765-19-5

Usage

Uses

Used in Chemical Ecology and Pheromone Research:
(E,E)-10,12-Hexadecadien-1-ol is used as a chemical marker in the study of chemical ecology, particularly in the investigation of insect mating behaviors and the identification of pheromones. Its presence in the female sex pheromones of various species makes it a valuable tool for understanding the chemical communication mechanisms in these organisms.
Used in Insect Control and Pest Management:
(E,E)-10,12-Hexadecadien-1-ol is used as an active ingredient in the development of pheromone-based insect control strategies. By mimicking the natural pheromones of female insects, (E,E)-10,12-Hexadecadien-1-ol can be employed to disrupt mating patterns, reduce population sizes, and manage pest infestations in agricultural settings.
Used in Fragrance and Flavor Industries:
(E,E)-10,12-Hexadecadien-1-ol, due to its unique chemical structure and properties, can be used as a raw material in the synthesis of various fragrances and flavors. Its potential applications in these industries include the creation of novel scents and tastes for perfumes, cosmetics, and the food and beverage sector.
Used in Pharmaceutical Research:
The biological activity of (E,E)-10,12-Hexadecadien-1-ol may also be of interest to the pharmaceutical industry. Its potential applications could include the development of new drugs targeting insect pests or the exploration of its properties for use in human or animal health applications, pending further research and development.

InChI:InChI=1/C16H30O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17/h4-7,17H,2-3,8-16H2,1H3/b5-4+,7-6+

Upstream product

• 692-87-5 ω-(Ethoxycarbonyl)nonanal 
• 88517-93-5 <(E)-hex-2-enyl>triphenylphosphonium bromide 
• 56904-95-1 (bromo-8 octyloxy-1)-1, ethoxy-1 ethane 
• 56904-76-8 acetoxy-1 octadiene-2,4 (E,Z) 
• 72621-48-8 chloro-8 trimethylsilyl oxy-1 octane 
• 1779-51-7 n-butyl(triphenyl)phosphonium bromide 
• 74016-78-7 trans-12-Hydroxy-2-dodecen-1-al 
• 3003-84-7 Tetrahydrofurfuryl chloride 
• 2774-84-7 undec-10-yn-1-ol 
• 13038-20-5 (E)-dodec-2-enedioic acid dimethyl ester 
• 5390-04-5 pent-1-yn-5-ol 
• 57078-05-4 trans-1,12-Dihydroxy-2-dodecene 
• 107148-57-2 1-<(Tetrahydro-2H-pyran-2-yl)oxy>-10-yn-12-hexadecene 
• 81965-48-2 12-<(Tetrahydro-2H-pyran-2-yl)oxy>-trans-2-dodecen-1-al 

Downstream Products

• 1109-83-7 Hexadecadien-(10t,12t)-yl-⁽¹⁾-4'-nitro-azobenzol-carbonsaeure-⁽⁴⁾-ester 
• 63024-98-6 (10E,12Z)-hexadeca-10,12-dienal 
• 69977-24-8 (E,E)-10,12-hexadecadienal 
• 63025-06-9 (10E,12Z)-hexadeca-10,12-dien-1-yl acetate 

Relevant academic research and scientific papers

Bidirectional, organocatalytic synthesis of lepidopteran sex pheromones

Shuffling of two simple building blocks and a regioselective transfer hydrogenation allow for the rapid synthesis of a small collection of lepidopteran sex pheromones, e.g., 8E,10Z-tetradeca-8,10-dienal 5c, from the horse chestnut leafminer (Cameraria ohridella).

INSECT PHEROMONES AND THEIR ANALOGUES XLVIII. A CONVENIENT SYNTHESIS OF THE 10E,12Z- AND 10E,12E-ISOMERS OF HEXADECADIEN-1-OL AND OF HEXADECA-10E,12Z-DIENAL - COMPONENTS OF THE SEX PHEROMONE OF THE SILKWORM MOTH

The 10E,12Z- and 10E,12E-isomers of hexadecadien-1-ol and of hexadeca-10E,12Z-dienal - components of the sex pheromone of the silkworm moth Bombyx mori - have been synthesized from the readilly available octa-2E,7-dien-1-ol.

Synthesis of (E,E)-10,12-hexadecadienal and (Z)-11-octadecenal

Two economically important insect pheromones, viz. (E,E)-10,12-hexadecadien-1-al (1) and (Z)-11-octadecenal (2) of cotton pests have been synthesised from cheap and readily available materials utilising in situ alkylation of dianion of 4-pentyn-1-ol obtainable easily by lithium amide induced opening of tetrahydrofurfuryl chloride in liquid ammonia.

SUBSTITUTION DES HALOGENO-1 ALCYNES-1 PAR LES DERIVES ORGANOMETALLIQUES DU CUIVRE. ACCES A UNE NOUVELLE CLASSE DE SYNTHONS: APPLICATION A LA SYNTHESE DU BOMBYKOL

1-Bromo- and 1-iodo-1-alkynes are alkylated by organocopper(I) compounds.Alkenylcopper(I) derivatives undergo substitution with retention of configuration leading to conjugated and functional enynes, from which conjugated dienes can be obtained.