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Chloroacetone information


Chloroacetone
Names
Preferred IUPAC name
1-Chloropropan-2-one
Other names
Acetonyl chloride, chloropropanone, 1-chloro-2-propanone, monochloroacetone, 1-chloro-2-ketopropane, 1-chloro-2-oxypropane
UN 1695
Identifiers
CAS Number
  • 78-95-5 checkY
3D model (JSmol)
  • Interactive image
Beilstein Reference
605369
ChEBI
  • CHEBI:47220 checkY
ChemSpider
  • 6323 checkY
ECHA InfoCard 100.001.056 Edit this at Wikidata
EC Number
  • 201-161-1
PubChem CID
  • 6571
RTECS number
  • UC0700000
UNII
  • 60ZTR74268 checkY
CompTox Dashboard (EPA)
  • DTXSID0021547 Edit this at Wikidata
InChI
  • InChI=1S/C3H5ClO/c1-3(5)2-4/h2H2,1H3 checkY
    Key: BULLHNJGPPOUOX-UHFFFAOYSA-N checkY
  • Key: BULLHNJGPPOUOX-UHFFFAOYAY
SMILES
  • ClCC(=O)C
Properties
Chemical formula
C3H5ClO
Molar mass 92.52 g·mol−1
Appearance Colorless liquid, oxidizes to amber
Density 1.123 g/cm3
Melting point −44.5 °C (−48.1 °F; 228.7 K)
Boiling point 119 °C (246 °F; 392 K)
Solubility in water
10 g/100 mL at 20 °C
Solubility miscible with alcohol, ether, chloroform
Vapor pressure 1.5 kPa
Magnetic susceptibility (χ)
-50.9·10−6 cm3/mol
Dipole moment
2.36
Hazards
Flash point 35 °C (95 °F; 308 K)
Autoignition
temperature
610 °C (1,130 °F; 883 K)
Explosive limits 3.4% - ?[1]
Lethal dose or concentration (LD, LC):
LD50 (median dose)
100 mg/kg (rats, oral)[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Infobox references

Chloroacetone is a chemical compound with the formula CH3COCH2Cl. At STP it is a colourless liquid with a pungent odour.[3] On exposure to light, it turns to a dark yellow-amber colour.[4] It was used as a tear gas in World War I.[5]

  1. ^ "ICSC:NENG0760 International Chemical Safety Cards (WHO/IPCS/ILO) CDC/NIOSH". Center for Disease Control. 2006-10-11. Retrieved 2009-04-17.
  2. ^ Cite error: The named reference chw was invoked but never defined (see the help page).
  3. ^ "Occupational Safety and Health Guideline for Chloroacetone". U.S. Department of Labor - Occupational Safety & Health Administration. Archived from the original on 2013-05-03. Retrieved 2008-06-06.
  4. ^ "CHLOROACETONE". International Programme on Chemical Safety. Retrieved 2008-06-06.
  5. ^ Haber, Ludwig Fritz (1986). The Poisonous Cloud: Chemical Warfare in the First World War. Oxford University Press. ISBN 0-19-858142-4.

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Chloroacetone

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Chloroacetone is a chemical compound with the formula CH3COCH2Cl. At STP it is a colourless liquid with a pungent odour. On exposure to light, it turns...

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Amylocaine

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anesthesia. Amylocaine can be synthesized beginning with chloroacetone (1). Grignard reaction of chloroacetone with magnesium ethyl bromide gives 1-chloro-2-methyl-butan-2-ol...

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Fluoroacetone

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halogenated acetone derivatives, such as bromoacetone or chloroacetone. Bromoacetone Chloroacetone Iodoacetone Thioacetone "Fluoroacetone Basic information"...

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Thioacetone

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Thiobenzophenone, a thioketone that can be isolated as a solid Bromoacetone Chloroacetone Fluoroacetone Iodoacetone International Union of Pure and Applied Chemistry...

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Phenylacetone

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conventional routes including the Friedel-Crafts alkylation reaction of chloroacetone with benzene in the presence of aluminum chloride catalyst. Phenylacetone...

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Chloroform

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can produce some chloroform, in addition to other compounds, such as chloroacetone or dichloroacetone.[citation needed] In terms of scale, the most important...

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Iodoacetone

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acetone and the acid catalyst: C3H6O + I2 → HI + C3H5IO Bromoacetone Chloroacetone Fluoroacetone Thioacetone "1-iodoacetone". chemsynthesis.com. Retrieved...

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Thiazole

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example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone. In the Cook-Heilbron synthesis, thiazoles arise by the condensation...

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Bromomethyl ethyl ketone

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bromoacetone, was required for explosives production. Bromoacetone Chloroacetone Iodoacetone Bromobenzyl cyanide Chloroacetophenone Ethyl bromoacetate...

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Bromoacetone

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reaction with aqueous sodium hydroxide. Use of poison gas in World War I Chloroacetone Fluoroacetone Iodoacetone Thioacetone Merck Index, 11th Edition, 1389...

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List of stoffs

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but a tear gas (xylyl bromide) in World War I. A-Stoff (World War I): chloroacetone (tear gas) A-Stoff (World War II): liquid oxygen (LOX) B-Stoff (short...

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History of chemical warfare

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during the First World War, using the tear gases ethyl bromoacetate and chloroacetone. They likely did not realize that effects might be more serious under...

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Chemical weapons in World War I

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scarce among the Entente allies, the active ingredient was changed to chloroacetone. In October 1914, German troops fired fragmentation shells filled with...

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Hexafluoroacetone

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with phosphoryl chloride to give the imine (CF3)2CNH. Bromoacetone Chloroacetone Fluoroacetone Trifluoroacetone Novec 1230 Hexafluorothioacetone NIOSH...

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Hexachloroacetone

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treatment of hexachloroacetone with HF: (CCl3)2CO + 6 HF → (CF3)2CO + 6 HCl Chloroacetone Dichloroacetone CRC Handbook of Chemistry and Physics, Internet Version...

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List of UN numbers 1601 to 1700

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Bromobenzyl cyanides, liquid or Bromobenzyl cyanides, solid UN 1695 6.1 Chloroacetone, stabilized UN 1696 ? (UN No. no longer in use) UN 1697 6.1 Chloroacetophenone...

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Zomepirac

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Zomepirac can be synthesized from diethyl 1,3-acetonedicarboxylate, chloroacetone, and aqueous methylamine (MeNH2) via modification of the Hantzsch pyrrole...

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C3H5ClO

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C3H5ClO (molar mass: 92.52 g/mol, exact mass: 92.0029 u) may refer to: Chloroacetone, a colourless liquid with a pungent odour Epichlorohydrin, an organochlorine...

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