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5-Hydroxyoctanoic acid lactone (common name: δ-Octalactone) is a 6-membered cyclic ester formed when the hydroxyl group (‑OH) at carbon 5 and the carboxyl group (‑COOH) of 5-hydroxyoctanoic acid react intramolecularly.
Formula: C₈H₁₄O₂
CAS: 698-76-0
Structure: A δ-lactone ring (5 carbons + 1 oxygen) with a 4-carbon (butyl) side chain.
Properties: Colorless to pale yellow liquid with a strong, sweet coconut-like aroma and creamy undertones.
Occurrence: Naturally found in coconut oil, dairy products, peaches, and other fruits.
Uses:
Key flavoring agent in foods (coconut, dairy, fruit flavors), beverages, and candies.
Used in fragrances for cosmetics and perfumes.
Minor applications as a synthetic intermediate.
Its scent profile makes it invaluable in flavor/fragrance industries.
5-Hydroxyoctanoic acid lactone, more precisely known as δ-Octalactone, is a 6-membered cyclic ester formed by the intramolecular reaction of the hydroxyl group at C5 with the carboxylic acid group of 5-hydroxyoctanoic acid. Here are its key characteristics:
Chemical Name:
δ-Octalactone (common name, indicates ring size and carbon chain)
Systematic name: 5-Butyldihydrofuran-2(3H)-one
Formula: C₈H₁₄O₂
CAS Number: 698-76-0
Structure:
A δ-lactone (6-membered ring: 5 carbons + 1 oxygen).
Formed from the C5 hydroxyl and C1 carboxyl groups of 5-hydroxyoctanoic acid.
Has a 4-carbon side chain (butyl group) attached to the ring.
Properties:
Odor: Strong, characteristic coconut-like aroma with creamy, dairy nuances.
Appearance: Colorless to pale yellow liquid.
Natural Occurrence: Found in coconut oil, milk, peaches, and other fruits.
Primary Uses:
Flavor & Fragrance Industry: Key component in food flavorings (coconut, cream, dairy, fruit) and perfumes for sweet, tropical notes.
Synthetic Intermediate: Used in organic synthesis for pharmaceuticals or agrochemicals.
In summary: δ-Octalactone is a naturally occurring lactone prized for its coconut flavor, widely used in food, beverages, and cosmetics. Its chemistry centers on the 6-membered lactone ring derived from 8-carbon hydroxyacid cyclization.
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