Difference between revisions of "Chloroacetone"
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Chloroacetone is extremely toxic and an extremely powerful lacrymator. Many hobby chemists that have worked with the stuff, have mentioned that even traces of the substance are enough to cause strong lacrymation and
Chloroacetone is extremely toxic and an extremely powerful lacrymator. Many hobby chemists that have worked with the stuff, have mentioned that even traces of the substance are enough to cause strong lacrymationand .
Latest revision as of 18:30, 31 March 2020
| IUPAC name
| Other names
|Molar mass||92.52 g/mol|
|Odor||Pungent, unpleasant odor|
|Density||1.15 g/cm3 (20 °C)|
|Melting point||−44.5 °C (−48.1 °F; 228.7 K)|
|Boiling point||119 °C (246 °F; 392 K)|
|10 g/100 mL (20 °C)|
|Solubility||Miscible with acetone, chloroform, diethyl ether, ethanol, methanol|
|Vapor pressure||12.0 mmHg at 25 °C|
|Safety data sheet||Sigma-Aldrich|
|Flash point||35 °C (95 °F; 308 K)|
|Lethal dose or concentration (LD, LC):|
LD50 (Median dose)
| 100 mg/kg (rat, oral)|
41 mg/kg (rabbit, dermal)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Chloroacetone is a chemical compound with the formula CH3COCH2Cl. It was used as a tear gas in World War I, now replaced with safer agents.
Chloroacetone is used in the Feist-Benary synthesis of furans.
Chloroacetone will polymerize slowly under the influence of light with fire or explosion hazard.
Chloroacetone is a colorless liquid, that may turn amber under prolonged contact with air. It is only slightly soluble in water and sinks in it, though it is miscible with most organic solvents.
Chloroacetone is sold by chemical suppliers, but due to its hazards, it cannot be acquired by private individuals.
Transportation of unstabilized chloroacetone has been banned in the United States by the US Department of Transportation. Stabilized chloroacetone is in hazard class 6.1 (Poison Inhalation Hazard). Its UN number is 1695.
Chloroacetone purchased from commercial suppliers contains 5% impurities including mesityl oxide, which is not removed by distillation. Mesityl oxide can be oxidized using acidified potassium permanganate to form a diol (followed by separation with ether), which is removed on subsequent distillation.
- Make furans
Chloroacetone is extremely toxic and an extremely powerful lacrymator. Many hobby chemists that have worked with the stuff, have mentioned that even traces of the substance are enough to cause strong lacrymation, sometimes even for hours. It will also irritate skin, mouth and nose and may even cause injuries at concentrations high enough.
Chloroacetone must be kept in closed glass or plastic bottles, in dark, hazardous substances cabinets, with a clear hazard label, at 2-8 °C. A stabilizing agent, like 1% w/w calcium carbonate or 0.1% w/w Drapex 39 (epoxidized soybean oil) must be added to stabilize the compound, since chloroacetone without stabilizer is very dangerous.
Chloroacetone can be destroyed with a solution of NaOH or KOH, resulting in a crimson colored solution. Make sure to cool both liquids, to limit evaporation of the chloroacetone.