18049-09-7

Basic information

• Product Name: 2,4,8-Decatrienoic acid, 5,9-dimethyl-, ethyl ester, (2E,4E)-
• CAS NO: 18049-09-7
• Molecular Formula: C14H22O2
• Molecular Weight: 222.327
• Mol File: 18049-09-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2,4,8-Decatrienoic acid, 5,9-dimethyl-, ethyl ester, (2E,4E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,8-Decatrienoic acid, 5,9-dimethyl-, ethyl ester, (2E,4E)-(18049-09-7)
• EPA Substance Registry System: 2,4,8-Decatrienoic acid, 5,9-dimethyl-, ethyl ester, (2E,4E)-(18049-09-7)

Safety Data

• Hazardous Substances Data: 18049-09-7(Hazardous Substances Data)

Upstream product

• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 141-27-5 3,7-dimethyl-2,6-octadienal 

Downstream Products

• 140231-55-6 C₂₁H₂₆⁽²⁾H₂O₄ 
• 126456-65-3 ethyl 3-(2,6,6-trimethyl-2-cyclohexenyl)-2-propenoate 
• 80922-54-9 (E)-3-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-propensaeure-ethylester 
• 259654-57-4 Se-phenyl (2E,4E)-5,9-dimethyl-2,4,8-decatrieneselenoate 

Relevant articles and documents

Stereochemical Studies on Homoterpene Biosynthesis in Higher Plants; Mechanistic, Phylogenetic, and Ecological Aspects

In higher plants, the two homoterpenes 4,8-dimethylnona-1,3,7-triene (1) and 4,8,12-trimethyltrideca-1,3,7,11-tetraene (2) originate from nerolidol (3) or geranyllinalool (4) by an oxidative cleavage of their C-skeletons.The reaction proceeds with exclusive loss of HS-C(5) of 3 and formal production of a C4 fragment.The site specificity of the enzyme(s) is identical for all of the hitherto examined plant families (Agavaceae, Asclepiadaceae, Asteraceae, Leguminosae, Magnoliaceae, and Saxifragaceae).The enzyme tolerates a wide range of structural modifications at the poalr head of 3.Instead of 3, also geranylacetone 12 and the secondary alcohol 13 can be cleaved to the homoterpene 1 and as yet unidentified carbonyl fragments.The C=C bonds within the aliphat/ic chain of 3 seem to be essential for the oxidative bond cleavage as well as for recognition and embedding of the substrate into the active center of the enzyme(s).The feed-induced biosynthesis of 1 and 2 in leaves of the Lima bean Phaseolus lunatus infested with the spider mite Tetranychus urticae probably requires a preceding release of nerolidol (3) or geranyllinalool (4) from phytogenic glycosides prior to the fragmentation reaction.The microbial reduction of the trienoic acids 6 and 6a is the key step for the synthesis of deuterium labelled nerolidol (3RS,5R)- and (3RS,5S)-9.