56218-63-4

Usage

InChI:InChI=1/C14H26O2/c1-3-4-5-6-7-8-9-10-11-12-13-16-14(2)15/h10-11H,3-9,12-13H2,1-2H3/b11-10+

Upstream product

• 68900-87-8 (E)-3-dodecene-1-ol 
• 75-36-5 acetyl chloride 
• 58568-33-5 (E)-nona-3,8-dien-1-ol 
• 59533-58-3 1-cyclopropylnonan-1-one 
• 62936-20-3 1-cyclopropylnonan-1-ol 
• 128540-78-3 (E)-1-cyclopropyl-non-2-en-1-one 
• 127934-20-7 1-cyclopropyl-3-trimethylsilyloxynonan-1-one 
• 111-71-7 heptanal 
• 130628-58-9 C₁₀H₁₉BrMg 
• 86669-18-3 C₁₀H₁₇Hg 
• 55182-73-5 dodec-3-yn-1-ol 
• 764-93-2 1-decyne 
• 170753-56-7 9-hydroxynon-3E-en-1-yl acetate 
• 170753-55-6 nona-3E,8-dien-1-yl acetate 

Relevant academic research and scientific papers

SYNTHESIS OF (E)-DODEC-3-EN-1-YL ACETATE - THE MAIN COMPONENT OF SEX PHEROMONES OF Scrobipalpa ocellatella AND Scrobipalpopsis solanivora

(E)-Dodec-3-en-1-yl acetate - the main component of the sex pheromones of Scrobipalpa ocellatella and Scrobipalpopsis solanivora - has been obtained by a three-stage synthesis from decanal and malonic acid.The overall yield of pheromone was 33percent calculated on the initial aldehyde.

Short and stereoselective synthesis of (E)-3-alkenyl acetates, insect sex pheromone constituents of Lepidoptera; Gelechidae

(E)-3-alkenyl acetates, which are insect sex pheromone constituents, have been prepared from linear saturated aldehydes, by a short three steps process, via the (E)-3-alkenoic acids and the corresponding (E)-3-alkenols, in good overall yield (60-65%) and high stereochemical purity (>99%).

INSECT PHEROMONES AND THEIR ANALOGUES. XLV. SYNTHESIS OF MONO- AND DIENIC COMPONENTS OF INSECT PHEROMONES FROM ISOPROPYL NONA-3E,8-DIENOATE

Non-6E-en-1-ol, dodec-3E-en-1-yl acetate, and dodeca-7E,9Z-dien-1-yl acetate, which are components of sex pheromones of insects of the order Lepidoptera, have been synthesized from the readily accessible isopropyl nona-3E,8-dienoate.

Two approaches for the synthesis of sweet potato weevil and sugar beet moth pheromones

Two approaches for the synthesis of (3Z)- and (3E)-dodecenols, the important precursors of several important pheromones have been developed based on acetylene chemistry and modified Knovenagel condensation.The key features of the approaches are use of inexpensive chemicals and simple reaction conditions.The alcohols are converted to the title pheromones by suitable functionalisation.

SIMPLE SYNTHESIS OF &β-SILYLOXYACYLCYCLOPROPANES AND THE HOMOALLYL REARRANGEMENT OF CYCLOPROPYLCARBINOLS BY THE ACTION OF TRIMETHYLSILYL HALIDES IN THE PRESENCE OF ZINC HALIDES

The ZnCl2 catalyzed condensation of 1-trimethylsilyloxyvinylcyclopropane with aldehydes and ketones gave β-silyloxyacylcyclopropanes, which were converted by the action of TsOH in boiling benzene into 1-cyclopropyl-2E-alken-1-ones.Reduction of the latter gave saturated and allyl cyclopropylcarbinols, which by means of Me3SiX and catalytic amounts of ZnX2 (X = Cl, Br) were highly selectively converted into the corresponding linear mono- and dienic E-homoallyl halides.The sequence of reactions that was worked out provided an effective synthesis of 3E-dodecenyl acetate, a sex pheromone of the sugar beet moth.

Syntheses of Monounsaturated Sex Pheromones of Lepidoptera via 3-Alkyn-1-ols

3-Alkyn-1-ols as intermediate synthons in the preparation of some Lepidoteran sex pheromones were utilized.Characteristic fragmentations reflecting the position of the triple bond were found in the mass spectra of 3-alkyn-1-ols and alkyn-1-yl acetates in contrast to 1-tert-butoxy-alkynes.A partial isomerization of 1-tosyloxy-3-(Z)-octene to 1-bromo-3-(E)-octene within the reaction with NaBr in DMF was noticed by GC and 13C-n.m.r., for which a mechanism involving homoconjugation in an intermediate non-classical carbonium ion was suggested.