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2-Hydroxybenzophenone

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2-Hydroxybenzophenone Basic information

Product Name:
2-Hydroxybenzophenone
Synonyms:
  • (2-Hydroxy-phenyl)-phenylmethanon
  • 2-Hydroxybenzophenone99%
  • 2-HYDROXYBENZOPHENONE 99%
  • 2-Hydroxybenzophenone, 99% 1GR
  • 2-Hydroxybenzophenone, 99% 25GR
  • (2-hydroxyphenyl)phenyl-methanon
  • (2-hydroxyphenyl)phenylmethanone
  • (2-Hydroxy-phenyl)-phenylmethanone
CAS:
117-99-7
MF:
C13H10O2
MW:
198.22
EINECS:
204-226-2
Product Categories:
  • Aromatic Benzophenones & Derivatives (substituted)
  • API intermediates
  • Linkers for Solid Phase Synthesis
  • C13 to C14
  • Carbonyl Compounds
  • Ketones
Mol File:
117-99-7.mol
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2-Hydroxybenzophenone Chemical Properties

Melting point:
37-39 °C (lit.)
Boiling point:
171-173 °C/12 mmHg (lit.)
Density 
1.1184 (rough estimate)
refractive index 
1.5954 (estimate)
Flash point:
>230 °F
storage temp. 
Sealed in dry,2-8°C
pka
8.07±0.30(Predicted)
form 
Crystalline Powder
color 
Yellow
Water Solubility 
insoluble
BRN 
1638174
CAS DataBase Reference
117-99-7(CAS DataBase Reference)
NIST Chemistry Reference
Methanone, (2-hydroxyphenyl)phenyl-(117-99-7)
EPA Substance Registry System
Methanone, (2-hydroxyphenyl)phenyl- (117-99-7)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39-36
WGK Germany 
3
TSCA 
Yes
HazardClass 
IRRITANT
HS Code 
29145000

MSDS

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2-Hydroxybenzophenone Usage And Synthesis

Chemical Properties

yellow crystalline powder

Uses

UV absorber in plastics.

Uses

2-Hydroxybenzophenone was used to quantify the metabolites of unmethylated extracts from the supernatants of Pseudomonas acidovorans cultures grown on 1,1-diphenylethylene.

Application

2-Hydroxybenzophenone was used to quantify the metabolites of unmethylated extracts from the supernatants of Pseudomonas acidovorans cultures grown on 1,1-diphenylethylene.
2-Hydroxybenzophenone forms copolymer 2-hydroxy, 3-allyl, 4,4′-dimethoxybenzophenone with methyl methacrylate.
It forms photostabilizer compounds with 2,2,6,6-tetramethylpiperidine under phase transfer catalysis conditions.
It reacts with 3-aminophenyl boronic acid to form macrocyclic boronates.

Preparation

Preparation by Friedel–Crafts acylation of benzene in the presence of aluminium chloride,
? with 2-hydroxybenzoyl chloride (salicylic acid chloride), (52%), (39%), at temperature <60°;
? with o-anisoyl chloride. Demethylation occurred during the Friedel–Crafts acylation, especially in the presence of ferric chloride at 130–140°;
? with 2-ethoxybenzoyl chloride in a boiling water bath (42%).

Synthesis Reference(s)

Journal of the American Chemical Society, 76, p. 5469, 1954 DOI: 10.1021/ja01650a062
The Journal of Organic Chemistry, 32, p. 3844, 1967 DOI: 10.1021/jo01287a027

General Description

  • 2-Hydroxybenzophenone forms copolymer 2-hydroxy, 3-allyl, 4,4′-dimethoxybenzophenone with methyl methacrylate.
  • It forms photostabilizer compounds with 2,2,6,6-tetramethylpiperidine under phase transfer catalysis conditions.
  • It reacts with 3-aminophenyl boronic acid to form macrocyclic boronates.

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