54844-65-4

Basic information

• Product Name: (Z)-6-HENICOSEN-11-ONE
• Synonyms: CIS-6-HENEICOSEN-11-ONE;Z-6-HENEICOSEN-11-ONE;(Z)-6-HENICOSEN-11-ONE;(z)-6-heneicosen-11-on;CIS-6-HENEICOSENE-11-ONE;(6Z)-6-Henicosen-11-one;(6Z)-Henicosane-6-ene-11-one;(Z)-6-Heneicosane-11-one
• CAS NO: 54844-65-4
• Molecular Formula: C₂₁H₄₀O
• Molecular Weight: 308.54
• Mol File: 54844-65-4.mol
• Article Data: 41

Chemical Properties

• Boiling Point: 402.2°C at 760 mmHg
• Flash Point: 152.3°C
• Appearance: /
• Density: 0.843±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 1.12E-06mmHg at 25°C
• Refractive Index: 1.4564 (20℃)
• CAS DataBase Reference: (Z)-6-HENICOSEN-11-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-6-HENICOSEN-11-ONE(54844-65-4)
• EPA Substance Registry System: (Z)-6-HENICOSEN-11-ONE(54844-65-4)

Safety Data

• Hazardous Substances Data: 54844-65-4(Hazardous Substances Data)

Usage

Uses

(6Z)-Heneicosen-11-one can be used in agricultural use and biological study of formulations of sex pheromone lure and trap types of small tussock moth, Orgyia postica (Walker) (Lepidoptera: Lymantridae).

InChI:InChI=1/C21H40O/c1-3-5-7-9-11-13-15-17-19-21(22)20-18-16-14-12-10-8-6-4-2/h11,13H,3-10,12,14-20H2,1-2H3/b13-11-

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Relevant articles and documents

Synthesis of cis-12-Nonadecen-9-one, cis-13-Icosen-10-one, the Pheromone of Peach Fruit Moth, and cis-15-Henicosen-11-one, the Pheromone of Douglas Fir Tussock Moth

A convenient synthesis of cis-12-nonadecen-9-one (4a), cis-13-icosen-10-one (4b), the feromone of peach fruit moth, and cis-15-henicosen-11-one (4c), the pheromone of Douglas fit tussock moth, is described. 4a was synthesized from methyl 3-oxoundecanoate and 1-bromo-2-nonyne (2a) via 12-nonadecyn-9-one.The higher homolog 4b could be obtained from methyl-3-oxododecanoate and 2a.Similarly, 4c was prepared from methyl 3-oxotridecanoate and 1-bromo-3-nonyne (2b).

Synthesis of A Tritium-Labeled Photoaffinity Analogue of the Tussock Moth Pheromone: Tritium NMR of Vinyl Tritons of (E)- and (Z)-Alkene Isomers

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Concise syntheses of insect pheromones using Z-Selective cross metathesis

Very short synthetic routes to nine cisolefin-containing pheromones containing a variety of functionality, including an unconjugated (E,Z) diene, are reported (see scheme). These lepidopteran pheromones are used extensively for pest control, and were easily prepared using ruthenium-based Z-selective cross metathesis, highlighting the advantages of this method over less efficient ways to form Z olefins.

Grignard-triggered fragmentation of vinylogous acyl triflates: Synthesis of (Z)-6-heneicosen-11-one, the Douglas fir tussock moth sex pheromone

Grignard reagents react with vinylogous acyl triflates in toluene via an addition-fragmentation sequence to afford alkynyl ketones. A streamlined synthesis of (Z)-6-heneicosen-11-one, the sex pheromone of the Douglas fir tussock moth, illustrates the utility of this method. Georg Thieme Verlag Stuttgart.

Synthesis of the four components of the female sex pheromone of the painted apple moth, Teia anartoides.

Four pheromone components of the female painted apple moth (Teia anartoides), an Australian insect pest, were synthesized. These were (Z)-6-henicosen-11-one (1), (6Z, 8E)-6,8-henicosadien-11-one (2), (Z)-cis-9,10-epoxy-6-henicosene (3), and (Z)-cis-9,10-epoxy-6-icosene (4). 2-Dodecanone was converted to 1 and 2, and both the enantiomers of 3 and 4 were synthesized from the enantiomers of 4-tert-butyldimethylsilyloxy-cis-2,3-epoxy-1-butanol.