Bromoacetone

Bromoacetone
Bromoacetone
Are common
Systematic ; name	1-bromo-2-propanone
Abbreviations	BA
Chem. formula	C 3 H 5 BrO
Rat formula	CH 3 —CO — CH 2 Br
Physical properties
condition	colorless liquid
Molar mass	136.99 g / mol
Density	1,634 g / cm³
Thermal properties
T. melt.	-36.5 ° C
T. bale.	137 ° C
Classification
Reg. CAS number	598-31-2
PubChem
Reg. EINECS number
Smiles
Inchi
RTECS
Chebi
ChemSpider

Bromoacetone (martonite) is a chemical warfare agent belonging to the group of lacrimators , which was first used by the Germans in July 1915 during the First World War ^[1] .

In nature, bromoacetone is contained (less than 1%) in the essential oil of the Hawaiian seaweed Asparagopsis taxiformis ^[2] .

Content

Synthesis

Martonite is obtained by the interaction of acetone and bromine :

{\mathsf {CH_{3}{\text{-}}CO{\text{-}}CH_{3}+Br_{2}\rightarrow CH_{3}{\text{-}}CO{\text{-}}CH_{2}Br+HBr}}

{\ displaystyle {\ mathsf {CH_ {3} {\ text {-}} CO {\ text {-}} CH_ {3} + Br_ {2} \ rightarrow CH_ {3} {\ text {-}} CO { \ text {-}} CH_ {2} Br + HBr}}}

In industry, an additional oxidizing agent is added to make fuller use of bromine.

Application

Currently, as a toxic substance is not used due to its low resistance and effectiveness. Used in the synthesis of certain drugs, for example, amphetamines. Causes severe lacrimation (lacrimator).

Notes

↑ Chemical Weapons in World War I Archived on September 19, 2010.
↑ B. Jay Burreson, Richard E. Moore, and Peter P. Roller. Volatile halogen compounds in the alga Asparagopsis taxiformis (Rhodophyta) (English) // Journal of Agricultural and Food Chemistry : journal. - 1976. - Vol. 24 , no. 4 . - P. 856-861 . - DOI : 10.1021 / jf60206a040 .

Links

[1] Chemical Weapons in World War I Archived on September 19, 2010.

[2] B. Jay Burreson, Richard E. Moore, and Peter P. Roller. Volatile halogen compounds in the alga Asparagopsis taxiformis (Rhodophyta) (English) // Journal of Agricultural and Food Chemistry : journal. - 1976. - Vol. 24 , no. 4 . - P. 856-861 . - DOI : 10.1021 / jf60206a040 .