Sedanolide

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Sedanolide
Sedanolide.svg
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
3D model (JSmol)
ChemSpider
PubChem CID
UNII
  • 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).

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]

Contents

Isomers

There are 4 stereo isomers.

Similar compounds

Related Research Articles

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Apiaceae or Umbelliferae is a family of mostly aromatic flowering plants named after the type genus Apium and commonly known as the celery, carrot or parsley family, or simply as umbellifers. It is the 16th-largest family of flowering plants, with more than 3,700 species in 434 genera including such well-known and economically important plants as ajwain, angelica, anise, asafoetida, caraway, carrot, celery, chervil, coriander, cumin, dill, fennel, lovage, cow parsley, parsley, parsnip and sea holly, as well as silphium, a plant whose identity is unclear and which may be extinct.

Celery Species of edible plant

Celery is a marshland plant in the family Apiaceae that has been cultivated as a vegetable since antiquity. Celery has a long fibrous stalk tapering into leaves. Depending on location and cultivar, either its stalks, leaves or hypocotyl are eaten and used in cooking. Celery seed powder is used as a spice.

Parsley Species of flowering plant in the celery family Apiaceae cultivated as an herb

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Aioli West Mediterranean sauce of garlic and oil

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Quinoline Chemical compound

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Myristicin Chemical compound

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Smyrnium olusatrum, common name alexanders is an edible flowering plant of the family Apiaceae (Umbelliferae), which grows on waste ground and in hedges around the Mediterranean and Atlantic coastal regions of Europe. It was formerly widely grown as a pot herb, but is now appreciated mostly by foragers.

Polyyne

In chemistry, a polyyne is any organic compound with alternating single and triple bonds; that is, a series of consecutive alkynes, (−C≡C−)
n
with n greater than 1. These compounds are also called polyacetylenes, especially in the natural products and chemical ecology literature, even though this nomenclature more properly refers to acetylene polymers composed of alternating single and double bonds (−CR=CR′−). They are also sometimes referred to as oligoynes, or carbinoids after "carbyne" (−C≡C−)
, the hypothetical allotrope of carbon that would be the ultimate member of the series. The synthesis of this substance has been claimed several times since the 1960s, but those reports have been disputed. Indeed, the substances identified as short chains of "carbyne" in many early organic synthesis attempts would be called polyynes today.

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<i>cis</i>-3-Methyl-4-octanolide Chemical compound

cis-3-Methyl-4-octanolide, also called cis-β-methyl-γ-octalactone or 5-butyldihydro-4-methylfuran-2(3H)-one, is a chemical compound of the lactone family with formula C
9
H
16
O
2
. It exists in two optical isomers: 3R,4R ("+") and 3S,4S ("−").

Butylphthalide Chemical compound

Butylphthalide is one of the chemical constituents in celery oil, along with sedanolide, which is primarily responsible for the aroma and taste of celery.

<i>Ligusticum scoticum</i> Species of flowering plant in the celery family Apiaceae

Ligusticum scoticum, known as Scots lovage, or Scottish licorice-root, is a perennial flowering plant in the celery family Apiaceae found near the coasts of northern Europe and north-eastern North America. It grows up to 60 centimetres (24 in) tall and is found in rock crevices and cliff-top grassland. It is closely related to, and possibly conspecific with, Ligusticum hultenii from the coast of the northern Pacific Ocean. The plant is edible and contains the compound sotolon, which is also present in fenugreek. The leaves have a flavour similar to parsley or celery, while the seeds taste similar to fenugreek or cumin.

References

  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.