3'-Chloroacetophenone Chemical Properties

Boiling point:

227-229 °C(lit.)

Density 

1.191 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.550(lit.)

Flash point:

221 °F

storage temp. 

Sealed in dry,Room Temperature

form 

Liquid

Specific Gravity

1.191

color 

Clear colorless to yellow

Sensitive 

Lachrymatory

BRN 

636318

InChI

InChI=1S/C8H7ClO/c1-6(10)7-3-2-4-8(9)5-7/h2-5H,1H3

InChIKey

UUWJBXKHMMQDED-UHFFFAOYSA-N

SMILES

C(=O)(C1=CC=CC(Cl)=C1)C

CAS DataBase Reference

99-02-5(CAS DataBase Reference)

NIST Chemistry Reference

Acetophenone, 3'-chloro-(99-02-5)

EPA Substance Registry System

Ethanone, 1-(3-chlorophenyl)- (99-02-5)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-36-20/21/22

Safety Statements 

26-36-37/39-36/37/39-13-7/9

RIDADR 

UN 3416 6.1/PG 2

WGK Germany 

3

F 

19

Hazard Note 

Harmful/Irritant/Lachrymatory

TSCA 

TSCA listed

HazardClass 

6.1

PackingGroup 

II

HS Code 

29147090

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials

Hazard Classifications

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

MSDS

• Language:English Provider:3'-Chloroacetophenone
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

3'-Chloroacetophenone Usage And Synthesis

Uses

3'-Chloroacetophenone can be used as a raw material for pharmaceutical synthesis, mainly for the synthesis of carbamazepine, a drug for the treatment of epilepsy, and as an intermediate for fine chemicals, pesticides, etc.

Chemical Properties

clear colourless to yellow liquid

Uses

3’-Chloroacetophenone is usd in the synthesis of GABA-AT inhibitors. Also used in the synthesis of antimycobacterial studies.

Synthesis Reference(s)

The Journal of Organic Chemistry, 60, p. 2361, 1995 DOI: 10.1021/jo00113a013

General Description

The activity of strain, Saccharomyces cerevisiae B5, on the reduction of 3′-chloroacetophenone was studied.

Synthesis

The first step of the reaction is to use anhydrous ether as solvent, carbon tetrachloride as initiating catalyst, from magnesium, anhydrous ethanol and diethyl malonate, at atmospheric pressure and 20 ?? ~ 35 ??, heating reflux for 2 ~ 4 hours, while the preparation of magnesium ethoxymalonate malonate diethyl ester, the conversion rate of diethyl malonate can reach 85% to 90%; the second step of the reaction is to use anhydrous ether as solvent, at atmospheric pressure and temperature 30 ?? ~ 35 ??, and The second step reaction is to use anhydrous ether as solvent, at atmospheric pressure and temperature 30 ?? ~ 35 ??, by the magnesium ethoxide malonate and m-chlorobenzoyl malonate reaction to generate m-chlorobenzoyl malonate, m-chlorobenzoyl conversion rate of 90%, the selectivity of up to 85%; the third step reaction is in the aqueous sulfuric acid solution, under atmospheric pressure and temperature of 90 ?? ~ 110 ??, heated reflux for 3-5 hours by the hydrolysis and decarboxylation of m-chlorobenzoyl malonate and m-chlorophenyl acetophenone generation, hydrolysis and decarboxylation rate of almost 100%. The hydrolysis and decarboxylation rate was almost 100%. After hydrolysis and decarboxylation, the reaction mixture is separated by distillation, and m-chloroacetophenone with content ??99% can be obtained, and the yield of the product can be up to 75%??85%.

3'-Chloroacetophenone(99-02-5)Related Product Information

• L-PICEIN
• Acetophenone
• 4'-Methoxyacetophenone
• 2',4'-Dichloroacetophenone
• 3'-(Trifluoromethyl)acetophenone
• 3-Methoxyacetophenone
• 4'-Bromoacetophenone
• 2,4-Dichloro-5-fluoroacetophenone
• Dichloroacetonitrile
• 3-Aminoacetophenone
• 4-Nitroacetophenone
• 3-Chlorobenzyl cyanide
• 3-Nitroacetophenone
• 2',5'-Dichloroacetophenone
• Epichlorohydrin
• 4'-Hydroxyacetophenone
• 2-Chloroacetophenone
• 4'-CHLOROACETOPHENONE,4-CHLOROACETOPHENONE