74728-46-4

Usage

Uses

Used in Food and Fragrance Industries:
(E,Z)-9,11-Hexadecadienal is used as a flavoring agent and fragrance ingredient for its ability to impart a sweet, floral, and fruity note to a diverse array of products, enhancing their sensory appeal.
Used in Plant and Insect Communication:
In the natural world, (E,Z)-9,11-Hexadecadienal serves as a signaling molecule, playing a vital role in the defense mechanisms of plants and acting as a pheromone for certain insect species, facilitating communication and interaction within ecosystems.
Used in Pharmaceutical Research:
(E,Z)-9,11-Hexadecadienal is used as a subject of pharmaceutical research due to its demonstrated anti-inflammatory and anticancer properties, making it a promising candidate for the development of new therapeutic agents.

Upstream product

• 693-02-7 hex-1-yne 
• 2774-84-7 undec-10-yn-1-ol 
• 7383-19-9 hept-1-yn-3-ol 
• 37935-47-0 2-(5-bromopentyloxy)tetrahydropyran 
• 63025-04-7 (E₁₀,Z₁₂)-hexadeca-10,12-dien-1-ol 
• 75-18-3 dimethylsulfide 
• 84643-62-9 (9Z,11E)-hexadeca-9,11-dien-1-ol 
• 430425-39-1 1-(tetrahydro-2-pyranyloxy)-(E)-hexadec-11-en-9-yne 
• 16644-98-7 (E)-1-iodohexene 
• 444929-55-9 1-(tetrahydro-2-pyranyloxy)-(9Z,11E)-hexadecadiene 
• 87242-02-2 11-(tetrahydro-2H-pyran-2-yloxy)undec-2-yn-1-ol 
• 130592-50-6 11-(2'-tetrahydropyranyloxy)-2-undecyl-1-al 
• 19754-58-6 2-dec-9-ynyloxy-tetrahydro-pyran 
• 92080-86-9 (E₁₀,E₁₂)-hexadeca-10,12-dien-1-ol 

Relevant academic research and scientific papers

Preparation method of (9Z,11E)-9,11-hexadecanedional

The present invention provides a method for preparing (9Z,11E)-9,11-hexadecanedienal of formula (4) below, comprising: having (2E)-2-heptenoxal of formula (1) and the following general formula (2) of triarylphosphine 9,9-dialkoxynonylyelide compound under

PROCESS FOR PREPARING (9e, 11z)-9,11-HEXADECADIENAL

An efficient process for preparing (9E,11Z)-9,11-hexadecadienal of formula (4) is provided. The process includes at least steps of: conducting a nucleophilic substitution reaction between an (8E,10Z)-8,10-pentadecadienyl magnesium halide derived from an (8E,10Z)-1-halo-8,10-pentadecadiene of (1): and an orthoformate ester (2) to thereby prepare a (9E, 11Z)-1,1-dialkoxy-9, 11-hexadecadiene (3): and hydrolyzing the (9E, 11Z)-1,1-dialkoxy-9,11-hexadecadiene (3) to obtain (9E, 11Z)-9,11-hexadecadienal (4).

Synthesis of E-vinyl iodides via Pd-catalyzed hydrostannation of terminal alkynes

E-Vinyl iodides may be prepared via a one-pot reaction involving Pd-catalyzed hydrostannation of terminal alkynes followed by iodinolysis of the intermediate vinylstannane. The synthesis is tolerant of functional groups, such as alcohols and esters.

Synthesis of (9E,11Z)-hexadeca-9,11-dienal, sex pheromone of the pecan nut casebearer, Acrobasis nuxvorella (Neunzig)

The pecan nut casebearer, Acrobasis nuxvorella (Neunzig), is a significant pest of the pecan nut industry. Two alternative syntheses of (9E,11Z)-hexadeca-9,11-dienal, the sex pheromone of the pecan nut casebearer, are described. The key transformation in

Identification, syntheses, and characterization of the geometric isomers of 9,11-hexadecadienal from female pheromone glands of the sugar cane borer Diatraea saccharalis

Chemical analysis of the pheromone glands of the sugar cane borer Diatraea saccharalis has shown the presence of the four geometric isomers of 9,11-hexadecadienal (1-4), in addition to hexadecanal and (Z)-hexadec-11-enal. We here report the syntheses and characterization of compounds 1-4, One starting material, 9-decen-1-ol, has been used to obtain all of them via divergent synthetic routes.

Chemical characterization and synthesis of the major component of the sex pheromone of the sugarcane borer Diatraea saccharalis

(9Z,11E)-Hexadeca-9,11-dienal (1) was identified as a major component of the sex pheromone of the sugarcane borer Diatraea saccharalis. The identification is based on mass spectral examination of the extracts prepared from calling females, derivatization experiments with 4-methyl-3,5-dihydro-1,2,4-triazole-3,5-dione (2), stereospecific synthesis of dienal 1, and gas chromatography (GC) with electroantennographic detection (GC-EAD). In GC analysis, the antennaly active component and synthetic dienal 1 show identical retention times on several GC phases. However, the behavioral activity of synthetic 1 was much weaker than that of natural extracts. This suggests that an additional component(s) might be involved in sexual communication of this species.

Sex attractant pheromone of the pecan nut casebearer (Lepidoptera: Pyralidae)

A female-produced sex pheromone for the pecan nut casebearer, Acrobasis nuxvorella Neunzig, has been identified from pheromone gland extracts of calling female moths. The compound (9E,11Z)-hexadecadienal [(9E,11Z)-16:Ald] was identified by coupled GC-EAD

Insect pheromone

Synthesis of the insect pheromone (9Z,11E)-9,11-hexadecadienal of the sugarcane borer, Diatraea saccharalis (F.), and intermediates therefor.