58701-06-7

Basic information

• Product Name: (6E,11Z)-6,11-Hexadecadienal
• Synonyms: (6E,11Z)-6,11-Hexadecadienal;(E,Z)-6,11-Hexadecadienal
• CAS NO: 58701-06-7
• Molecular Formula: C₁₆H₂₈O
• Molecular Weight: 236.39
• Mol File: 58701-06-7.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (6E,11Z)-6,11-Hexadecadienal(CAS DataBase Reference)
• NIST Chemistry Reference: (6E,11Z)-6,11-Hexadecadienal(58701-06-7)
• EPA Substance Registry System: (6E,11Z)-6,11-Hexadecadienal(58701-06-7)

Safety Data

• Hazardous Substances Data: 58701-06-7(Hazardous Substances Data)

Upstream product

• 65370-61-8 trans-6-cis-11-hexadecadien-1-ol 
• 65115-50-6 11-(2-tetrahydropyranyloxy)-5E-undecenal 
• 37935-47-0 2-(5-bromopentyloxy)tetrahydropyran 
• 928-90-5 5-hexyl-1-ol 
• 87291-73-4 11-(2-tetrahydropyranyloxy)-5-undecyn-1-ol 
• 87291-74-5 11-(2-tetrahydropyranyloxy)-5E-undecen-1-ol 
• 110-87-2 3,4-dihydro-2H-pyran 
• 37011-86-2 tetrahydro-2-(6-heptynyloxy)-2H-pyran 
• 93092-34-3 (Z)-11-hexadecen-6-yn-1-ol 
• 65370-59-4 (Z)-1-(tetrahydropyran-2-yloxy)-11-hexadecen-6-yne 
• 104837-04-9 (E)-11-hexadecen-6-yn-1-ol 
• 142-68-7 TETRAHYDROPYRANE 
• 110-53-2 1-Bromopentane 
• 34626-51-2 5-bromopentan-1-ol 

Relevant articles and documents

Pheromones: 87. An efficient synthesis of (6E,11Z)-6,11-hexadecadienyl acetate and (6E,11Z)-6,11-hexadecadienal: Female sex pheromone components of Antheraea pernyi and A. polyphemus (Lepidoptera: Saturniidae)

(6E,11Z)-Hexadecadienyl acetate (15) and the corresponding aldehyde 16, the female sex pheromone components of Antheraea pernyi and A. polyphemus (Lepidoptera; Saturniidae) have been synthesized in 32% and 27% overall yields, respectively, and in 99% isomeric purity. Tetrahydropyran (1) was used as the starting material to obtain 5-bromopentanol (3) which was subsequently chain elongated to 7-(tetrahydropyran-2-yloxy)-1-heptyne (5) by the standard procedures. The organolithium compound from 5 was coupled with (Z)-1-bromo-4-nonene (11), obtained from the Wittig reaction between pentyltriphenylphosphonium bromide (9) and 4-(tetrahydropyran-2-yloxy)butanal (8) followed by bromination. The product, (Z)-1-(tetrahydropyran-2-yloxy)-11-hexadecen-6-yne (12) which resulted, was reduced with sodium/liquid ammonia to give 13 with the E-6 bond. Removal of the protecting group resulted in the desired alcohol 14 which on acetylation and oxidation gave the desired acetate 15 and the aldehyde 16, respectively.

Syntheses of the sex pheromone components of wild silk moths, fruit fly, melon fly and olive fly

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Preparation of Four Geometric Isomers of 6,11-Hexadecadienal and Their Flutter Stimulating Activities on the Male Eri-silk Moth, Philosamia cynthia ricini

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