Name | 1-(2-hydroxyphenyl)-3-phenyl-2-propenone |
Synonyms | 2-HYDROXYCHALC 2-Hydroxychalcone 2'-Hydroxychalcone 6'-Hydroxychalcone HYDROXYCHALCONE, 2'- 2-Hydroxyphenylstyryl ketone 2'-HYDROXY BENZALACETOPHENONE Benzylidene(2-hydroxyacetophenone) 1-(2-hydroxyphenyl)-3-phenyl-2-propenone 3-Phenyl-1-(2-hydroxyphenyl)-2-propen-1-one 1-(2-Hydroxyphenyl)-3-phenyl-2-propen-1-one (E)-1-(2-HYDROXYPHENYL)-3-PHENYLPROP-2-EN-1-ONE 2μ-Hydroxychalcone, 2-Hydroxybenzalacetophenone (2E)-1-(2-hydroxyphenyl)-3-phenylprop-2-en-1-one 2-Benzal-2'-hydroxyacetophenone2-Benzylidene-2'-hydroxyacetophenone |
CAS | 1214-47-7 |
EINECS | 214-928-0 |
InChI | InChI=1/C15H12O2/c16-14-9-5-4-8-13(14)15(17)11-10-12-6-2-1-3-7-12/h1-11,16H/b11-10+ |
Molecular Formula | C15H12O2 |
Molar Mass | 224.25 |
Density | 1.191±0.06 g/cm3 (20 ºC 760 Torr) |
Melting Point | 86-88°C(lit.) |
Boling Point | 396.6±42.0 °C(Predicted) |
Flash Point | 169.4°C |
Solubility | Very slightly soluble (0.2g/L) (25°C), |
Vapor Presure | 7.4E-07mmHg at 25°C |
Appearance | grayish yellow powder |
BRN | 976324 |
pKa | 7.77±0.30(Predicted) |
Storage Condition | Store below +30°C. |
Sensitive | Sensitive to light |
Refractive Index | 1.653 |
MDL | MFCD00016441 |
Physical and Chemical Properties | Yellow needle-like crystals (ethanol). Melting point 88-89 °c. |
Hazard Symbols | Xi - Irritant |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
WGK Germany | 3 |
RTECS | UD5579400 |
FLUKA BRAND F CODES | 8 |
TSCA | Yes |
HS Code | 29145090 |
Reference Show more | 1. [IF=4.225] Qian Yun et al."2′-Hydroxychalcone Induced Cytotoxicity via Oxidative Stress in the Lipid-Loaded Hepg2 Cells."Front Pharmacol. 2019 Nov;0:1390 |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
Overview | 2 '-hydroxychalcone can be used as an intermediate in drug synthesis, such as the preparation of flavonols. Flavonoids and alcohols are widely distributed in nature as secondary metabolites in organisms. Because of their various physiological activities, they have attracted extensive attention at home and abroad. At present, the biological activities of flavonoids are mainly studied on cardiovascular system, antiviral, anti-inflammatory and anti-tumor effects. |
preparation | 2 '-hydroxychalcone preparation: 30ml of 20%(V/V) ethanol and (11.06mmol) sodium hydroxide are added into a 50mL single-mouth flask, stirred for 0.5h at room temperature, then substituted 2-hydroxyacetophenone (1.66mmol) and benzaldehyde (1.66mmol) are added, and stirred for 18h at room temperature, TLC monitored that the raw material point produced by the new point would not change any more, stopped the reaction, poured the reactant into water, stirred and adjusted the PH value to acidity with 6mol/ L hydrochloric acid, filtered the reactant to obtain a filter cake, washed twice with purified water, and obtained 2'-hydroxychalcone by silica gel column chromatography [V (petroleum ether): V (ethyl acetate) = 5: 1] with 85% yield. |
uses | intermediates of propafenone. |
production method | 1. preparation method: o-hydroxyacetophenone (2)13.6g(0.1mol), sodium hydroxide 16g(0.4mol), water 100mL and tetrabutylammonium bromide 0.05g are added to a reaction bottle equipped with a stirrer, a thermometer, a reflux condenser and a dropping funnel. Under stirring, slowly heat to 50 ℃, add 14.8g(0.14mol) of benzaldehyde dropwise within 20min. After adding, the temperature is raised to 70 ℃, and the heat preservation reaction is 3 hours. Cool to room temperature and adjust to PH1 with concentrated hydrochloric acid about 40mL. Extraction filtration, water washing. The filter cake was recrystallized with ethanol and dried under reduced pressure at 40 ℃ to obtain 19.9g of light yellow powder solid (1) with a yield of 88.8%,mp88~89 ℃. [1] |
spontaneous combustion temperature | 280°C |