Iodoacetone

From Wikipedia, the free encyclopedia
Iodoacetone
Iodoacetone.svg
Names
Preferred IUPAC name
1-Iodopropan-2-one
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.019.238 Edit this at Wikidata
EC Number
  • 221-161-5
  • InChI=1S/C3H5IO/c1-3(5)2-4/h2H2,1H3
    Key: WEFSXBPMNKAUDL-UHFFFAOYSA-N
  • CC(=O)CI
Properties
C3H5IO
Molar mass 183.976 g·mol−1
Appearance Yellow liquid
Density 2.0±0.1 g/cm3
Boiling point 163.1 °C (325.6 °F; 436.2 K)
Vapor pressure 2.1±0.3 mmHg
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Iodoacetone is an organoiodine compound with the chemical formula C
3
H
5
IO
[1][2] The substance is a colorless liquid[3] under normal conditions, soluble in ethanol.[4][5]

Synthesis[edit]

The reaction of acetone and iodine produces iodoacetone. The reaction is typically acid catalysed and first order with respect to acetone and the acid catalyst:[3][6]

C
3
H
6
O
+ I
2
--> HI + C
3
H
5
IO

See also[edit]

References[edit]

  1. ^ "1-iodoacetone". chemsynthesis.com. Retrieved 1 June 2017.
  2. ^ Solly, R.K.; Golden, D.M.; Benson, S.W. (1970). "Thermochemical properties of iodoacetone. Intramolecular electrostatic interactions in polar molecules". J. Am. Chem. Soc. 92 (15): 4653–4656. doi:10.1021/ja00718a030.
  3. ^ a b Meyer, Earl (2010). "Rate and Activation Energy of the Iodination of Acetone" (PDF).{{cite web}}: CS1 maint: url-status (link)
  4. ^ "Properties of substance: iodoacetone". chemister.ru. Retrieved 1 June 2017.
  5. ^ CRC Handbook of Chemistry and Physics (90 ed.). CRC Press. 2010. pp. 5–23.
  6. ^ "1-iodoacetone". webbook.nist.gov. Retrieved 1 June 2017.