3-Heptanol

Description

3-Heptanol has a powerful, herbaceous odor and a pungent, slightly bitter taste. May be prepared through catalytic hydrogenation of ethyl-n-butyl ketone.

Chemical properties

Colorless, oily liquid

Chemical properties

3-Heptanol has a powerful, herbaceous odor and a pungent, slightly bitter taste.

Occurrence

Reported found in banana, papaya, French fried potato, peppermint oil, butter, fried or grilled beef, cognac, coffee, peated malt and rooibus tea (Aspalathius linearis)

The Uses of 3-Heptanol

3-Heptanol can be used:

• As a solvent to form microenvironments around single-walled carbon nanotubes.
• To prepare substituted pyrimidine derivatives as C1 domain-targeted isophthalate analogs to study their binding affinities towards PKCα?isoform.
• As a building block to synthesize 4-(3-adamantan-1-yl-ureido)-butyric acid and cyclohexanecarboxylic acid derivatives as sEH inhibitors.

The Uses of 3-Heptanol

Flotation frother, solvent and diluent in organic coatings, intermediates.

Preparation

By catalytic hydrogenation of ethyl-n-butyl ketone.

Definition

ChEBI: Heptan-3-ol is a secondary alcohol.

Aroma threshold values

240 to 410 ppb.

Synthesis Reference(s)

The Journal of Organic Chemistry, 30, p. 3760, 1965 DOI: 10.1021/jo01022a038
Synthetic Communications, 26, p. 1065, 1996 DOI: 10.1080/00397919608003713

General Description

3-Heptanol is the main biotransformation product of n-heptane.

Hazard

Toxic by ingestion. Moderate fire risk.

Biochem/physiol Actions

Odor at 1.0%

Metabolism

In the rabbit, heptan-l-ol is metabolized partly by direct conjugation with glucuronic acid to form an ether glucuronide and mainly by oxidation to the carboxylic acid, which either undergoes further oxidation to CO₂ or forms an ester glucuronide