82970-94-3

Usage

Uses

Used in Pharmaceutical Industry:
(3Z,6Z,9Z)-nonadeca-1,3,6,9-tetraene is used as a precursor for the synthesis of essential fatty acids, which are vital for human health. Its involvement in various physiological processes and potential pharmacological activities, such as anti-inflammatory and anti-cancer properties, make it a valuable compound for the development of pharmaceutical products.
Used in Dietary Supplements Industry:
(3Z,6Z,9Z)-nonadeca-1,3,6,9-tetraene is used as an ingredient in dietary supplements due to its role as a precursor for essential fatty acids. Its presence in plant oils and animal fats makes it a natural and beneficial addition to supplements aimed at promoting overall health and well-being.
Used in Research and Development:
(3Z,6Z,9Z)-nonadeca-1,3,6,9-tetraene is used as a subject of study in research and development for its potential applications in various fields, including medicine, nutrition, and pharmaceuticals. Its unique chemical structure and properties provide insight into its function and potential uses, driving further innovation and development in these industries.

Upstream product

• 1779-49-3 Methyltriphenylphosphonium bromide 
• 401813-46-5 octadeca-cis-2,cis-5,cis-8-trienal 
• 72530-33-7 (Z)-hex-3-ene-1,6-diol 
• 112-31-2 caprinaldehyde 
• 134369-99-6 (Z)-3-tridecenal diisopropyl acetal 
• 134370-01-7 (3Z,6Z)-3,6-hexadecadienyltriphenylphosphonium bromide 
• 107-02-8 acrolein 
• 693-58-3 1-Bromononane 
• 134370-00-6 (Z,Z)-3,6-hexadecadienal diisopropyl acetal 
• 108181-13-1 pivotal aldehyde 
• 85565-91-9 (3Z,6Z)-hexadeca-3,6-dienal 
• 85565-89-5 3,6-Hexadecadiyn-1-ol 
• 84653-92-9 (3Z,6Z)-3,6-Hexadecadienyliodid 
• 84653-91-8 (3Z,6Z)-3,6-Hexadecadien-1-ol 

Downstream Products

• 629-92-5 n-nonadecane 
• 112-31-2 caprinaldehyde 

Relevant academic research and scientific papers

Improved Synthesis of (3E,6Z,9Z)-1,3,6,9-Nonadecatetraene, Attraction Inhibitor of Bruce Spanworm, Operophtera bruceata, to Pheromone Traps for Monitoring Winter Moth, Operophtera brumata

The winter moth, Operophtera brumata (Lepidoptera: Geometridae), is an early-season defoliator that attacks a wide variety of hardwoods and, in some cases, conifers. The insect is native to Europe but has become established in at least three areas of Nort

Highly efficient one-pot double-Wittig approach to unsymmetrical (1Z,4Z,7Z)-homoconjugated trienes

We describe a novel one-pot double-Wittig approach towards unsymmetrically substituted skipped trienes using the symmetrical (Z)-hex-3- ene-1,6-bis(triphenylphosphonium iodide) (2) as key reagent. Double alkenylation of the corresponding bis(ylide) 3 with sequentially added aldehydes gives (Z)-1,4,7-homoconjugated trienes in good yields. Dissymmetrization of the bis(ylide) 3 is feasible, since it displays enhanced reactivity compared to the monoylide resulting from the first olefination. Symmetrical products from statistical coupling of the bis(ylide) 3 can be drastically suppressed by slow release of the first aldehyde component through in situ thermal decomposition of an intermediate aluminate complex, generated by reduction of a methyl ester with DIBAL-H. The novel strategy is successfully applied to the one-pot synthesis of functionalized and isotopically labelled polyunsaturated fatty acids as well as to the synthesis of the geometrid moth pheromone (3Z,6Z,9Z)-nonadeca-1,3,6,9-tetraene (6a). The dissymmetrization strategy was also found to be suitable for the synthesis of homoconjugated dienes from 1,3-propylbis(triphenylphosphonium bromide).

SYNTHETIC STUDIES IN THE FIELD OF ATTRACTIVE SUBSTANCES (SEX ATTRACTANTS) OF INSECTS. SYNTHESIS OF NONADECA-1,cis-3,cis-6,cis-9-TETRAENE - THE SEX PHEROMONE OF Operophtera brumata (LEPIDOPTERA; GEOMETRIDAE)

A new synthesis of nonadeca-1,cis-3,cis-6,cis-9-tetraene, the sex pheromone of the winter moth Operophtera brumata, has been developed which involves the alkylation of bromomagnesium derivatives of tetrahydropyranyl ethers of mono- and diacetylenic alcohols by a monoacetylenic bromide, followed by hydrogenation of the resulting triynol to a trienol, oxidation of the latter to an aldehyde, and interaction of the latter with methylenetriphenylphosphorane.

C3-homologation. Synthesis of C19-skipped polyenic pheromones

Total synthesis of three sex pheromone components including an all-cis diene or triene unit are described. Starting from decanal, cis-Wittig reactions, by using C3 homologating agent 4 and convenient phosphonium salts, allowed us to built up all-cis skipp

Pheromones, 57.- Synthesis of Lepidoptera Polyene Pheromones and of Structural Analogs.- Acetylenic Synthesis, Wittig Olefination, and Kolbe Electrolysis

By a combination of acetylenic syntheses with Wittig olefination as well as by mixed Kolbe electrolysis alkadienes, alkatrienes, and alkatetraenes (sex attractants of Lepidoptera and structural analogs)were synthesized.

Short synthesis of 1,3Z,6Z,9Z-tetraene hydrocarbons. Lepidopteran sex attractants

A short, convergent synthesis of 1,3Z,6Z,9Z-tetraene hydrocarbons was developed.A key step was the regioselective alkylation of 1,5-dibromo-2-pentyne.The method was used to synthesize tetraenes of chain lengths C18-C20, to be used in field trials as sex attractants and (or) inhibitors of the winter moth, Operophtera brumata L., and the Bruce spanworm O. bruceata H. (Lepidoptera: Geometridae).

PHEROMONE-XLII. 1,3,6,9-NONADECATETRAEN, DAS SEXUALPHEROMON DES FROSTSPANNERS OPEROPHTERA BRUMATA (GEOMETRIDAE).

By means of GC and GCMS analysis and electrophysiological investigations (Z3,Z6,Z9)-1,3,6,9-nonadecatetraene was identified as sex pheromone of the winter moth O.Brumata, and prepared by stereoselective synthesis methods.