13020-57-0

Basic information

• Product Name: 3-HYDROXYBENZOPHENONE
• Synonyms: (3-Hydroxyphenyl)(phenyl)methanone;Methanone, (3-hydroxyphenyl)phenyl-;M-HYDROXYBENZOPHENONE;3-HYDROXYBENZOPHENONE;M-BENZOYL PHENOL;3-Hydroxybenzophenone,99%
• CAS NO: 13020-57-0
• Molecular Formula: C₁₃H₁₀O₂
• Molecular Weight: 198.22
• EINECS: 235-879-1
• Product Categories: Aromatic Benzophenones & Derivatives (substituted);Linkers for Solid Phase Synthesis;Benzophenone;Organic Photoinitiators;Polymerization Initiators
• Mol File: 13020-57-0.mol
• Article Data: 26

Chemical Properties

• Melting Point: 113-115 °C(lit.)
• Boiling Point: 295.53°C (rough estimate)
• Flash Point: 159.5 °C
• Appearance: light beige to brown-grey crystalline powder
• Density: 1.1184 (rough estimate)
• Vapor Pressure: 4.1E-06mmHg at 25°C
• Refractive Index: 1.5954 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Soluble in Chloroform, DCM. Ethyl Acetate.
• PKA: 9.18±0.10(Predicted)
• CAS DataBase Reference: 3-HYDROXYBENZOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-HYDROXYBENZOPHENONE(13020-57-0)
• EPA Substance Registry System: 3-HYDROXYBENZOPHENONE(13020-57-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36
• WGK Germany: 3
• RTECS: PC4959730
• HazardClass: IRRITANT
• Hazardous Substances Data: 13020-57-0(Hazardous Substances Data)

Usage

Description

3-Hydroxybenzophenone is a benzophenone metabolite characterized by its light beige to brown-grey crystalline powder form. It possesses potential estrogenic and anti-androgenic activity, making it a compound of interest in various applications.

Uses

Used in Chemical Synthesis:
3-Hydroxybenzophenone serves as a more attractive hydrogen bonding co-material for MCPBA, due to the inability of the 3-hydroxyl group to form an intramolecular hydrogen bond. This property enhances its utility in chemical synthesis processes.
Used in Photochemistry:
3-Hydroxybenzophenone is commonly utilized as a radical and cationic photo initiator. Its photochemical properties make it a valuable component in various photo-initiated reactions and processes.

Preparation

Preparation by aromatization of 5-benzoyl-2- cyclohexenone, ? in the presence of 10% Pd/C in refluxing xylene for 6 h (60%) ? in the presence of lithium bromide and cupric bromide in refluxing acetonitrile for 1 h (75%).

InChI:InChI=1/C13H10O2/c14-12-8-4-7-11(9-12)13(15)10-5-2-1-3-6-10/h1-9,14H

Upstream product

• 1711-05-3 m-anisoyl chloride 
• 71-43-2 benzene 
• 119-61-9 benzophenone 
• 22272-48-6 3-Benzyl-phenol 
• 134172-65-9 m-methoxybenzhydrol 
• 108-86-1 bromobenzene 
• 615558-48-0 3-hydroxy-N-methoxy-N-methylbenzamide 
• 108-95-2 phenol 
• 17763-67-6 Phenyl triflate 
• 100-83-4 meta-hydroxybenzaldehyde 
• 5368-81-0 methyl 3-methoxybenzoate 
• 99-06-9 3-Carboxyphenol 
• 22071-15-4 ketoprofen 
• 3132-99-8 m-bromobenzoic aldehyde 

Downstream Products

• 93021-98-8 Allyl-<3-benzoyl-phenyl>-aether 
• 76981-68-5 (3-Benzoyl-phenoxy)-acetic acid ethyl ester 
• 74167-91-2 ethyl2-(3-benzoylphenoxy)propanoate 
• 30074-03-4 3'-Hydroxyphenytoin 
• 209917-31-7 3-benzoylphenyl trifluoromethanesulfonate 
• 134994-66-4 3-[(6-(dimethylamino)hexyl)oxy]benzophenone 
• 1613415-39-6 (S)-3-(amino(phenyl)methyl)phenol hydrochloride 
• 1416081-02-1 (S)-3-(amino(phenyl)methyl)phenol (S)-mandelate 
• 1613415-40-9 C₁₃H₁₁NO₂ 
• 1416081-01-0 (S)-3-(amino(phenyl)methyl)phenol 
• 1416070-91-1 (S)-tert-butyl ((3-hydroxyphenyl)(phenyl)methyl)carbamate 
• 1416070-90-0 (R)-tert-butyl ((3-hydroxyphenyl)(phenyl)methyl)carbamate 
• 1613413-97-0 (S)-methyl 4-((3-((((tert-butoxy)carbonyl)amino)(phenyl)methyl)phenoxy)methyl)benzoate 
• 1613413-98-1 (S)-methyl 4-((3-(amino(phenyl)methyl)phenoxy)methyl)benzoate hydrochloride 

Relevant articles and documents

Selective Oxidation of Alkylarenes to the Aromatic Ketones or Benzaldehydes with Water

Here a palladium-catalyzed oxidation method for converting alkylarenes into the aromatic ketones or benzaldehydes with water as the only oxygen donor is reported. This C-H bond oxidation functionalization does not require other oxidants and hydrogen accep

Electrophotocatalytic C?H Heterofunctionalization of Arenes

The electrophotocatalytic heterofunctionalization of arenes is described. Using 2,3-dichloro-5,6-dicyanoquinone (DDQ) under a mild electrochemical potential with visible-light irradiation, arenes undergo oxidant-free hydroxylation, alkoxylation, and amination with high chemoselectivity. In addition to batch reactions, an electrophotocatalytic recirculating flow process is demonstrated, enabling the conversion of benzene to phenol on a gram scale.

Arylation of Aldehydes to Directly Form Ketones via Tandem Nickel Catalysis

A nickel-catalyzed arylation of both aliphatic and aromatic aldehydes proceeds with air-stable (hetero)arylboronic acids, with an exceptionally wide substrate scope. The neutral condition tolerates acidic hydrogen and sensitive polar groups and also preserves α-stereocenters of some chiral aldehydes. Interestingly, this nickel(0) catalysis does not follow common 1,2-insertion of arylmetal species to aldehydes and β-hydrogen elimination.