Sedanolide

Sedanolide
Names
	IUPAC name 3-Butyl-3a,4,5,6-tetrahydro-2-benzofuran-1(3H)-one
	Other names Sedanolide; 3-Butyl-3a,4,5,6-tetrahydrophthalide
Identifiers
CAS Number	6415-59-4 ;
3D model (JSmol)	Interactive image;
ChemSpider	4197506;
PubChem CID	5018391;
UNII	9GXU758IFX ;
CompTox Dashboard (EPA)	DTXSID001027843 ;
	InChI InChI=1S/C12H18O2/c1-2-3-8-11-9-6-4-5-7-10(9)12(13)14-11/h7,9,11H,2-6,8H2,1H3 Key: UPJFTVFLSIQQAV-UHFFFAOYSA-N;
	SMILES CCCCC1C2CCCC=C2C(=O)O1;
Properties
Chemical formula	C12H18O2
Molar mass	194.274 g·mol−1
Related compounds
Related compounds	Phthalide
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Sedanolide is a tetrahydrophthalide compound with the molecular formula C₁₂H₁₈O₂. It is reported that sedanolide is one of the flavor constituents of celery oil from fresh celery.^[1]

Isomers

There are 4 stereo isomers.

(3R,3aR)-sedanolide
(3R,3aS)-sedanolide
(3S,3aR)-sedanolide - Also called neocnidilide or trans-sedanolide.
(3S,3aS)-sedanolide

Similar compounds

3-Butylphthalide
Sedanenolide (sometimes called senkyunolide)

External links

The Sedanolides, John C. Leffingwell, Ph.D., Chirality & Odour Perception

References

^ Wilson, Charles Welthy III (1970). "Relative recovery and identification of carbonyl compounds from celery essential oil". Journal of Food Science. 35 (6): 766–768. doi:10.1111/j.1365-2621.1970.tb01989.x.

[1] Wilson, Charles Welthy III (1970). "Relative recovery and identification of carbonyl compounds from celery essential oil". Journal of Food Science. 35 (6): 766–768. doi:10.1111/j.1365-2621.1970.tb01989.x.

[1]

Names

IUPAC name 3-Butyl-3a,4,5,6-tetrahydro-2-benzofuran-1(3H)-one
Other names Sedanolide 3-Butyl-3a,4,5,6-tetrahydrophthalide
Identifiers
CAS Number	6415-59-4^Y
3D model (JSmol)	Interactive image
ChemSpider	4197506
PubChem CID	5018391
UNII	9GXU758IFX^Y
CompTox Dashboard (EPA)	DTXSID001027843
InChI InChI=1S/C12H18O2/c1-2-3-8-11-9-6-4-5-7-10(9)12(13)14-11/h7,9,11H,2-6,8H2,1H3 Key: UPJFTVFLSIQQAV-UHFFFAOYSA-N
SMILES CCCCC1C2CCCC=C2C(=O)O1
Properties
Chemical formula	C₁₂H₁₈O₂
Molar mass	194.274 g·mol⁻¹
Related compounds
Related compounds	Phthalide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references