Chemical Properties
Dodecanal is a colorless liquid
with a waxy odor; in high dilution, it is reminiscent of violets. Dodecanal occurs in
several citrus oils and has been found in small amounts in essential oils obtained
from several Pinus species. It is used in perfumery in conifer fragrances with fatty,
waxy notes, but also in many other odor types. It is added to aroma compositions
to obtain citrus notes.
Chemical Properties
Dodecyl aldehyde has a characteristic fatty odor reminiscent of violet on dilution and a fatty, woody taste.
Occurrence
Dodecyl aldehyde is reported found in the essential oils of lemon, sweet orange, bitter orange, mandarin, Mexican lime and petitgrain bigarade and in the turpentine of some varieties of pine. Also reported found in berries, apple, carrot, celery, cucumber, rutabaga, ginger, wheat bread, cheeses, milk, butter, caviar, fatty fish, roast chicken, cooked beef and pork, hop oil, beer, rum, peanut, mango, kelp, coriander seed and leaf, lovage leaf, buckwheat, cherimoya, mountain papaya, clam, scallop, loganberry and mate.
Uses
Dodecyl aldehyde is used as a fragrance agent. It is used as a common ingredient in perfumery. It's end applications include soap, detergent, beauty care product, household product.
Uses
Dodecanal is a fragrance agent that is found in soaps, perfumes as well as in food flavoring materials.
Preparation
Dodecanal can be prepared by oxidation of the corresponding alcohol or reduction of the acid.
Definition
ChEBI: Dodecanal is a long-chain fatty aldehyde that is dodecane in which two hydrogens attached to a terminal carbon are replaced by an oxo group. It has a role as a plant metabolite. It is a 2,3-saturated fatty aldehyde, a medium-chain fatty aldehyde and a long-chain fatty aldehyde. It derives from a hydride of a dodecane.
Aroma threshold values
Detection: 0.5 to 1.5 ppb; aroma characteristics at 2.0%: soapy, waxy, aldehydic, citrus, orange rindy with
floral nuances
Taste threshold values
Taste characteristics at 2.0 ppm: soapy, waxy, citrus, orange mandarin.
Synthesis Reference(s)
Chemistry Letters, 11, p. 1081, 1982
Journal of the American Chemical Society, 99, p. 7365, 1977
DOI: 10.1021/ja00464a051Tetrahedron Letters, 17, p. 2503, 1976
General Description
Lauric aldehyde is one of the main aliphatic green volatile compounds in macerated grape cluster stems. It is also one of the key flavor constituents of grapefruit oil.
Safety Profile
Dodecyl aldehyde is mildly toxic by ingestion. A human and experimental skin irritant. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES.
Synthesis
Dodecyl aldehyde is synthesized by catalytic dehydrogenation of Dodecanol (Lauryl alcohol).
Metabolism
See monograph on aldehyde C-8*
Purification Methods
Convert lauraldehyde to the bisufite addition compound by shaking with saturated aqueous NaHSO3 for 1hour. The precipitate is filtered off, washed with ice cold water, EtOH and ether, then decomposed with aqueous Na2CO3. The aldehyde is extracted into diethyl ether which, after drying and evaporating, gives an oil which is fractionally distilled under vacuum. [Beilstein 1 IV 3380.]
