling of (Hetero)Aryl Boronic Acids

A highly selective oxidative heterocoupling protocol for (hetero)aryl boronic acids with an active palladium colloidal catalyst was developed. The judicious choice of electronically different aryl boronic acids made possible such couplings under mild conditions, with air as oxidant, while embracing a wide substrate scope. This successful approach further allowed the development of a unique one-pot sequential oxidative heterocoupling/Suzuki–Miyaura cross-coupling tandem process for accessing substituted terphenyls.