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2'-Hydroxychalcone

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2'-Hydroxychalcone Basic information

Product Name:
2'-Hydroxychalcone
Synonyms:
  • 2μ-Hydroxychalcone, 2-Hydroxybenzalacetophenone
  • 2-Hydroxyphenylstyryl ketone
  • 6'-Hydroxychalcone
  • 2-Benzal-2'-hydroxyacetophenone 2-Benzylidene-2'-hydroxyacetophenone
  • 3-Phenyl-1-(2-hydroxyphenyl)-2-propen-1-one
  • 2-HYDROXYCHALC
  • (E)-1-(2-HYDROXYPHENYL)-3-PHENYLPROP-2-EN-1-ONE
  • HYDROXYCHALCONE, 2'-
CAS:
1214-47-7
MF:
C15H12O2
MW:
224.25
EINECS:
214-928-0
Product Categories:
  • Biochemistry
  • Building Blocks for Liquid Crystals
  • Chalcones, etc. (Building Blocks for Liquid Crystals)
  • Flavonoids
  • Functional Materials
Mol File:
1214-47-7.mol
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2'-Hydroxychalcone Chemical Properties

Melting point:
86-88 °C(lit.)
Boiling point:
396.6±42.0 °C(Predicted)
Density 
1.191±0.06 g/cm3 (20 ºC 760 Torr)
storage temp. 
Store below +30°C.
pka
7.77±0.30(Predicted)
form 
Solid
color 
Light yellow to yellow
BRN 
976324
LogP
4.000 (est)
CAS DataBase Reference
1214-47-7(CAS DataBase Reference)
EPA Substance Registry System
2-Propen-1-one, 1-(2-hydroxyphenyl)-3-phenyl- (1214-47-7)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
RTECS 
UD5579400
8
Autoignition Temperature
280 °C
TSCA 
Yes
HS Code 
29145090
Toxicity
mammal (species unspecified),LD50,unreported,620mg/kg (620mg/kg),Pharmaceutical Chemistry Journal Vol. 20, Pg. 406, 1986.

MSDS

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2'-Hydroxychalcone Usage And Synthesis

Chemical Properties

Yellow needle-like crystals (ethanol). Melting point 88-89°C.

Uses

2'-Hydroxychalcone can be used as intermediates in drug synthesis, such as the preparation of flavonol compounds. Flavonols are widely distributed in nature as secondary metabolites in living organisms, and they have a wide variety of physiological activities, mainly in the cardiovascular system, antiviral, anti-inflammatory and antitumor effects.

Definition

ChEBI: 2'-hydroxychalcone is a member of the class of chalcones that is trans-chalcone substituted by a hydroxy group at position 2'. It has a role as an anti-inflammatory agent. It is a member of phenols and a member of chalcones. It derives from a trans-chalcone.

Preparation

Synthesis of 2'-hydroxychalcone: add 30 ml of 20% (V/V) ethanol and (11.06 mmol) sodium hydroxide in a 50 mL single mouth flask, stir for 0.5 h at room temperature and then add substituted 2-Hydroxyacetophenone (1.66 mmol) and benzaldehyde (1.66 mmol), stir for 18 h at room temperature, TLC monitoring until the new point produces raw material point no longer changes, stop the reaction Then the reaction was poured into water, stirred while adjusting the pH value to acidic with 6 mol/L hydrochloric acid, the reaction was filtered, the filter cake was obtained, rinsed twice with pure water, and 2'-hydroxychalcone was obtained by silica gel column chromatography [V(petroleum ether):V(ethyl acetate) = 5:1] in 85% yield.

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