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4-Hydroxybenzophenone

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4-Hydroxybenzophenone Basic information

Product Name:
4-Hydroxybenzophenone
Synonyms:
  • (4-hydroxyphenyl)phenyl-methanon
  • 4-hydroxy-benzophenon
  • 4-Hydroxydiphenylketone
  • 4-Hydroxyphenylphenylketone
  • Benzophenone, 4-hydroxy-
  • benzoylphenol
  • P-BENZOYLPHENOL
  • POB
CAS:
1137-42-4
MF:
C13H10O2
MW:
198.22
EINECS:
214-507-1
Product Categories:
  • Aromatics, Metabolites & Impurities
  • Organic Photoinitiators
  • FINE Chemical & INTERMEDIATES
  • Aromatic Benzophenones & Derivatives (substituted)
  • Benzophenone
  • Polymerization Initiators
  • Aromatics
  • Metabolites & Impurities
  • bc0001
  • 1137-42-4
Mol File:
1137-42-4.mol
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4-Hydroxybenzophenone Chemical Properties

Melting point:
132-135 °C(lit.)
Boiling point:
260-262°C 42mm
Density 
1.1184 (rough estimate)
vapor pressure 
0Pa at 20℃
refractive index 
1.5954 (estimate)
Flash point:
260-262°C/24mm
storage temp. 
Store below +30°C.
solubility 
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
form 
Powder
pka
8.14±0.13(Predicted)
color 
White to beige to brown
Water Solubility 
Insoluble in water.
BRN 
777776
LogP
1.6 at 35℃
CAS DataBase Reference
1137-42-4(CAS DataBase Reference)
NIST Chemistry Reference
Methanone, (4-hydroxyphenyl)phenyl-(1137-42-4)
EPA Substance Registry System
Methanone, (4-hydroxyphenyl)phenyl- (1137-42-4)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36/37-24/25-36
WGK Germany 
2
RTECS 
PC4959775
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29145000

MSDS

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4-Hydroxybenzophenone Usage And Synthesis

Chemical Properties

white to beige fine crystalline powder

Uses

4-Hydroxybenzophenone is used in the field of organic synthesis. It is used as pharmaceutical intermediate of clomifene citrate.

Uses

Metabolite of benzophenone.

Definition

ChEBI: 4-Hydroxybenzophenone is a member of benzophenones.

Preparation

Preparation by condensation of benzotrichloride,
? with phenol in the presence of aluminium chloride in carbon disulfide at 0° (90%) or in the presence of zinc oxide in a water bath;
? with p-bromophenol in 30% sodium hydroxide solution at 80–85° (81%). There is substitution of the bromine atom by the benzoyl group.

Synthesis Reference(s)

Journal of the American Chemical Society, 77, p. 4674, 1955 DOI: 10.1021/ja01622a074
The Journal of Organic Chemistry, 19, p. 978, 1954 DOI: 10.1021/jo01371a016
Tetrahedron Letters, 31, p. 3943, 1990 DOI: 10.1016/S0040-4039(00)97513-0

Flammability and Explosibility

Not classified

Purification Methods

Dissolve p-benzoylphenol in hot EtOH (charcoal), filter and cool. Alternatively crystallise it once from EtOH/H2O and twice from *benzene [Grunwald J Am Chem Soc 73 4934 1951, Dryland & Sheppard J Chem Soc Perkin Trans 1 125 1986]. [Beilstein 8 IV 1263.]

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