3-Hexanone

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]
Melting point −55.5 °C (−67.9 °F; 217.7 K)
Boiling point 123 °C (253 °F; 396 K)[1]
14.7 g/L[1]
Vapor pressure 13.9 mmHg
−69.03·10−6 cm3/mol
1.4
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

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. It is highly flammable. It has roles as a human urinary metabolite, a human xenobiotic metabolite, an insect trap, a plant metabolite and a bacterial xenobiotic metabolite. It derives from a hydride of hexane[2].

According to IFF, it was described as having sweet, fruity, waxy, grape organoleptic properties.[3]

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:

Health effects

3-Hexanone can also act as a neurotoxin, causing chronic solvent-induced encephalopathy. Patients with this disease can experience difficulty sleeping, a decrease in intellectual capacity, dizziness, altered visual perception, impaired psychomotor skills, forgetfulness, and disorientation. Neurological signs include impaired vibratory sensation at extremities and an inability to maintain steady motion.

Isomers

References

  1. ^ a b c d e f g Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
  2. ^ "PubChem".
  3. ^ "Online Compendium".
This article is issued from Wikipedia. The text is available under Creative Commons Attribution-Share Alike 4.0 unless otherwise noted. Additional terms may apply for the media files.