General Description
A clear colorless liquid with a sweet fat-like odor. Flash point 180°F. Less dense than water and insoluble in water. Vapors are heavier than air.
Reactivity Profile
DECYL ALCOHOL(112-30-1) attacks plastics. REF [Handling Chemicals Safely, 1980. p. 236]. Acetyl bromide reacts violently with alcohols or water, [Merck 11th ed., 1989]. Mixtures of alcohols with concentrated sulfuric acid and strong hydrogen peroxide can cause explosions. Example: An explosion will occur if dimethylbenzylcarbinol is added to 90% hydrogen peroxide then acidified with concentrated sulfuric acid. Mixtures of ethyl alcohol with concentrated hydrogen peroxide form powerful explosives. Mixtures of hydrogen peroxide and 1-phenyl-2-methyl propyl alcohol tend to explode if acidified with 70% sulfuric acid, [Chem. Eng. News 45(43):73(1967); J, Org. Chem. 28:1893(1963)]. Alkyl hypochlorites are violently explosive. They are readily obtained by reacting hypochlorous acid and alcohols either in aqueous solution or mixed aqueous-carbon tetrachloride solutions. Chlorine plus alcohols would similarly yield alkyl hypochlorites. They decompose in the cold and explode on exposure to sunlight or heat. Tertiary hypochlorites are less unstable than secondary or primary hypochlorites, [NFPA 491 M, 1991]. Base-catalysed reactions of isocyanates with alcohols should be carried out in inert solvents. Such reactions in the absence of solvents often occur with explosive violence, [Wischmeyer(1969)].
Air & Water Reactions
Insoluble in water.
Health Hazard
Direct contact can produce eye irritation; low general toxicity.
Fire Hazard
HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.
Chemical Properties
1-Decanol has a floral odor resembling orange flowers and a slight, characteristic fatty taste.
Chemical Properties
clear colorless to slightly yellow liquid
Chemical Properties
The threshold odor concentration in air for decyl alcohol
(isomer not specified) was reportedly 6.3 ppb.
Occurrence
Reported in the essential oils of ambrette seeds and almond flowers; also in citrus oils, fermented beverages,
apple juice, bilberry, American cranberry, papaya, raspberry, cheeses, milk, butter, beef, pork, beer, cognac, whiskey, red, white and
sparkling wines, coriander seeds and cardamom.
Application
decyl alcohol can be used for any number of functions, including as an emollient, a foam-booster, a surfactant and a viscosity controller, as well to mask odor and as a fixative in perfumes. Decyl alcohol occurs naturally in sweet orange and ambrette seed. It is also derived commercially from liquid paraffin.
Definition
ChEBI: A fatty alcohol consisting of a hydroxy function at C-1 of an unbranched saturated chain of ten carbon atoms.
Preparation
By sodium reduction or high-pressure catalytic hydrogenation of the esters of naturally occurring capric acid, or by oligomerization of ethylene using aluminium alkyl technology.
Production Methods
1-Decanol is prepared commercially by sodium reduction or
by the high-pressure catalytic reduction of coconut oil,
coconut fatty acids, or esters . It is also produced
by the Ziegler process, which involves oxidation of trialkylaluminum
compounds.
Aroma threshold values
Detection: 6 to 47 ppb
Chemical Reactivity
Reactivity with Water No reaction; Reactivity with Common Materials: No reaction; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.
Synthesis
Synthetically prepared from coconut oil derivatives; by reduction of some capric esters, such as methyl caprate.
Carcinogenicity
1-Decanol showed weak to
moderate tumor-promoting activity when applied three
times a week for 60 weeks to the skin of female Swiss
mice that previously received an initiating dose of dimethylbenz[
a]anthracene .
Metabolism
See alcohol C-8.
Purification Methods
Fractionally distil n-decanol in an all-glass unit at 10mm pressure (b 110o), then fractionally crystallise by partial freezing. Also purify by preparative GLC, and by passage through alumina before use. [Beilstein 1 IV 1815.]
