4072-08-6

Basic information

• Product Name: 2-hydroxy-3-methylbenzophenone
• Synonyms: 2-hydroxy-3-methylbenzophenone;(2-Hydroxy-3-methylphenyl)phenyl ketone;2-Benzoyl-6-methylphenol;Einecs 223-784-8
• CAS NO: 4072-08-6
• Molecular Formula: C₁₄H₁₂O₂
• Molecular Weight: 212.24388
• EINECS: 223-784-8
• Mol File: 4072-08-6.mol
• Article Data: 8

Chemical Properties

• Melting Point: 48°C
• Boiling Point: 335.6°Cat760mmHg
• Flash Point: 142.7°C
• Appearance: /
• Density: 1.164g/cm³
• Vapor Pressure: 6.1E-05mmHg at 25°C
• Refractive Index: 1.604
• CAS DataBase Reference: 2-hydroxy-3-methylbenzophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-hydroxy-3-methylbenzophenone(4072-08-6)
• EPA Substance Registry System: 2-hydroxy-3-methylbenzophenone(4072-08-6)

Safety Data

• Hazardous Substances Data: 4072-08-6(Hazardous Substances Data)

Usage

Preparation

Preparation by reaction of 2-hydroxy-3-methylbenzoyl chloride with benzene in the presence of aluminium chloride at 40–50° for 4 h (72%), (23%).

InChI:InChI=1/C14H12O2/c1-10-6-5-9-12(13(10)15)14(16)11-7-3-2-4-8-11/h2-9,15H,1H3

Upstream product

• 15198-07-9 2-hydroxy-3-methyl-benzoyl chloride 
• 71-43-2 benzene 
• 22256-43-5 2-methoxy-3-methylbenzoyl chloride 
• 617-02-7 2-methylphenyl benzoate 
• 95-48-7 ortho-cresol 
• 65-85-0 benzoic acid 
• 1443440-54-7 (2-methyl-N-phenoxy)acetamide 
• 611-73-4 Benzoylformic acid 
• 16419-60-6 2-Methylphenylboronic acid 
• 824-42-0 2-methoxy-3-methylbenzaldehyde 
• 98-80-6 phenylboronic acid 
• 65440-83-7 O-(2-methylphenyl)hydroxylamine 
• 5720-07-0 4-methoxyphenylboronic acid 
• 501-65-5 diphenyl acetylene 

Downstream Products

• 100912-07-0 2-Cyclohexylmethyl-6-methyl-cyclohexanol 
• 617-02-7 2-methylphenyl benzoate 
• 5326-42-1 3-methyl-4-hydroxybenzophenone 
• 110146-94-6 (4-hydroxy-5-methyl-1,3-phenylene)bis(phenylmethanone) 
• 102242-31-9 4-hydroxy-3-methylbenzophenone benzoate 
• 614-32-4 3-methylphenyl benzoate 
• 10425-07-7 4-hydroxy-2-methylbenzophenone 
• 137937-47-4 (2-hydroxy-4-methylphenyl)(phenyl)methanone benzoate 
• 137937-40-7 1-(2-hydroxy-3-methylphenyl)-2-propyl-1-pentanone 
• 1374329-51-7 3-acetyl-8-methyl-4-phenyl-2H-chromen-2-one 
• 66033-89-4 7-methyl-3-phenylbenzo[d]isoxazole 
• 1334247-31-2 (S)-2-(amino(phenyl)methyl)-6-methylphenol 
• 1334334-99-4 2-(imino(phenyl)methyl)-6-methylphenol 
• 134267-92-8 2-methoxy-3-methylphenyl(phenyl)diazomethane 

Relevant articles and documents

Aerobic Copper-Catalyzed Salicylaldehydic Cformyl?H Arylations with Arylboronic Acids

We report a challenging copper-catalyzed Cformyl?H arylation of salicylaldehydes with arylboronic acids that involves unique salicylaldehydic copper species that differ from reported salicylaldehydic rhodacycles and palladacycles. This protocol has high chemoselectivity for the Cformyl?H bond compared to the phenolic O?H bond involving copper catalysis under high reaction temperatures. This approach is compatible with a wide range of salicylaldehyde and arylboronic acid substrates, including estrone and carbazole derivatives, which leads to the corresponding arylation products. Mechanistic studies show that the 2-hydroxy group of the salicylaldehyde substrate triggers the formation of salicylaldehydic copper complexes through a CuI/CuII/CuIII catalytic cycle.

Acylation of Csp2-H bond with acyl sources derived from alkynes: Rh-Cu bimetallic catalyzed CC bond cleavage

A Rh-Cu bimetallic catalyzed o-acylation of acyloxacetamide with alkynes has been described. This transformation provides a novel, concise way to synthesize ortho-acylphenols using functionalized alkynes as acylating reagents. Mechanistic studies revealed a Rh-Cu relay process, in which O2 plays a critical role for the formation of carbonyl compounds.

Fries rearrangement in ionic melts

1-Butyl-3-methylimidazolium chloroaluminate, [BMIm]+Al2Cl7-, was used as a solvent as well as a Lewis acid catalyst in Fries rearrangement reactions of phenyl benzoates. The rate of consumption of phenyl benzoate obeyed first-order kinetics. Good yields and high selectivity are the features observed in this unconventional but interesting aprotic solvent.