Chloroacetone

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Chloroacetone
File:Chloroaceton.svg
style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers
CAS number 78-95-5 YesY
PubChem 6571
ChemSpider 6323
RTECS number UC0700000
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InChI Script error: No such module "collapsible list".
InChI key BULLHNJGPPOUOX-UHFFFAOYAY
style="background: #F8EABA; text-align: center;" colspan="2" | Properties
Molecular formula C3H5ClO
Molar mass 92.524 g/mol
Appearance Colorless liquid, oxidises to amber
Density 1.15 g/cm3 at 20°C
Melting point

-44.5°C (-48.1°F)

Boiling point

119°C (246.2°F)

Solubility in water 10 g/100 mL at 20°C
Solubility alcohol, ether, chloroform[1]
Vapor pressure 1.5 kPa
style="background: #F8EABA; text-align: center;" colspan="2" | Hazards
Flash point 35°C
Autoignition
temperature
610°C
Explosive limits 3.4% - ?[2]
LD50 100 mg/kg (rats, oral)[3]
 YesY (what is this?)  (verify)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Chloroacetone is a chemical compound with the formula CH3COCH2Cl. At STP it is a colourless liquid with a pungent odour.[4] On exposure to light, it turns to a dark yellow-amber colour.[5] It was used as a tear gas in World War I.[6]


Applications

Chloroacetone is used to make dye couplers for colour photography, and is an intermediate in chemical manufacturing[3]. It is also used in the Feist-Benary synthesis of furans[7].

File:FeistBenarysynthesis.gif

See also

References

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External links


cs:Chloraceton

de:Chloraceton nl:Chlooraceton ja:クロロアセトン pl:Chloroaceton

zh:氯丙酮
  1. Lide, David R. (1998). Handbook of Chemistry and Physics (87 ed.). Boca Raton, FL: CRC Press. pp. 3–100. ISBN 0849305942. 
  2. "ICSC:NENG0760 International Chemical Safety Cards (WHO/IPCS/ILO) CDC/NIOSH". Center for Disease Control. 2006-10-11. Retrieved 2009-04-17. 
  3. 3.0 3.1 Hathaway, Gloria J.; Proctor, Nick H. (2004). Proctor and Hughes' Chemical Hazards of the Workplace (5 ed.). Wiley-Interscience. pp. 143–144. ISBN 9780471268833. Retrieved 2009-04-16. 
  4. "Occupational Safety and Health Guideline for Chloroacetone". U.S. Department of Labor - Occupational Safety & Health Administration. Retrieved 2008-06-06.  External link in |publisher= (help)
  5. "CHLOROACETONE". International Programme on Chemical Safety. Retrieved 2008-06-06.  External link in |publisher= (help)
  6. Haber, Ludwig Fritz (1986). The Poisonous Cloud: Chemical Warfare in the First World War. Oxford University press. ISBN 0198581424. 
  7. Li, Jie-Jack; Corey, E. J. (2004). Name Reactions in Heterocyclic Chemistry. Wiley-Interscience. p. 160. ISBN 9780471302155. Retrieved 2009-04-16.