δ-Decalactone
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δ-Decalactone (DDL) is a
chemical compound A chemical compound is a chemical substance composed of many identical molecules (or molecular entities) containing atoms from more than one chemical element held together by chemical bonds. A molecule consisting of atoms of only one element ...
, classified as a
lactone Lactones are cyclic carboxylic esters. They are derived from the corresponding hydroxycarboxylic acids by esterification. They can be saturated or unsaturated. Lactones are formed by lactonization, the intramolecular esterification of the corresp ...
, that naturally occurs in fruit and milk products in traces. It can be obtained from both chemical and biological sources. Chemically, it is produced from
Baeyer–Villiger oxidation The Baeyer–Villiger oxidation is an organic reaction that forms an ester from a ketone or a lactone from a cyclic ketone, using peroxyacids or peroxides as the oxidant. The reaction is named after Adolf von Baeyer and Victor Villiger who first ...
of delfone. From
biomass Biomass is a term used in several contexts: in the context of ecology it means living organisms, and in the context of bioenergy it means matter from recently living (but now dead) organisms. In the latter context, there are variations in how ...
, it can be produced via the hydrogenation of 6-pentyl-α-
pyrone Pyrones or pyranones are a class of heterocyclic chemical compounds. They contain an unsaturated six-membered ring, which has one oxygen atom and a carbonyl functional group. There are two isomers, denoted as 2-pyrone and 4-pyrone. The 2-pyrone ...
. DDL has applications in food, polymer, and agricultural industries to formulate important products. The ''S''-
enantiomer In chemistry, an enantiomer (Help:IPA/English, /ɪˈnænti.əmər, ɛ-, -oʊ-/ Help:Pronunciation respelling key, ''ih-NAN-tee-ə-mər''), also known as an optical isomer, antipode, or optical antipode, is one of a pair of molecular entities whi ...
has a nutty odor with a fruity undertone. The ''R''-enantiomer is the main component of the warning stench of the North American porcupine.


See also

* γ-Decalactone


References

{{DEFAULTSORT:Decalactone, δ- Delta-lactones