Isoeugenol
Encyclopedia
Isoeugenol is a phenylpropene
, a propenyl-substituted guaiacol
. A phenylpropanoid, it occurs in the essential oil
s of plants such as ylang-ylang
(Cananga odorata). 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.
Phenylpropene
Phenylpropenes, propenylphenols or allylbenzenes are a class of phenylpropanoids, a type of polyphenols.The phenylpropenes, including eugenol, chavicol, safrole and estragole, are derived from the monolignols. These compounds are the primary constituents of various essential oils....
, a propenyl-substituted guaiacol
Guaiacol
Guaiacol is a naturally occurring organic compound with the formula C6H4. Although it is biosynthesized by a variety of organisms, this colorless aromatic oil is usually derived from guaiacum or wood creosote. Samples darken upon exposure to air and light. Guaiacol is present in wood smoke,...
. A phenylpropanoid, it occurs in the essential oil
Essential oil
An essential oil is a concentrated hydrophobic liquid containing volatile aroma compounds from plants. Essential oils are also known as volatile oils, ethereal oils or aetherolea, or simply as the "oil of" the plant from which they were extracted, such as oil of clove...
s of plants such as ylang-ylang
Ylang-ylang
Cananga odorata, commonly called Ylang-ylang , cananga tree, ilang-ilang, kenanga , fragrant cananga, Macassar-oil plant or perfume tree),is a tree valued for its perfume...
(Cananga odorata). It can be synthesized from eugenol
Eugenol
Eugenol is a phenylpropene, an allyl chain-substituted guaiacol. Eugenol is a member of the phenylpropanoids class of chemical compounds. It is a clear to pale yellow oily liquid extracted from certain essential oils especially from clove oil, nutmeg, cinnamon, basil and bay leaf. It is slightly...
and had been used in the manufacture of vanillin
Vanillin
Vanillin is a phenolic aldehyde, an organic compound with the molecular formula C8H8O3. Its functional groups include aldehyde, ether, and phenol. It is the primary component of the extract of the vanilla bean. It is also found in Leptotes bicolor, roasted coffee and the Chinese red pine...
. It may occur as either the cis (Z) or trans (E) isomer. Trans (E
E-Z notation
E-Z notation, or the E-Z convention, is the IUPAC preferred method of describing the stereochemistry of double bonds in organic chemistry...
) isoeugenol is crystalline while cis (Z) isoeugenol is a liquid.