Iodoacetone

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/h2H2,1H3 Key: WEFSXBPMNKAUDL-UHFFFAOYSA-N
SMILES CC(=O)CI
Properties
Chemical formula	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). Infobox references

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]}

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: ^{[3] [6]}

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.