Pseudoisoeugenol

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Pseudoisoeugenol
Names
Preferred IUPAC name
4-Methoxy-2-[(E)-prop-1-enyl]phenol
Other names
2-(1-Propenyl)-4-methoxyphenol
trans-Pseudoisoeugenol
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C10H12O2/c1-3-4-8-7-9(12-2)5-6-10(8)11/h3-7,11H,1-2H3/b4-3+
    Key: CNTCZYAGRDSWBW-ONEGZZNKSA-N
  • CC=CC1=C(C=CC(=C1)OC)O
Properties
C10H12O2
Molar mass 164.204 g·mol−1
Density 1.0 g/cm3
Boiling point 357.3 °C (675.1 °F; 630.5 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Pseudoisoeugenol is a naturally occurring phenylpropene and an isomer of eugenol.[1]

Pseudoisoeugenol naturally occurs in the essential oils of roots from plants within the genus Pimpinella.[1][2] In addition to its standard form, the compound also occurs in a variety of structural derivatives. Common derivatives include the compound with its side chain bearing an epoxide functional group and the aromatic ring being associated with one of many possible esters in the 2nd position. Common esters of the phenol group include angelic acid, 2-methylbutanoic acid, tiglic acid, and 2-methylpropionic acid esters.[1] Hydrolysis of these esters, either in vivo or by using strong acids, forms 2-methyl-5-methoxybenzofuran.[3]

Biosynthesis

See also

References

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