54844-66-5

Usage

Uses

Used in Chemical Synthesis:
(6E)-henicos-6-en-11-one is used as a key intermediate in the chemical synthesis industry for the production of various organic compounds. Its unique structure allows for versatile reactions and the creation of a wide range of products.
Used in Pheromone Research:
In the field of biology, (6E)-henicos-6-en-11-one is used as a component in pheromone research, specifically for the tobacco budworm moth. It aids in understanding the chemical communication and mate attraction processes in these insects.
Used in Ecological Studies:
Ecologists utilize (6E)-henicos-6-en-11-one in studying the interactions between organisms and their environment, particularly focusing on the role of chemical compounds in communication and mating behaviors.
Used in Synthetic Chemistry:
(6E)-henicos-6-en-11-one serves as a valuable compound in synthetic chemistry, where it is used to develop new synthetic pathways and explore novel chemical reactions. Its unique properties make it an attractive candidate for researchers looking to create new molecules with specific functions or applications.

Upstream product

• 16666-79-8 hexylidenetriphenylphosphoran 
• 86648-94-4 5-oxo-pentadecanal 
• 55481-97-5 CH₃(CH₂)4(CH)2(CH₂)3CHOH(CH₂)9CH₃ 

Relevant academic research and scientific papers

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.

Sex pheromone and related compounds in the Ishigaki and Okinawa strains of the tussock moth Orgyia postica (Walker) (Lepidoptera: Lymantriidae)

Two distinct electroantennographycally active (EAG-active) components, A and B, and a weakly active component C were found in a solvent extract from virgin females of the Ishigaki strain of the tussock moth, Orgyia postica (Walker). Components A, B, and C were found in the extract of the females at 4.0, 0.5, and 4.0 ng/female respectively. Components A, B, and C were identified as (6Z,9Z,11S,12S)-11,12-epoxyhenicosa-6,9-diene [(11S,12S)-1: posticlure], (6Z)-henicos-6-en-11-one (2), and (6Z,9Z)-henicosa-6,9-diene (3), respectively. Component B was absent in the extract from the Okinawa strain, in which components A and C were present at 2.0 and 1.5 ng/female respectively. (11S,12S)-1 and the racemic mixture showed attractiveness for both the Okinawa and Ishigaki strains, whereas (11R,12R)-1 did not. The addition of 2 significantly reduced the trap catches with (11S,12S)-1 on the Okinawa strain which lacked 2, while there was no significant inhibitory effect on the Ishigaki strain. The addition of 3 to (11S,12S)-1 did not significantly affect trap catches at Ishigaki or Okinawa. This confirmed that the attractant pheromone of O. postica of the Ishigaki strain is also (11S,12S)-1.

REDUCTIVE CLEAVAGE OF 2-ACYL TETRAHYDROFURANES. SYNTHESIS OF (Z)-6-HENEICOSEN-11-ONE, PHEROMONE OF THE DOUGLAS FOR TUSSOCK MOTH

(Z)-6-heneicosen-11-one was prepared using the reductive cleavage of 2-tetrahydrofuryldecylketone 6 to 5-oxo-pentadecan-1-ol 7 as the key step of the synthesis.