62972-93-4

Basic information

• Product Name: 11-OCTADECYN-1-OL
• Synonyms: cis-vaccenyl alcohol;11-octadecenoyl alcohol;11-Octadecen-1-ol, (Z)-;cis-Vaccenoyl alcohol;cis-11-Octadecenol;(11Z)-Octadecen-1-ol
• CAS NO: 62972-93-4
• Molecular Formula: C₁₈H₃₆O
• Molecular Weight: 268.47784
• Product Categories: Aliphatics;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 62972-93-4.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 398.2°Cat760mmHg
• Flash Point: 295°C
• Appearance: /
• Density: 0.899g/cm³
• Storage Temp.: −20°C
• CAS DataBase Reference: 11-OCTADECYN-1-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 11-OCTADECYN-1-OL(62972-93-4)
• EPA Substance Registry System: 11-OCTADECYN-1-OL(62972-93-4)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 62972-93-4(Hazardous Substances Data)

Usage

Description

11-OCTADECYN-1-OL, also known as (Z)-11-Octadecen-1-ol, is a chemical compound with the formula C18H34O. It is an organic compound that belongs to the class of alkynes and alcohols. 11-OCTADECYN-1-OL is characterized by its long hydrocarbon chain and a triple bond at the 11th carbon atom, which gives it unique chemical properties and potential applications in various industries.

Uses

Used in Pheromone Synthesis:
11-OCTADECYN-1-OL is used as a key intermediate in the synthesis of cis-Vaccenyl acetate, a female-produced sex attractant pheromone component of the cerambycid beetle Ortholeptura valida (LeConte). This pheromone plays a crucial role in the mating behavior of these beetles, and the compound is essential for the production of this biologically active substance.
Used in Chemical Research:
Due to its unique structure and properties, 11-OCTADECYN-1-OL can be used as a starting material or a building block in the synthesis of various other organic compounds. It can be particularly useful in the development of new chemicals with potential applications in pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Analytical Chemistry:
11-OCTADECYN-1-OL can also be employed as a reference material or a standard in analytical chemistry for the identification and quantification of similar compounds. Its unique properties make it a valuable tool for researchers working on the development of new analytical methods and techniques.

Upstream product

• 84999-78-0 1-<(Tetrahydro-2H-pyran-2-yl)oxy>-11-octadecyne 
• 111-81-9 Methyl 10-undecenoate 
• 24724-07-0 methyl 11-hydroxyundecanoate 
• 1931-65-3 methyl 11-oxoundecanoate 
• 65734-26-1 octadeca-1,11c-diene 
• 108536-01-2 (Z)-8-(tetrahydro-2H-pyran-2-yloxy)oct-4-enyl 4-methylbenzensulfonate 
• 62422-46-2 (Z)-8-<(tetrahydropyran-2-yl)oxy>oct-4-enol 
• 56506-08-2 (Z)-oct-4-ene-1,8-diol 
• 10160-24-4 7-bromoheptyl alcohol 
• 629-30-1 1,7-heptandiol 
• 1552-12-1 1,5-cis,cis-cyclooctadiene 
• 10160-25-5 7-bromo-1-(2-tetrahydropyranyloxy)heptane 
• 21676-07-3 (Z)-undec-4-en-1-ol 
• 13423-48-8 triphenylheptylphosphonium bromide 

Downstream Products

• 648880-73-3 (Z)-octadec-11-enyl methanesulfonate 
• 6186-98-7 (Z)-11-octadecen-1-yl acetate 
• 4273-95-4 (Z)-11-octadecenal 

Relevant articles and documents

The stereospecific synthesis of the rice leaffolder moth sex pheromone components from 1,5-cyclooctadiene

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Remarkable regioselective hydroboration of terminal alkenes by calcium borohydride

Calcium borohydride is found to hydroborate unsaturated systems in the presence of ethyl acetate. The reaction exhibits remarkable selectivity towards terminal double bonds. Several Z-11-alken-1-ol pheromones are synthesized using this method.

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.