Iodoacetone is an organoiodine compound with the chemical formula C
3H
5IO[1][2] The substance is a colorless liquid[3] under normal conditions, soluble in ethanol.[4][5]
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Preferred IUPAC name
1-Iodopropan-2-one | |
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3D model (JSmol)
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ChemSpider | |
ECHA InfoCard | 100.019.238 |
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PubChem CID
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CompTox Dashboard (EPA)
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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).
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Synthesis
editThe 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]
- C3H6O + I2 → HI + C3H5IO
See also
editReferences
edit- ^ "1-iodoacetone". chemsynthesis.com. Retrieved 1 June 2017.
- ^ 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.
- ^ a b Meyer, Earl (2010). "Rate and Activation Energy of the Iodination of Acetone" (PDF).
- ^ "Properties of substance: iodoacetone". chemister.ru. Retrieved 1 June 2017.
- ^ CRC Handbook of Chemistry and Physics (90 ed.). CRC Press. 2010. pp. 5–23.
- ^ "1-iodoacetone". webbook.nist.gov. Retrieved 1 June 2017.