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

Chemical Properties

light beige to brown-grey crystalline powder

Uses

3-Hydroxybenzophenone is a benzophenone metabolite with potential estrogenic and anti-androgenic activity. is a more attractive hydrogen bonding co-material for MCPBA, as the 3-hydroxyl group is unable to form an intramolecular hydrogen bond. It is commonly used as a radical and cationic photo initiators.

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

• 119-61-9 benzophenone 
• 134172-65-9 m-methoxybenzhydrol 
• 6136-67-0 3-methoxybenzophenone 
• 2835-78-1 3-amino benzophenone 
• 1711-05-3 m-anisoyl chloride 
• 71-43-2 benzene 
• 591-20-8 3-Bromophenol 
• 6919-61-5 N-methoxy-N-methylbenzamide 
• 118043-80-4 m-benzoyltriphenylmethyl peroxide 
• 154386-86-4 5-benzoyl-2-cyclohexenone 
• 100-52-7 benzaldehyde 
• 586-38-9 3-Methoxybenzoic acid 
• 99-06-9 3-Carboxyphenol 
• 98-80-6 phenylboronic acid 

Downstream Products

• 83355-40-2 Acetic acid (2S,3R,4S,5R)-4,5-diacetoxy-2-(3-benzoyl-phenoxy)-tetrahydro-pyran-3-yl ester 
• 1028288-37-0 {3-[5-methyl-2-(4-trifluoromethyl-phenyl)-oxazol-4-ylmethoxy]-phenyl}-phenyl-methanone 
• 209917-31-7 3-benzoylphenyl trifluoromethanesulfonate 
• 943834-10-4 (3-pentyloxy-phenyl)-phenyl-methanone 
• 943834-11-5 3-(3-pentyloxyphenyl)-3-phenylacrylic acid ethyl ester 
• 943834-12-6 3-(3-pentyloxy-phenyl)-3-phenyl-acrylic acid 
• 117819-25-7 (R)-2-(3-benzoylphenoxy)propanoic acid 
• 117852-26-3 (S)-2-(3-benzoylphenoxy)propanoic acid 

Relevant articles and documents

Iron-catalyzed arene C-H hydroxylation

The sustainable, undirected, and selective catalytic hydroxylation of arenes remains an ongoing research challenge because of the relative inertness of aryl carbon-hydrogen bonds, the higher reactivity of the phenolic products leading to over-oxidized by-products, and the frequently insufficient regioselectivity. We report that iron coordinated by a bioinspired L-cystine-derived ligand can catalyze undirected arene carbon-hydrogen hydroxylation with hydrogen peroxide as the terminal oxidant. The reaction is distinguished by its broad substrate scope, excellent selectivity, and good yields, and it showcases compatibility with oxidation-sensitive functional groups, such as alcohols, polyphenols, aldehydes, and even a boronic acid. This method is well suited for the synthesis of polyphenols through multiple carbon-hydrogen hydroxylations, as well as the late-stage functionalization of natural products and drug molecules.

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

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.