71720-83-7

Basic information

• Product Name: (11Z,13Z)-11,13-Hexadecadien-1-ol
• Synonyms: (11Z,13Z)-11,13-Hexadecadien-1-ol;(Z,Z)-11,13-Hexadecadien-1-ol
• CAS NO: 71720-83-7
• Molecular Formula: C16H30O
• Molecular Weight: 238.4088
• Mol File: 71720-83-7.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 298.3°Cat760mmHg
• Flash Point: 133.5°C
• Appearance: /
• Density: 0.859g/cm³
• Vapor Pressure: 0.000129mmHg at 25°C
• Refractive Index: 1.473
• CAS DataBase Reference: (11Z,13Z)-11,13-Hexadecadien-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (11Z,13Z)-11,13-Hexadecadien-1-ol(71720-83-7)
• EPA Substance Registry System: (11Z,13Z)-11,13-Hexadecadien-1-ol(71720-83-7)

Safety Data

• Hazardous Substances Data: 71720-83-7(Hazardous Substances Data)

Usage

General Description

(11Z,13Z)-11,13-Hexadecadien-1-ol is a long-chain unsaturated alcohol that is commonly found in natural products such as pheromones and insect attractants. It is a component of the sex pheromone blend of female moths from the genus Spodoptera, which is used to attract males for mating. (11Z,13Z)-11,13-Hexadecadien-1-ol has potential applications in insect pest management, as it can be used to disrupt insect mating behaviors and control populations. Additionally, (11Z,13Z)-11,13-Hexadecadien-1-ol may have industrial applications, such as in the production of fragrances or as a chemical intermediate for other compounds. Overall, this chemical plays a significant role in the interaction and communication of insects and has potential for various practical and commercial applications.

InChI:InChI=1/C16H30O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17/h3-6,17H,2,7-16H2,1H3/b4-3+,6-5+

Upstream product

• 85920-81-6 10-bromodecanal 
• 79239-47-7 1,1-diethoxy-10-bromodecanal 
• 98498-54-5 10-iododecanal diethyl acetal 
• 53463-68-6 1-bromo-10-decanol 
• 1214742-94-5 (Z)-1,1-diethoxyhexadec-13-en-11-yne 
• 71317-73-2 (11Z,13Z)-11,13-hexadecadienal 
• 85416-30-4 (Z)-12-Iodo-1-(2-tetrahydropyranyloxy)-11-dodecene 
• 85416-27-9 12-Iodo-1-(2-tetrahydropyranyloxy)-11-dodecyne 
• 51795-88-1 1-bromo-10-(tetrahydropyranyloxy)decane 
• 71673-33-1 2-Hexadeca-11,13-diynyloxy-tetrahydro-pyran 
• 152488-40-9 1-(2-tetrahydropyranyloxy)-2-dodecyne 
• 71084-07-6 1-tetrahydropyranyloxy 11-dodecyne 
• 18202-10-3 11-dodecyn-1-ol 
• 693-58-3 1-Bromononane 

Downstream Products

• 71317-73-2 (11Z,13Z)-11,13-hexadecadienal 
• 73264-89-8 (Z₁₁,E₁₃)-11,13-Hexadecadienal 
• 73264-90-1 (11E,13Z)-hexadeca-11,13-dienal 
• 73264-91-2 (11E,13E)-11,13-hexadecadienal 

Relevant articles and documents

Facile and efficient syntheses of (11Z,13Z)-hexadecadienal and its derivatives: Key sex pheromone and attractant components of notodontidae

Syntheses of (11Z,13Z)-hexadecadienal (1), (11Z,13Z)-hexadecadienol (2), (11Z,13Z)-hexadecadien-1-yl acetate (3), and (Z)-13-hexadecen-11-ynal (4) from commercially available starting material 10-bromo-1-decanol are reported. These (Z,Z)-dienes and conjugated en-yne moieties are common in sex pheromone and attractant components for many Notodontide insect pests. The synthetic scheme, using the C10 + C3 + C3 strategy, was mainly based on three key steps: Alkylation of lithium alkyne under a low temperature, cis-Wittig olefination of the aldehyde with propylidentriphenylphosphorane, and hydroboration-protonolysis of alkyne. This synthetic route provided (11Z,13Z)-hexadecadienal (1) in a 23.0% total yield via an eight-step sequence, alcohol (2) in a 21.9% total yield, acetate (3) in a 21.4% total yield, and (Z)-13-hexadecen-11-ynal (4) in a 34.7% total yield. This simple strategy provides a new way to achieve syntheses of the key sex pheromones of Notodontide insect pests.

ALKENYL COPPER REAGENTS-26 CARBOCUPRATION OF ALKYNES BY ORGANOCOPPER REAGENTS BEARING A PROTECTED HYDROXY OR THIOL FUNCTION

Halohydrins, protected as ethers, acetals or chloro-magnesium alcoholates are sequentially transformed into the Li or Mg reagents and then into copper or cuprate derivatives.Addition to acetylene or propyne is discussed according to various parameters.The alkenyl copper or cuprate species, thus obtained, may react further with various electrophiles, leading to difunctionalized alkenes.

Highly Stereoselective Synthesis of Acetates of Mono and Diunsaturated Alcohols and Analogous Aldehydes, Components of Lepidopteran Sex Pheromones, using Tetrakis-palladium

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