2-Bromoacetophenone Property

Melting point:

48-51 °C (lit.)

Boiling point:

135 °C/18 mmHg (lit.)

Density 

1.476

refractive index 

1.5700 (estimate)

Flash point:

>230 °F

storage temp. 

2-8°C

solubility 

Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)

form 

Crystals or Powder

color 

White to dark green-brown

Water Solubility 

PRACTICALLY INSOLUBLE

Merck 

14,1402

BRN 

606474

Stability:

Stable. Incompatible with strong bases, strong oxidizing agents. Combustible.

InChIKey

LIGACIXOYTUXAW-UHFFFAOYSA-N

CAS DataBase Reference

70-11-1(CAS DataBase Reference)

NIST Chemistry Reference

Ethanone, 2-bromo-1-phenyl-(70-11-1)

EPA Substance Registry System

Ethanone, 2-bromo-1-phenyl- (70-11-1)

Safety

Hazard Codes 

C

Risk Statements 

34-20/21/22

Safety Statements 

26-36/37/39-45

RIDADR 

UN 2645 6.1/PG 2

WGK Germany 

3

F 

8-19

Hazard Note 

Corrosive

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

II

HS Code 

29143990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P363Wash contaminated clothing before reuse.

2-Bromoacetophenone Chemical Properties,Usage,Production

Chemical Properties

Off white-grey green crystaline powder

Uses

2-Bromoacetophenone is a brominated acteophenone derivative. 2-Bromoacetophenone has been shown to completely and irreversibly inactivate human liver aldehyde dehydrogenase (EC 1.2.1.3) isoenzymes E1 and E2. 2-Bromoacetophenone and its derivatives display some inhibitory activity on neutral protein tyrosine.inhibitors

Uses

It is used in preparation of crystalline esters from acids. 2-Bromoacetophenone is a complete and irreversible inactivator of human liver aldehyde dehydrogenase isoenzymes E1 and E2.

Definition

ChEBI: An alpha-bromoketone that is acetophenone substituted by a bromo group at position 2.

Synthesis Reference(s)

Journal of the American Chemical Society, 76, p. 5796, 1954 DOI: 10.1021/ja01651a061
Organic Syntheses, Coll. Vol. 2, p. 480, 1943
Synthetic Communications, 22, p. 1923, 1992 DOI: 10.1080/00397919208021322

General Description

A crystalline solid or a liquid with a sharp odor. Toxic by inhalation, ingestion and skin absorption. A severe eye irritant (a lachrymator). Used to make other chemicals.

Air & Water Reactions

Reacts slowly with moisture in air to form hydrogen bromide.

Reactivity Profile

2-Bromoacetophenone reacts slowly with metals causing mild corrosion.

Health Hazard

TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.

Fire Hazard

Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.

Purification Methods

Crystallise the bromide from EtOH, MeOH or pet ether (b 80-100o). [Tanner J Org Chem 52 2142 1987, Beilstein 7 IV 649.]