Trans-3-Methyl-4-decanolide

trans-3-Methyl-4-decanolide

(4R,5S)-trans-3-Methyl-4-decanolide
(4S,5R)-trans-3-Methyl-4-decanolide
Names
IUPAC names (4R,5S)-5-Hexyl-4-methyldihydrofuran-2(3H)-one (4S,5R)-5-Hexyl-4-methyldihydrofuran-2(3H)-one
Identifiers
CAS Number	147254-33-9 (racemate) Y
3D model (JSmol)	(4R,5S): Interactive image (4S,5R): Interactive image
ChemSpider	24765174 (4S,5R) Y 24765175 (4R,5S)
PubChem CID	12839888
UNII	XN9I5FD92J  (racemate) Y
CompTox Dashboard (EPA)	DTXSID001029637
InChI InChI=1S/C11H20O2/c1-3-4-5-6-7-10-9(2)8-11(12)13-10/h9-10H,3-8H2,1-2H3/t9-,10+/m0/s1 Y Key: XNRLAEXLQFIKEY-VHSXEESVSA-N Y (4R,5S):InChI=1S/C11H20O2/c1-3-4-5-6-7-10-9(2)8-11(12)13-10/h9-10H,3-8H2,1-2H3/t9-,10+/m1/s1 Key: XNRLAEXLQFIKEY-ZJUUUORDSA-N
SMILES (4R,5S):C[C@H]1[C@H](CCCCCC)OC(C1)=O (4S,5R):C[C@@H]1[C@@H](CCCCCC)OC(C1)=O
Properties
Chemical formula	C11H20O2
Molar mass	184.279 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y  verify  (what is  YN ?) Infobox references

trans-3-Methyl-4-decanolide is a chemical compound with formula C
_¹¹H
_²⁰O
_², found in clary sage, ^[1] in the juice of the blood orange, and in the extract of mandarin peel. ^[2] It is a lactone with coconut-like odor. ^[2]

The cis isomer is found in an African orchid. ^{[2] [3]}

See also

• trans-3-Methyl-4-octanolide, flavor component of oak-aged liquors.

References

1. B. Maurer and A. Mauser (1983), New constituents of clary sage oil. IXth Int. Congr. Essent. Oils, Book 3, pages 69-76
2. Regula Naef and Alain Velluz (2005). "Identification of trans-3-Methyl-4-Decanolide in Blood Orange Juice and Mandarin Peel". Journal of Essential Oil Research.
3. R. Kaiser (1993), The Scent of Orchids,page 191. Elsevier