3'-Bromoacetophenone Chemical Properties

Melting point:

8-11 °C(lit.)

Boiling point:

79-81 °C0.2 mm Hg

Density 

1.505 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.576(lit.)

Flash point:

>230 °F

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

Water Solubility 

Practically insoluble in water

form 

Liquid

Specific Gravity

1.498

color 

Clear slightly yellow to yellow

BRN 

507599

InChI

1S/C8H7BrO/c1-6(10)7-3-2-4-8(9)5-7/h2-5H,1H3

InChIKey

JYAQYXOVOHJRCS-UHFFFAOYSA-N

SMILES

CC(=O)c1cccc(Br)c1

CAS DataBase Reference

2142-63-4(CAS DataBase Reference)

NIST Chemistry Reference

3-Bromoacetophenone(2142-63-4)

EPA Substance Registry System

Ethanone, 1-(3-bromophenyl)- (2142-63-4)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38-36/38

Safety Statements 

26-36-24/25

WGK Germany 

3

F 

8

Hazard Note 

Irritant

TSCA 

TSCA listed

HS Code 

29147090

Storage Class

10 - Combustible liquids

Hazard Classifications

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

MSDS

• Language:English Provider:1-(3-Bromophenyl)ethanone
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

3'-Bromoacetophenone Usage And Synthesis

Chemical Properties

Clear colourless to light yellow liquid

Uses

3''-Bromoacetophenone is a chemical reagent used in the synthesis of chalcone derivatives as anti-cancer agents. Also used in the preparation of biphenyl pyridazinone deriatives as PDE4 inhibitors in anti-inflammatory treatments.

Synthesis

80ml of 48% hydrobromic acid, 80ml of water and 23g m-amino acetophenone, with ice brine cold to 0 ~ 5 ?? C, and then drop under stirring by 12.2g of sodium nitrite and 30ml of water solution (under the liquid level), and maintain the reaction temperature of 0 ~ 8 ?? C. Drops, and continue to react for 30min. will be made above the diazonium salt solution is poured into the cold CuBr hydrochloric acid solution (27.5 gCuBr + 50 ml hydrobromic acid), heated to 50 ~ 65 ??, stirred thoroughly for 2 ~ 3h. Separate and remove the solid material and water phase, to obtain the oily material. The oily material was washed with water until the aqueous solution was neutral. The oily material was added to water and distilled with water vapor until there were no oil droplets. Separate the oil layer, the aqueous layer was extracted with benzene, and after combining the oil layers, the benzene was first vaporized at atmospheric pressure, and then distilled at reduced pressure to collect the fraction at 117-122??C (2.3 kp), to obtain the product 3'-bromoacetophenone (31.2g, content 99.6%, yield 95.2%).

3'-Bromoacetophenone(2142-63-4)Related Product Information

• 4'-Methylacetophenone
• 3-Nitroacetophenone
• Chalcone
• 3-Aminoacetophenone
• 4'-Hydroxyacetophenone
• Acetophenone
• 3-Bromobenzonitrile
• Acetyl coenzyme A sodium salt
• 3-Bromophenylacetonitrile
• Bromobenzene
• Acetylacetone
• L-PICEIN
• 3-Bromophenylacetic acid
• 3'-Chloroacetophenone
• 1-AMINO-4-BROMOANTHRAQUINONE-2-SULFONIC ACID SODIUM SALT
• 4'-Bromoacetophenone 1-(4-Bromophenyl)ethanone 1-Acetyl-4-Bromobenzene,OMEGA-BROMOACETOPHENONE
• OMEGA-BROMOACETOPHENONE,-Bromoacetophenon
• 5-Bromoisatin