1-UNDECANOL

Chemical properties

Colorless liquid; citrus odor. Soluble in 60% alcohol. Combustible.

Chemical properties

Undecyl alcohol has a floral, citrus-like odor and fatty flavor.

Occurrence

Reported found in citrus fruits, fresh apple, banana, sour cherry, orange juice, orange peel oil, American cranberry, Vitis vinifera L., parmesan cheese, mushroom, tamarind, coriander seed and leaf, white wine, butter, heated butter, boiled eggs, boiled or uncured pork, plum brandy, coriander leaf, crayfish and oysters.

The Uses of 1-UNDECANOL

1-Undecanol can be used as a precursor in the synthesis of undecanal by chemoselective oxidation using a fluorous derivative of TEMPO (2,2,6,6-tetramethylpiperidine-1-oxyl) radical as a catalyst.
It can be also used as a solvent in homogeneous liquid-liquid microextraction method.

The Uses of 1-UNDECANOL

1-Undecanol is an antifungal, antioxidant compound. As well, it is used in the synthesis

Definition

ChEBI: A fatty alcohol that is undecane substituted by a hydroxy group at position 1.

Preparation

By reduction of the corresponding aldehyde.

Synthesis Reference(s)

The Journal of Organic Chemistry, 60, p. 5961, 1995 DOI: 10.1021/jo00123a038

General Description

Undecyl alcohol has been reported as a key volatile constituent of Senecio tenuifolius and Flacourtia montana.

Health Hazard

Recommended Personal Protective Equipment: Goggles and face shield; Symptoms Following Exposure: Liquid can irritate eyes; General Treatment for Exposure: Wash eyes with water for at least 15 min.; Toxicity by Inhalation (Threshold Limit Value): Not pertinent; Short-Term Exposure Limits: Not pertinent; Toxicity by Ingestion: Grade 2, LD50 = 0.5-5 g/kg; Late Toxicity: Data not available; Vapor (Gas) Irritant Characteristics: None; Liquid or Solid Irritant Characteristics: No appreciable hazard. Practically harmless to the skin; Odor Threshold: Not pertinent.

Flammability and Explosibility

Non flammable

Chemical Reactivity

Reactivity with Water No reaction; Reactivity with Common Materials: No reactions; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.

Safety Profile

Moderately toxic by ingestion. A skin irritant. Combustible liquid. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALCOHOLS.

Metabolism

See alcohol C-8.

Purification Methods

Purify the alcohol by repeated fractional crystallisation from its melt or by distillation in a vacuum. [Beilstein 1 H 427, 1 IV 1835.]