Isoeugenol

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Isoeugenol

Chemical structure of Isoeugenol

Isoeugenol is a phenylpropene, a type of phenylpropanoid, and is a member of the class of chemical compounds known as phenylpropanoids. It is a colorless to pale yellow liquid that is used in the fragrance industry and as a flavoring agent. Isoeugenol is derived from eugenol, which is found in clove oil, nutmeg, and other essential oils.

Chemical Structure and Properties

Isoeugenol has the chemical formula C__H__O_ and a molecular weight of 164.20 g/mol. It is an isomer of eugenol, differing in the position of the double bond in the side chain. The chemical structure of isoeugenol consists of a methoxy group and a propenyl group attached to a benzene ring.

Synthesis

Isoeugenol can be synthesized from eugenol through an isomerization process. This involves the rearrangement of the allyl group in eugenol to form the propenyl group in isoeugenol. The process can be catalyzed by acidic or basic conditions.

Uses

Isoeugenol is widely used in the perfume and flavoring industries. It is valued for its spicy and clove-like aroma, making it a popular ingredient in fragrances and cosmetics. In the flavoring industry, isoeugenol is used to impart a spicy flavor to food and beverages.

Health and Safety

While isoeugenol is generally recognized as safe for use in food and cosmetics, it can cause allergic reactions in some individuals. It is important to handle isoeugenol with care, as it can be an irritant to the skin and eyes.

Related Compounds

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Contributors: Prab R. Tumpati, MD