2,6-Dimethyl-5-heptenal

Chemical properties

2,6-Dimethyl-5-hepten-1-al was identified in ginger. It is a yellow liquid with a powerful, green, cucumber-like, and melon odor. It can be prepared by Darzens reaction of 6-methyl-5-hepten-2-one with ethyl chloroacetate. The intermediate glycidate is saponified and decarboxylated to yield the title compound.
It is used in many fragrance types and is invaluable in the creation ofmelon and cucumber notes.

Chemical properties

2,6-Dimethyl-5-heptenal has a characteristic odor of melon and a corresponding taste.

Occurrence

Reported found in lemon and lime peel oil, sudachi (Citrus sudachi H. ex. Shirai) and ginger.

The Uses of 2,6-Dimethyl-5-heptenal

It is used or fragrances designed to have a special fruity note tending towards melon, cucumber and pumpkin. It is mainly used perfuming agents.

What are the applications of Application

2,6-Dimethyl-5-heptenal is undergo concerted ene reaction to form zwitterion that further reacts to give ene product.

Preparation

By condensation of isobutyric aldehyde with α-methylcrotonaldehyde, followed by par tial hydrogenation; also from methylheptenone through Darzen's reaction.

Aroma threshold values

Detection: 16 ppb

Taste threshold values

Taste characteristics at 50 ppm: green, melon, watermelon-rind, cucumber, with a waxy, chemical and floral nuance.

General Description

2,6-Dimethyl-5-heptenal (melonal) and 5-heptenal undergo concerted ene reaction to form zwitterion that further reacts to give ene product.

Flammability and Explosibility

Not classified

Trade name

Melonal (Givaudan), Melomor (Aromor).

Safety Profile

skin and eye irritant. When heated to decomposition it emits acrid smoke and irritating fumes.