620-86-0

Basic information

• Product Name: DIPHENYLMETHANE-4-CARBOXYLIC ACID
• Synonyms: DIPHENYLMETHANE-4-CARBOXYLIC ACID;4-BENZYLBENZOIC ACID;4-BENZYLBENZOIC ACID 97%;4-(phenylmethyl)benzoic acid
• CAS NO: 620-86-0
• Molecular Formula: C₁₄H₁₂O₂
• Molecular Weight: 212.24
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
• Mol File: 620-86-0.mol
• Article Data: 18

Chemical Properties

• Melting Point: 162-164°C
• Boiling Point: 312.08°C (rough estimate)
• Flash Point: 172.1 °C
• Appearance: /
• Density: 1.1035 (rough estimate)
• Vapor Pressure: 3.32E-06mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• PKA: 4.30±0.10(Predicted)
• CAS DataBase Reference: DIPHENYLMETHANE-4-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: DIPHENYLMETHANE-4-CARBOXYLIC ACID(620-86-0)
• EPA Substance Registry System: DIPHENYLMETHANE-4-CARBOXYLIC ACID(620-86-0)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 620-86-0(Hazardous Substances Data)

Usage

General Description

Diphenylmethane-4-carboxylic acid, also known as benzilic acid, is a white crystalline powder with the chemical formula C14H12O2. It is a compound belonging to the class of benzilic acids and is commonly used in the pharmaceutical and chemical industries. Benzilic acid is primarily used as an intermediate in the synthesis of various pharmaceutical products and as a building block for the production of organic compounds. It can also be utilized as a reagent in organic chemical reactions, such as the benzoin condensation reaction, and in the preparation of ester derivatives for fragrance and flavor applications. Additionally, benzilic acid has potential applications in the development of new materials and catalysts due to its unique chemical properties.

InChI:InChI=1/C14H12O2/c15-14(16)13-8-6-12(7-9-13)10-11-4-2-1-3-5-11/h1-9H,10H2,(H,15,16)

Upstream product

• 14297-39-3 4-benzylbenzyl chloride 
• 945-51-7 1,1'-sulfinylbisbenzene 
• 1121-53-5 benzyl sodium 
• 71-43-2 benzene 
• 79-37-8 oxalyl dichloride 
• 101-81-5 Diphenylmethane 
• 591-51-5 phenyllithium 
• 108-88-3 toluene 
• 23450-31-9 4-benzylbenzonitrile 
• 124-38-9 carbon dioxide 
• 587-79-1 4-fluorodiphenylmethane 
• 620-83-7 1-methyl-4-(phenylmethyl)benzene 
• 300-57-2 allylbenzene 
• 500-05-0 2H-pyran-2-one-5-carboxylic acid 

Downstream Products

• 22746-83-4 4-benzylbenzoyl chloride 
• 611-95-0 4-carboxybenzophenone 
• 13304-22-8 4-(4-nitro-benzyl)-benzoic acid 
• 121316-16-3 p-Benzylphenyl-p-benzylbenzoat 
• 23450-21-7 p-Thiolcarbophenoxydiphenylmethan 
• 23450-12-6 4-Benzyl-benzoesaeurephenylester 
• 35714-20-6 4-benzylbenzyl alcohol 
• 852812-44-3 4-benzyl-benzoic acid 2,5-dioxo-pyrrolidin-1-yl ester 
• 151807-09-9 4-tolyl p-benzylbenzoate 
• 151807-07-7 4-chlorophenyl p-benzylbenzoate 
• 151807-15-7 p-(methylcarbophenoxy)benzhydryl bromide 
• 151807-13-5 p-(4-chlorocarbophenoxy)benzhydryl bromide 
• 151807-11-3 p-(4-nitrocarbophenoxy)benzhydryl bromide 
• 10099-39-5 4-(4'-aminobenzyl)benzoic acid 

Relevant articles and documents

Magnesiation of Aryl Fluorides Catalyzed by a Rhodium-Aluminum Complex

We report the magnesiation of aryl fluorides catalyzed by an Al-Rh heterobimetallic complex. We show that the complex is highly reactive to cleave the C-F bonds across the polarized Al-Rh bond under mild conditions. The reaction allows the use of an easy-to-handle magnesium powder to generate a range of arylmagnesium reagents from aryl fluorides, which are conventionally inert to such metalation compared with other aryl halides.

METHOD OF REGIOSELECTIVE SYNTHESIS OF SUBSTITUTED BENZOATES

A method of synthesis of para-substituted benzoate esters and acids is provided, wherein the para-substituted regioisomer is obtained substantially free of the meta-substituted impurity, the method comprising contacting a coumalate ester or acid and an un activated alkene at elevated temperature in the presence of a metal oxidation catalyst and an oxidant. The metal oxidation catalyst can be palladium, such as palladium on carbon, and the oxidant can be the oxygen gas in ambient air. The reaction can be carlied out without solvent or in high boiling hydrocarbon solvents such as mesitylene. When the un activated alkene is a monosubstituted alkene, yields of at least about 50 or 60% of para-substituted ester and acid products, respectively, are obtained, substantially free of the regioisomelic meta-substituted impurity.

Aromatics from pyrones: Para-substituted alkyl benzoates from alkenes, coumalic acid and methyl coumalate

The Diels-Alder reaction of coumalic acid and methyl coumalate with unactivated alkenes provides only para-substituted adducts in good yield.