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Iodoacetone

Names
Preferred IUPAC name 1-Iodopropan-2-one
Identifiers
CAS Number	3019-04-3
3D model (JSmol)	Interactive image
ChemSpider	68871
ECHA InfoCard	100.019.238
EC Number	221-161-5
PubChem CID	76396
CompTox Dashboard (EPA)	DTXSID70184260
InChI InChI=1S/C3H5IO/c1-3(5)2-4/h2H2,1H3Key: WEFSXBPMNKAUDL-UHFFFAOYSA-N
SMILES CC(=O)CI
Properties
Chemical formula	C3H5IO
Molar mass	183.976 g·mol
Appearance	Yellow liquid
Density	2.0±0.1 g/cm
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 , 100 kPa). Infobox references

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

Synthesis

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:

C₃H₆O + I₂ → HI + C₃H₅IO

See also

• Bromoacetone
• Chloroacetone
• Fluoroacetone
• Thioacetone

References

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. ^ Meyer, Earl (2010). "Rate and Activation Energy of the Iodination of Acetone" (PDF).
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.

• Organoiodides
• Lachrymatory agents
• Ketones