Isoeugenol

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Isoeugenol[1]
Isoeugenol.svg
Names
IUPAC names
2-Methoxy-4-(prop-1-en-1-yl)phenol
(trans isomer shown)
Other names
4-Hydroxy-3-methoxy-1-propenylbenzene
2-Methoxy-4-propenylphenol
4-Propenylguaiacol
Identifiers
97-54-1
3D model (Jmol) (trans): Interactive image
ChEBI CHEBI:18224
ChEMBL ChEMBL445206
ChemSpider 21106129 (trans)
ECHA InfoCard 100.002.356
EC Number 202-590-7
KEGG C10469
PubChem 7338
UNII 5M0MWY797U
Properties
C10H12O2
Molar mass 164.20 g·mol−1
Appearance Oily liquid
Density 1.080
Melting point −10 °C (14 °F; 263 K)
Boiling point 266 °C (511 °F; 539 K)
810 mg/L [2]
Solubility Soluble in most organic solvents[3]
Vapor pressure 0.0135 mmHg[4]
Pharmacology
QN01AX94 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Isoeugenol is a phenylpropene, a propenyl-substituted guaiacol. A phenylpropanoid, it occurs in the essential oils of plants such as ylang-ylang (Cananga odorata). It can be synthesized from eugenol and has been used in the manufacture of vanillin. It may occur as either the cis (Z) or trans (E) isomer. Trans (E) isoeugenol is crystalline while cis (Z) isoeugenol is a liquid.[5]

Allergy[edit]

Some individuals experience a hives-like reaction to long-term exposure to Isoeugenol, which is named as Fragrance in the ingredients of consumer products such as soaps, shampoos and detergents, bath tissue, and topical cosmetic applications. Sensitivity to isoeugenol (Fragrance) may be identified with a clinical patch test.[6]

See also[edit]

References[edit]

  1. ^ The Merck Index, 12th edition, Merck & Co, Whitehouse Station, New Jersey, USA, 1996.
  2. ^ HERA; HERA Risk Assessment of Isoeugenol (Draft). Human and Environmental Risk Assessment on ingredients of Household Cleaning Products. Isoeugenol (CAS 97-54-1). Available from, as of June 23, 2012: http://www.heraproject.com/
  3. ^ Lewis, R.J. Sr.; Hawley's Condensed Chemical Dictionary 15th Edition. John Wiley & Sons, Inc. New York, NY 2007., p. 710
  4. ^ NIST; NIST Chemistry WebBook. Phenol, 2-methoxy-4-(1-propenyl)- (97-54-1). NIST Standard Reference Database No. 69, June 2005 Release. Washington, DC: US Sec Commerce. Available from, as of June 25, 2012: http://webbook.nist.gov
  5. ^ Merck Index
  6. ^ AllergEAZE. "PF137 Isoeugenol" (PDF). AllergEAZE. Retrieved 2015-08-25.