2-Heptanone

From Wikipedia, the free encyclopedia

2-Heptanone[1]
IUPAC name Heptan-2-one
Other names Amyl methyl ketone
Butyl acetone
Methyl n-amyl ketone
Methyl pentyl ketone
Identifiers
CAS number [110-43-0]
PubChem 8051
SMILES CC(=O)CCCCC
Properties
Molecular formula C7H14O
Molar mass 114.18 g/mol
Appearance Clear liquid
Density 0.8 g/mL
Melting point

-35.5 °C
Boiling point

151 °C
Solubility in water 0.4% by wt
Hazards
Flash point 39 °C
Autoignition
temperature		 393 °C
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)
Infobox disclaimer and references

2-Heptanone, or methyl n-amyl ketone, is a ketone with the molecular formula C7H14O. It is a colorless to white liquid with a banana-like, fruity odor.

2-Heptanone is listed by the FDA as a "food additive permitted for direct addition to food for human consumption" (21 CFR 172.515), and it occurs naturally in certain foods (e.g., beer, white bread, butter, various cheeses and potato chips).[2]

The mechanism of action of methyl n-amyl ketone as a pheromone at odorant receptors in mice has been investigated.[3]

2-Heptanone was one of the metabolites of n-heptane found in the urine of employees exposed to heptane in shoe and tire factories.[4]

[edit] References

  1. ^ Methyl n-amyl ketone, International Occupational Safety and Health Information Centre (CIS)
  2. ^ Methyl (n-amyl) ketone, Chemical Sampling Information, Occupational Safety & Health Administration
  3. ^ Wang, Z., Balet Sindreu, C., Li, V., Nudelman, A., Chan, G.C. and Storm, D.R. (2006). "Pheromonal detection in male mice depends on signaling through the type 3 adenylyl cyclase in the main olfactory epithelium". J. Neurosci. 26 (28): 7375–7379. 
  4. ^ Perbellini, L., Brugnone, F., Cocheo, V., De Rosa, E. and Bartolucci, G.B. (1986). "Identification of the n-heptane metabolites in rat and human urine". Arch. Toxicol. 58 (4): 229–234. 

[edit] External links