54364-62-4

Basic information

• Product Name: (7Z,9E)-dodeca-7,9-dienyl acetate
• Synonyms: (7Z,9E)-dodeca-7,9-dienyl acetate;cis,trans-7,9-dodecadienylacetate;(7E,9Z)-7,9-Dodecadien-1-ol acetate;7,9-Dodecadien-1-ol, 1-acetate, (7E,9Z)-;7,9-Dodecadien-1-ol, acetate, (7E,9Z)-;7,9-Dodecadien-1-ol, acetate, (Z,E)-;Ai3-36734;Ccris 9116
• CAS NO: 54364-62-4
• Molecular Formula: C₁₄H₂₄O₂
• Molecular Weight: 224.33916
• EINECS: 259-127-7
• Mol File: 54364-62-4.mol
• Article Data: 36

Chemical Properties

• Boiling Point: 112-118℃ (3 Torr)
• Flash Point: 105.4°C
• Appearance: /
• Density: 0.896g/cm³
• Vapor Pressure: 0.00118mmHg at 25°C
• Refractive Index: 1.461
• CAS DataBase Reference: (7Z,9E)-dodeca-7,9-dienyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: (7Z,9E)-dodeca-7,9-dienyl acetate(54364-62-4)
• EPA Substance Registry System: (7Z,9E)-dodeca-7,9-dienyl acetate(54364-62-4)

Safety Data

• Hazardous Substances Data: 54364-62-4(Hazardous Substances Data)

Usage

Uses

(7E,9Z)-7,9-Dodecadien-1-ol, 1-Acetate is a sex pheromone of bud borer Crocidosema Aporema. It is also used in the study of the effect of sex pheromone emission on the attraction of Lobesia Botrana.

Synthesis Reference(s)

Tetrahedron Letters, 29, p. 217, 1988 DOI: 10.1016/S0040-4039(00)80057-X

InChI:InChI=1/C14H24O2/c1-3-4-5-6-7-8-9-10-11-12-13-16-14(2)15/h10-13H,3-9H2,1-2H3

Upstream product

• 54364-60-2 (7E,9Z)-dodeca-7,9-dien-1-ol 
• 108-24-7 acetic anhydride 
• 113093-79-1 7(E),9(Z)-1-tert-butoxy-7,9-dodecadiene 
• 154556-91-9 (7E,9Z)-dodec-7,9-dien-1-ol 
• 76934-43-5 (7E,9Z)-2-((dodec-7,9-dien-1-yl)oxy)tetrahydro-2H-pyran 
• 108377-84-0 C₄H₇BrZn 
• 94742-72-0 1-iodo-(E)1-octen-8-yl acetate 
• 75-36-5 acetyl chloride 
• 50375-98-9 (Z)-2-pentenylidene triphenylphosphorane 
• 113093-78-0 7-tert.butoxy-heptanal 
• 10160-16-4 (3Z,5Z)-3,5-octadien-1-ol 
• 10160-11-9 3,5-octadiyn-1-ol 
• 24088-97-9 8-chloro-oct-1-yne 
• 81216-13-9 8-bromooct-1-yne 

Relevant articles and documents

A highly efficient chemo-, regio-, and stereoselective synthesis of (7E, 9Z) dodecadien 1 yl acetate, a sex pheromone of Lobesia botrana, via a functionalized organoborate

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A NEW STRATEGY FOR THE SYNTHESIS OF THE PHEROMONES of Lobesia botrana and Bombyx mori

Opening of epoxysilanes by alkenyl cuprates reagents in the presence of BF3*Et2O afford β-hydroxysilanes which after basic or acidic treatment give the title pheromones.

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.

Pyridines as precursors of conjugated diene pheromones (II): Stereoselective synthesis of (7E,9Z)-dodecadiene-1-YL acetate, sex pheromone of Lobesia botrana

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Saegusa Oxidation of Enol Ethers at Extremely Low Pd-Catalyst Loadings under Ligand-free and Aqueous Conditions: Insight into the Pd(II)/Cu(II)-Catalyst System

A highly efficient and practical Pd(II)/Cu(OAc)2-catalyst system of Saegusa oxidation, which converts enol ethers to the corresponding enals with a number of diverse substrates at extremely low catalyst loadings (500 mol ppm) under ligand-free and aqueous conditions, is described. Its synthetic utility was demonstrated by large-scale applications of the catalyst system to important nature molecules. This work allows Saegusa oxidation to become a highly practical approach to preparing enals and also suggests new insight into the Pd(II)/Cu(II)-catalyst system for dehydrogenation of carbonyl compounds and decreasing Pd-catalyst loadings.

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