Bromoacetone
Bromoacetone is an organic compound with the formula CH3COCH2Br. This colorless liquid is a lachrymatory agent. It is a precursor to other organic compounds.
Occurrence
Bromoacetone is naturally present (less than 1%) in the essential oil of a seaweed from the vicinity of the Hawaiian Islands.
Synthesis
Bromoacetone is available commercially, sometimes stabilized with magnesium oxide. It was first described in the 19th century, attributed to N. Sokolowsky.
Bromoacetone is prepared by combining bromine and acetone, with catalytic acid. As with all ketones, acetone enolizes in the presence of acids or bases. The alpha carbon then undergoes electrophilic substitution with bromine. The main difficulty with this method is over-bromination, resulting in di- and tribrominated products. If a base is present, bromoform is obtained instead, via the haloform reaction.
Applications
It was used in World War I as a chemical weapon, called BA by British and B-Stoff (white cross) by Germans. Due to its toxicity, it is obsolete as a riot control agent and is not used anymore. Bromoacetone is a versatile reagent in organic synthesis. It is, for example, the precursor to hydroxyacetone (b.p. 40–43°/12 mm, CAS #116-09-6).
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Carving A Crimson Career
by: BrimstoneThis is our first kill
The war has just begun
Now you'll see lots of blood
Crushing - Blasting
No you can not hide away
No you will not stay alive
Now you'll see your own blood
Killing - Screaming
We will not fail
Steel must prevail
We will not fail
Steel must prevail
We're here,
We're proud
All losers they
Shatter by fear
We're loud,
We're mean
We're carving a crimson career
Liars and betrayers are scared
Cause their blood
In the gutter will flow
Brimstone move forward to reign
As we're carving a crimson career
The battle is goes on
The war is not over yet
There is more blood
To be spilled
Burning - Destroying
The wimps can not hide away
No they will not stay alive
Our knives will cut them deep
Exploding - Killing
Heavy metal shall reign
We'll distort your brain
We're here,
We're proud
All losers they
Shatter by fear
We're loud,
We're mean
We're carving a crimson career
Liars and betrayers are scared
Cause their blood
In the gutter will flow
Brimstone move forward to reign