δ-Decalactone

Source: Wikipedia, the free encyclopedia.
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 Edit this at Wikidata
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
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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.

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]

See also

References

  1. PMID 15969525
    .
  2. PMID 11409991
    .
  3. doi:10.1002/adsc.200303234
    .
  4. S2CID 104343740
    .
  5. doi:10.1002/adsc.200303234
    .
  6. S2CID 104343740
    .
  7. ^ The forty-ninth meeting of the Joint FAO/WHO Expert Committee on Food Additives; WHO food additive series 40; WHO: Geneva, 1998
  8. PMID 35578491
    .
  9. S2CID 13106405
    .
  10. ^ "delta-decalactone, 705-86-2". www.thegoodscentscompany.com. Retrieved 2023-11-05.
  11. S2CID 36405223
    .
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