δ-Decalactone

δ-Decalactone (DDL) is a chemical compound, classified as a lactone, that naturally occurs in fruit^[1] and milk products^[2] in traces. It can be obtained from both chemical and biological sources.^[3][4] Chemically, it is produced from Baeyer–Villiger oxidation of delfone.^[5] From biomass, it can be produced via the hydrogenation of 6-pentyl-α-pyrone.^[6] DDL has applications in food,^[7] polymer,^[8] and agricultural^[9] industries to formulate important products.

δ-Decalactone

Names
Preferred IUPAC name 6-Pentyloxan-2-one
Other names delta-Decalactone 5-Decanolide δ-pentyl-δ-valerolactone
Identifiers
CAS Number	705-86-2 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:87327
ChEMBL	ChEMBL3182189
ChemSpider	12282
ECHA InfoCard	100.010.810
EC Number	211-889-1
PubChem CID	12810
UNII	CNA0S5T234 Y
CompTox Dashboard (EPA)	DTXSID0044496
InChI InChI=1S/C10H18O2/c1-2-3-4-6-9-7-5-8-10(11)12-9/h9H,2-8H2,1H3 Key: GHBSPIPJMLAMEP-UHFFFAOYSA-N
SMILES CCCCCC1CCCC(=O)O1
Properties
Chemical formula	C10H18O2
Molar mass	170.252 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

The S-enantiomer has a nutty odor with a fruity undertone.^[10] The R-enantiomer is the main component of the warning stench of the North American porcupine.^[11]