δ-Decalactone

δ-Decalactone
Names
Preferred IUPAC name
6-Pentyloxan-2-one
Other names
  • delta-Decalactone
  • 5-Decanolide
  • δ-pentyl-δ-valerolactone
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.010.810
EC Number
  • 211-889-1
UNII
  • InChI=1S/C10H18O2/c1-2-3-4-6-9-7-5-8-10(11)12-9/h9H,2-8H2,1H3
    Key: GHBSPIPJMLAMEP-UHFFFAOYSA-N
  • CCCCCC1CCCC(=O)O1
Properties
C10H18O2
Molar mass 170.252 g·mol−1
Density 0.954 g/cm3
Melting point −21 °C (−6 °F; 252 K)
Boiling point 281 °C (538 °F; 554 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

δ-Decalactone (DDL) is a chemical compound, classified as a lactone, that naturally occurs in fruit and milk products in traces. It can be obtained from both chemical and biological sources. Chemically, it is produced from Baeyer–Villiger oxidation of delfone. From biomass, it can be produced via the hydrogenation of 6-pentyl-α-pyrone. DDL has applications in food, polymer, and agricultural industries to formulate important products.

The S-enantiomer has a nutty odor with a fruity undertone. The R-enantiomer is the main component of the warning stench of the North American porcupine.