(2E,6Z)-2,6-Nonadien-1-ol occurs, for
example, in cucumber oil, violet leaf oil, and violet blossom oil. It is a colorless
liquid with an intense, heavy, fatty, green odor, reminiscent of violet leaves. The
starting material for the synthesis of (2E,6Z)-2,6-nonadien-l-ol is (Z)-3-hexen-
1-ol, which is converted via its halide into the corresponding Grignard reagent.
The Grignard reagent is reacted with acrolein to give 1,6-nonadien-3-ol, which is
converted into (2E,6Z)-2,6-nonadien-l-ol by allylic rearrangement.
Nonadienal is a powerful fragrance substance. It is used in fine fragrances to
create refined violet odors and to impart interesting notes to other blossom compositions.
In aroma compositions, it is used for fresh, green cucumber notes.
Food additive/natural product.
trans,cis-2,6-Nonadien-1-ol can be used as antimicrobial compositions for personal care products.
ChEBI: (2E,6Z)-nona-2,6-dien-1-ol is a primary allylic alcohol that is (2E,6Z)-nona-2,6-diene in which a hydrogen at position 1 has been replaced by a hydroxy group. It has a role as a flavouring agent, a plant metabolite and a fragrance. It is an alkenyl alcohol, a volatile organic compound, a primary allylic alcohol and a medium-chain primary fatty alcohol.
When natural Hexenol is used as a starting material, the preferred isomer will result. This is called "natural" because it is evidently identical to the naturally occurring alcohol. If synthetic Hexenol is used, the less desirable isomer will result. It has a more dry, less pleasant-oily character. There are several methods in use for the production of trans,cis-2,6-Nonadien-1-ol.
Low toxicity by ingestion and skin contact.
A skin irritant.
Low toxicity by
ingestion and skin contact. A skin irritant.
When heated to decomposition it emits
acrid smoke and irritating fumes.
