3-Hexanone

3-Hexanone (ethyl propyl ketone) is an organic compound with the formula C6H12O. It is a ketone used as a solvent and as a chemical intermediate.

3-Hexanone
Names
Preferred IUPAC name
Hexan-3-one
Other names
Ethyl propyl ketone
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.008.770
UNII
  • InChI=1S/C6H12O/c1-3-5-6(7)4-2/h3-5H2,1-2H3
    Key: PFCHFHIRKBAQGU-UHFFFAOYSA-N
  • InChI=1/C6H12O/c1-3-5-6(7)4-2/h3-5H2,1-2H3
    Key: PFCHFHIRKBAQGU-UHFFFAOYAM
  • O=C(CC)CCC
Properties
C6H12O
Molar mass 100.161 g·mol−1
Appearance Colorless liquid[1]
Density 0.82 g/cm3[1]
Boiling point 123 °C (253 °F; 396 K)[1]
14.7 g/L[1]
-69.03·10−6 cm3/mol
Hazards
Flash point 20 °C (68 °F; 293 K)[1]
Lethal dose or concentration (LD, LC):
2740 mg/kg (oral rat)[1]
2580 mg/kg (dermal, rabbit)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

According to IFF, it was described as having Sweet, Fruity, Waxy, Grape organoleptic properties.[2]

Preparation

3-Hexanone can be obtained by oxidation of 3-hexanol:

It is also the product of the Grignard reaction of propylmagnesium bromide with propionitrile:

Isomers

References
  1. Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
  2. http://lmrnaturals.iff.com/en/site-services/flavor-online-compendium-iframe#3-hexanone
This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.