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Wikipedia

Sedanolide

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

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
  • 6415-59-4 Y
3D model (JSmol)
  • Interactive image
ChemSpider
  • 4197506
  • 5018391
UNII
  • 9GXU758IFX Y
  • 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
  • CCCCC1C2CCCC=C2C(=O)O1
Properties
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).

Isomers edit

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 edit

  • cnidilide

External links edit

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

References edit

  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.

sedanolide, tetrahydrophthalide, compound, with, molecular, formula, c12h18o2, reported, that, sedanolide, flavor, constituents, celery, from, fresh, celery, names, iupac, name, butyl, tetrahydro, benzofuran, other, names, butyl, tetrahydrophthalide, identifie. Sedanolide is a tetrahydrophthalide compound with the molecular formula C12H18O2 It is reported that sedanolide is one of flavor constituents of celery oil from fresh celery 1 Sedanolide Names IUPAC name 3 Butyl 3a 4 5 6 tetrahydro 2 benzofuran 1 3H one Other names Sedanolide3 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 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 1H3Key UPJFTVFLSIQQAV UHFFFAOYSA N SMILES CCCCC1C2CCCC C2C O O1 Properties Chemical formula C 12H 18O 2 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 Contents 1 Isomers 2 Similar compounds 3 External links 4 ReferencesIsomers editThere are 4 stereo isomers 3R 3aR sedanolide 3R 3aS sedanolide 3S 3aR sedanolide Also called neocnidilide or trans sedanolide 3S 3aS sedanolideSimilar compounds edit nbsp 3 Butylphthalide nbsp Sedanenolide sometimes called senkyunolide cnidilide 3 butylhexahydrophthalideExternal links editThe Sedanolides John C Leffingwell Ph D Chirality amp Odour PerceptionReferences edit 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 Retrieved from https en wikipedia org w index php title Sedanolide amp oldid 1094762560, wikipedia, wiki, book, books, library,

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