35153-18-5

Basic information

• Product Name: E-11-TETRADECEN-1-OL
• Synonyms: E-11-TETRADECEN-1-OL;(11E)-11-Tetradecen-1-ol;(e)-11-tetradecen-1-o;11-Tetradecen-1-ol, (E)-;E-11-Tetradecenol;(E)-tetradec-11-enol;TRANS-11-TETRADECENOL;11E-14OH
• CAS NO: 35153-18-5
• Molecular Formula: C₁₄H₂₈O
• Molecular Weight: 212.37
• EINECS: 252-402-2
• Mol File: 35153-18-5.mol

Chemical Properties

• Boiling Point: 280.7±8.0℃ (760 Torr)
• Flash Point: 121.3±5.5℃
• Appearance: /
• Density: 0.846±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 0.000445mmHg at 25°C
• Refractive Index: 1.4562 (589.3 nm 20℃)
• CAS DataBase Reference: E-11-TETRADECEN-1-OL(CAS DataBase Reference)
• NIST Chemistry Reference: E-11-TETRADECEN-1-OL(35153-18-5)
• EPA Substance Registry System: E-11-TETRADECEN-1-OL(35153-18-5)

Safety Data

• Hazardous Substances Data: 35153-18-5(Hazardous Substances Data)

Usage

Uses

Used in Pest Management:
E-11-TETRADECEN-1-OL is used as a pheromone lure in pest management strategies for the lightbrown apple moth and its congener Ostrinia latipennis moth species. By mimicking the natural sex pheromone, it helps in attracting and trapping these moths, enabling effective monitoring and control of their populations in agricultural settings.
Used in Chemical Ecology Research:
E-11-TETRADECEN-1-OL is utilized as a research tool in chemical ecology to study the mating behavior, communication, and chemical signaling mechanisms of moths. Understanding the role of this compound in moth populations can provide insights into their reproductive biology and inform the development of targeted pest control methods.

InChI:InChI=1/C14H28O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15/h3-4,15H,2,5-14H2,1H3/b4-3+

Upstream product

• 63281-96-9 (E)-1-bromo-3-hexene 
• 50816-19-8 8-bromooctanol 
• 33925-73-4 13-tetradec-11-yn-1-ol 
• 33189-72-9 (E)-tetradec-11-en-1-yl acetate 
• 57586-92-2 14-tetrahydropyranyloxy-2(E)-tetradecene 
• 19101-00-9 (11?hydroxyundecyl)triphenylphosphonium bromide 
• 123-38-6 propionaldehyde 
• 83748-48-5 1-bromo-6E-nonene 
• 119136-11-7 methyl (E)-11-tetradecenoate 
• 157887-68-8 tetradeca-1,11E-diene 
• 31502-19-9 (E)-6-nonen-1-ol 
• 60024-69-3 trans nona-1,3-diene 
• 112-45-8 10-Undecenal 
• 112-43-6 10-Undecen-1-ol 

Downstream Products

• 35746-21-5 E,Z-11-tetradecen-1-al 
• 33189-72-9 (E)-tetradec-11-en-1-yl acetate 

Relevant articles and documents

SYNTHESIS OF Z-OLEFIN-CONTAINING LEPIDOPTERAN INSECT PHEROMONES

The present invention is directed to methods of synthesizing insect pheromones, particularly lepidopteran insect pheromones, their precursors and derivatives from inexpensive, readily available starting materials using olefin metathesis catalysis.

Stereoselective synthesis of 11(E)-tetradecen-1-yl acetate-Sex pheromone of sod webworm (Loxostege sticticalis)

On the basic of Claisen rearrangement using orthoesters we carried out stereoselective synthesis of 11(E)-tetradecen-1-yl acetate, a sex pheromone of sod webworm (Loxostege sticticalis), which is a specially dangerous pests of crops.

Stereospecific synthesis of 11E-tetradecenal, 11E-tetradecen-1-ol, and its acetate, pheromone components of insects of Lepidoptera order, from 10-undecenoic acid

A regio-and stereospecific synthesis of 11E-tetradecen-1-ol and its derivatives, which are pheromone components of many insect species of Lepidoptera order, by means of a reaction of methylmagnesium cuprate reagent with 1,12-tridecadien-3-yl acetate by the SN2' mechanism, was carried out.

Pheromones of insects and their analogs. LII. Sythesis of dodec-9-en-1-yl and tetradec-11-en-1-yl acetates from the products of the partial ozonolysis of cycloocta-1z,5z-diene and cyclodeca-1e,5z-diene

A new approach to the synthesis of octane-1,8-and decane-1,10-diols based on the partial ozonolysis of cyclic oligomers has been developed.

INSECT PHEROMONES AND THEIR ANALOGUES. XXXVII. SYNTHESIS OF TETRADEC-11E-ENAL AND OF TETRADEC-11E-EN-1-OL AND ITS ACETATE FROM UNDECENOIC ACID

A stereospecific synthesis has been achieved of tetradec-11E-enal and of tetradec-11E-en-1-ol and its acetate - components of the pheromones of many species of insects of the order Lepidoptera - from the readily available undecenoic acid, using the Knoevenagel reaction and catalytic hydroalumination.

SIMPLE SYNTHESIS OF ACETOGENIN TRANSOID INSECT PHEROMONES STARTING FROM ACETYLCYCLOPROPANE

A highly effective synthesis of a series of alkyl and 1-alkenyl cyclopropyl ketones, which are key components in the complete synthesis of a large number of transoid lepidoptera pheromones, has been developed, based on the alkylation of N-cyclohexyl-1-cyclopropylethylideneimine or its condensation with aldehydes.

Acetylcyclopropane as a Five-Carbon Building Block in the Synthesis of some Acetogenin Insect Pheromones

Interaction of deprotonated acetylcyclopropane cyclohexylimine with several aliphatic alkyl halides, epoxides, and aldehydes efficiently gave the corresponding cyclopropyl ketones.Some of the respectible alcohols were rearranged in a highly stereoselective manner under the action of trimethylsilyl bromide in the presence of zinc bromide into the corresponding linear (E)-homoallyl bromides.The latter were used, in turn, as key intermediates in concise syntheses of thirteen terminally functionalized straight-chain oligoolefins which are known to constitute acetogenin pheromonal components for more than 65 species of lepidopteran insects.

Kolbe electrosynthesis of (E)-11-tetradecenal-The sex pheromone of eastern spruce budworm (Choristoneura of fumiferana)

The synthesis of (E)-11-tetradecenal (7), a potent lepidoptera sex pheromone is reported employing the modified Knoevenagel condensation and Kolbe electrolysis in the key steps.

SYNTHESIS OF PHEROMONES, IV. CHEMISTRY OF THE WITTIG REACTION, I. EFFECTS OF REACTION CONDITIONS ON THE STEREOSELECTIVITY AND YIELD OF THE WITTIG REACTION

The reactions of nonstabilized triphenylphosphorus ylides with aldehydes have been studied in detail.The stereochemistry and yields of the alkene products are highly dependent upon base used for the generation of the ylide, the solvent and reaction temperature.The synthesis of sex pheromone components by Wittig reaction are also described.