2-Undecanone

2-Undecanone

Structural formula of 2-Undecanone

2-Undecanone, also known as methyl nonyl ketone, is an organic compound with the chemical formula C₁₁H₂₂O. It is a ketone that is commonly used in the fragrance and flavor industries due to its distinctive odor. 2-Undecanone is also known for its role as a natural insect repellent.

Chemical Properties

2-Undecanone is a ketone, characterized by the presence of a carbonyl group (C=O) bonded to two hydrocarbon groups. In the case of 2-Undecanone, the carbonyl group is bonded to a methyl group and a nonyl group, making it a methyl ketone. It is a colorless to pale yellow liquid at room temperature.

Occurrence

2-Undecanone occurs naturally in several plants, including wild tomato species, where it serves as a defense mechanism against herbivores and insects. It is also found in the essential oils of some plants and is used in the formulation of perfumes and flavors.

Uses

Insect Repellent

2-Undecanone is used as a natural insect repellent. It is effective against a variety of insects, including mosquitoes, ticks, and flies. Its use as a repellent is particularly valued in organic farming and gardening, where synthetic chemicals are avoided.

Fragrance and Flavor

In the fragrance industry, 2-Undecanone is used to impart a fruity or floral scent to perfumes and other scented products. In the flavor industry, it is used to add a fruity note to food products.

Synthesis

2-Undecanone can be synthesized through various chemical processes, including the oxidation of undecanol or the Friedel-Crafts acylation of nonane with acetyl chloride.

Safety

While 2-Undecanone is generally considered safe for use in consumer products, it should be handled with care in its pure form. It can cause irritation to the skin and eyes upon contact.

Related Pages

• Ketone
• Insect repellent
• Fragrance
• Flavor