2-HYDROXYACETOPHENONE Chemical Properties

Melting point:

86-89 °C (lit.)

Boiling point:

126 °C / 12mmHg

Density 

1.0963

refractive index 

1.5470 (estimate)

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly), Methanol (Slightly)

pka

13.09±0.10(Predicted)

form 

Powder

color 

Slightly yellow to orange

Water Solubility 

Soluble in water, ether, ethanol, chloroform.

Sensitive 

Air & Moisture Sensitive

InChI

1S/C8H8O2/c9-6-8(10)7-4-2-1-3-5-7/h1-5,9H,6H2

InChIKey

ZWVHTXAYIKBMEE-UHFFFAOYSA-N

SMILES

OCC(=O)c1ccccc1

LogP

0.721 (est)

CAS DataBase Reference

582-24-1(CAS DataBase Reference)

NIST Chemistry Reference

«alpha»-Hydroxyacetophenone(582-24-1)

EPA Substance Registry System

Ethanone, 2-hydroxy-1-phenyl- (582-24-1)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-37/39

WGK Germany 

3

TSCA 

TSCA listed

HS Code 

29144000

Storage Class

11 - Combustible Solids

Hazard Classifications

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2-HYDROXYACETOPHENONE Usage And Synthesis

Chemical Properties

slightly yellow to orange powder

Uses

2-Hydroxyacetophenone can be used to produce 2-hydroxy-1-phenyl-ethanone-(1)-oxime by heating. It is used as pharmaceutical intermediate.

Uses

2-Hydroxyacetophenone can be used as a starting material for the synthesis of:

• Enantioselective 1R-phenyl-1,2-ethanediol in the presence of a rhodium(III) catalyst by asymmetric transfer hydrogenation.
• Copper(II) complexes of 2-hydroxyacetophenone N-substituted thiosemicarbazones.
• Chromium, molybdenum, and ruthenium complexes of 2-hydroxyacetophenone Schiff bases.
• 2-Hydroxyacetophenone-aroyl hydrazone derivatives for inhibition of copper corrosion in nitric acid.

Definition

ChEBI: 2-hydroxyacetophenone is a monohydroxyacetophenone that is acetophenone in which one of the methyl hydrogens has been replaced by a hydroxy group. It is a primary alcohol, a primary alpha-hydroxy ketone and a monohydroxyacetophenone.

Synthesis

Add 20 mmol of 48% hydrobromic acid to a 500 mL three-necked flask containing 20 mmol of styrene and 100 mL of water at room temperature, and slowly add 200 mmol of . 30% hydrogen peroxide, control the drip time for 30min, stir at room temperature for 30min, heat up to 80 ??, the reaction was 10h. C, the reaction was carried out for 10 h. The organic and aqueous phases were separated by standing. The organic phase containing 2-bromoacetophenone was added to a reactor containing 150 mL of water . The organic phase containing 2-bromoacetophenone was added to a reactor containing 150 mL of water , and hydrolyzed completely under the promotion of microwave, and the organic and aqueous phases were separated by standing to obtain a solution of 2-hydroxyacetophenone.

IC 50

HIV

2-HYDROXYACETOPHENONE(582-24-1)Related Product Information

• 2'-Hydroxyacetophenone
• 2-Hydroxy-1,4-naphoquinone
• Myricetin
• LAPACHOL
• MORIN
• Rutin
• ANISOIN
• 3-HYDROXYFLAVONE
• Galangin
• PURPUROGALLIN
• Quercetin
• HYDRINDANTIN
• Benzoylformic acid
• Benzoin
• Ninhydrin hydrate
• sodium phenylglyoxylate
• FISETIN HYDRATE
• 2-HYDROXY-1-(4-METHOXYPHENYL)-1-ETHANONE