Isoeugenol

Isoeugenol
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
CAS Number	97-54-1;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:CHEBI:18224;
ChEMBL	ChEMBL445206;
ChemSpider	7061;
ECHA InfoCard	100.002.356
EC Number	202-590-7;
KEGG	C10469;
PubChem CID	7338;
CompTox Dashboard (EPA)	DTXSID7022413 ;
	InChI InChI=1S/C10H12O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h3-7,11H,1-2H3;
	SMILES Oc1ccc(cc1OC)C=CC;
Properties
Chemical formula	C10H12O2
Molar mass	164.201
Appearance	oily liquid
Density	1.080
Melting point	−10 °C (14 °F; 263 K)
Boiling point	266 °C (511 °F; 539 K)
	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. It can be synthesized from eugenol and had 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.

References

The Merck Index, 12th edition, Merck & Co, Whitehouse Station, New Jersey, USA, 1996.