137600-78-3

Basic information

• Product Name: [1,1'-Biphenyl]-2-carboxylic acid, 2'-methyl-, 2,6-bis(1,1-dimethylethyl)-4-methylphenyl ester
• CAS NO: 137600-78-3
• Molecular Formula: C29H34O2
• Molecular Weight: 414.588
• Mol File: 137600-78-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: [1,1'-Biphenyl]-2-carboxylic acid, 2'-methyl-, 2,6-bis(1,1-dimethylethyl)-4-methylphenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: [1,1'-Biphenyl]-2-carboxylic acid, 2'-methyl-, 2,6-bis(1,1-dimethylethyl)-4-methylphenyl ester(137600-78-3)
• EPA Substance Registry System: [1,1'-Biphenyl]-2-carboxylic acid, 2'-methyl-, 2,6-bis(1,1-dimethylethyl)-4-methylphenyl ester(137600-78-3)

Safety Data

• Hazardous Substances Data: 137600-78-3(Hazardous Substances Data)

Upstream product

• 579-75-9 2-Methoxybenzoic acid 
• 932-31-0 ortho-tolylmagnesium bromide 
• 137600-70-5 2,6-di-tert-butyl-4-methylphenyl 2-methoxybenzoate 
• 128-37-0 2,6-di-tert-butyl-4-methyl-phenol 

Downstream Products

• 7111-77-5 2'-methyl[1,1'-biphenyl]-carboxylic acid 

Relevant articles and documents

Convenient Synthesis of Biphenyl-2-carboxylic Acids via the Nucleophilic Aromatic Substitution Reaction of 2-Methoxybenzoates by Aryl Grignard Reagents

Nucleophilic aromatic substitution (SNAr) of 2-methoxybenzoic esters derived from 2,6-dialkylphenols by aryl Grignard reagents affords 1,1'-biphenyl-2-carboxylates in excellent yields by proper choice of the bulk of the 2,6-dialkyl-substituents. The phenoxyl protecting groups can be easily removed from the resulting biphenyl-2-carboxylates to the free acids by treatment with potassium hydroxide in aqueous ethanol (2,4,6-trimethylphenyl and 2,6-diisopropylphenyl esters) or sodium methoxide in toluene-hexamethylphosphoric triamide (2,6-di-t-butyl-4-methylphenyl esters). The regioselective biphenyl coupling reaction via the SNAr process is utilized for the key-step construction of the biphenyl skeleton in a formal synthesis of cannabinol.