54364-63-5

Usage

Uses

Used in the Fragrance Industry:
(E,E)-7,9-Dodecadienyl acetate is used as a fragrance ingredient for its ability to impart a pleasant and long-lasting scent. It is highly valued for its capacity to enhance the depth and complexity of various fragrances, making it a versatile and valuable component in the creation of appealing scents.
Used in the Flavor Industry:
(E,E)-7,9-Dodecadienyl acetate is used as a flavoring agent in the food industry, particularly in the creation of fruit flavors. It adds a sweet, fruity, and floral taste to food products, contributing to a more enjoyable and complex flavor profile.
Used in the Production of Perfumes and Air Fresheners:
(E,E)-7,9-Dodecadienyl acetate is also utilized in the production of perfumes and air fresheners to provide a pleasant and enduring fragrance. Its sweet, fruity, and floral odor makes it an ideal choice for adding a unique and attractive scent to these products.

Upstream product

• 16666-78-7 propylidenetriphenylphosphorane 
• 79837-91-5 9-(Tetrahydro-2-pyranyloxy)-2-noninal 
• 108-24-7 acetic anhydride 
• 154556-91-9 (7E,9Z)-dodec-7,9-dien-1-ol 
• 54364-60-2 (7E,9Z)-dodeca-7,9-dien-1-ol 
• 75-36-5 acetyl chloride 
• 2009-83-8 6-chloro-1-hexanol 
• 58766-03-3 1-(tetrahydro-2H-pyran-2-yl)oxy-7,9-dodecadiene 
• 13175-44-5 oct-7-en-1-ol 
• 629-41-4 1,8-Octanediol 
• 106-98-9 1-butylene 
• 5048-35-1 oct-7-en-1-yl acetate 
• 127-08-2 potassium acetate 
• 6228-47-3 n-propyltriphenylphosphonium bromide 

Relevant academic research and scientific papers

METHOD FOR PRODUCING COMPOUND HAVING CONJUGATED DIENE STRUCTURE

PROBLEM TO BE SOLVED: To provide a method capable of industrially producing a conjugated diene or a conjugated triene in a short process from a raw material which is easy to obtain and handle. SOLUTION: A conjugated diene is produced from a 3-alkenal via reactions of the following first step, second step, and third step in this order: the first step of reacting a Grignard reagent with the 3-alkenal to obtain a homoallylic alcohol; a second step of reacting an esterification reagent or a halogenation reagent with the homoallylic alcohol to obtain a sulfonic ester or a halogenated product; and a third step of having a base act on the sulfinic acid ester or the halogenated product to cause an elimination reaction. SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT

SYNTHESIS OF PHEROMONES AND RELATED MATERIALS VIA OLEFIN METATHESIS

Methods for preparation of olefins, including 8- and 11-unsaturated monoenes and polyenes, via transition metathesis-based synthetic routes are described. Metathesis reactions in the methods are catalyzed by transition metal catalysts including tungsten-, molybdenum-, and ruthenium-based catalysts. The olefins include insect pheromones useful in a number of agricultural applications.

Eco-Friendly and Industrially Scalable Synthesis of the Sex Pheromone of Lobesia botrana. Important Progress for the Eco-Protection of Vineyard

A one-pot synthesis of the pheromone of Lobesia botrana is described. The procedure allows an efficient and economical access to this product which is used for the protection of vineyards.

Synthesis of (7Z,9Z)-dodecadienyl acetate, a component of sex pheromones of the leafrollers Epinotia and Eucosma, using conjugated diynols

Two analogous routes to the title pheromones were elaborated based on organocuprate cross-coupling of Z,Z-dienic electrophiles, (2Z,4Z)-1-acetoxy-2,4-heptadiene (6) and (3Z,5Z)-1-bromoctadiene (8), with ω-tert-butoxy-1-chloropentane and -butane, respectively.Optimal conditions for the reaction of 2,4-heptadiyn-1-ol and 3,5-octadiyn-1-ol to the respective Z,Z-alkadienols as precursors for the electrophiles were found.Treatment of diynols with activated zinc in aqueous alcohol provided high geometrical purity of the product (> 94percent).In both cases, copper-catalyzed cross-coupling afforded 1-tert-butoxy-7,9-dodecadiene (four stereoisomers), acetolysis of which gave the target pheromone contaminated by stereoisomers.In the case of allylic electrophile 6, the reaction occured with the loss of the initial configurational purity, whereas the use of homoyllylic bromide 8 ensured almost complete retention of the configuration of the double bonds and obtaining the target pheromone of 87percent configurational purity.

Exo- and Endohormones. XII. Synthesis of 7(E),9(Z)-Dodecadien-1-yl Acetate, the Sex Pheromone of European Grape Vine Moth Lobesia Botrana, Involving Phase Transfer Technique

The synthesis of 7(E),9(Z)-dodecadien-1-yl acetate using for the olefination steps Wittig and Horner reactions under phase transfer conditions is reported.The 7(E) double bond was prepared by Horner coupling of 7-tert-butoxy-heptanal (1) with O,O-diethylphosphonoacetate (2) in a two phase system.Wittig olefination was used to build up the 9(Z) double bond by reacting 9-tert-butoxy-2-nonen-1-yl-triphenyl-phosphonium bromide (13) with propionaldehyde under phase transfer catalytic conditions.

STEREOSELECTIVE SYNTHESIS OF (E)-7, (Z)-9 DODECADIEN-1-YL ACETATE

Two convenient synthetic methods for (E)-7, (Z)-9 dodecadien-1-yl acetate, via palladium-copper catalysed reactions of acetylenic intermediates with vinylic halides, are presented.

SYNTHESIS OF LOBESIA BOTRANA AND SPODOPTERA LITTORALIS NATURAL SEX-ATTRACTANTS

Starting from the coupling reaction of alkyl cuprates with 1-alkynyl-2-propenyl acetates, the title compounds were preparated by short convenient syntheses.