90121-03-2

Usage

Uses

Used in Organic Synthesis:
(3Z,6Z)-1-broMonona-3,6-diene is used as a versatile building block in the field of organic synthesis for the creation of various chemical compounds. Its unique structure and reactivity allow it to participate in a wide range of chemical reactions, making it a valuable resource for organic chemists.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (3Z,6Z)-1-broMonona-3,6-diene can be used as a key intermediate in the synthesis of various drugs and pharmaceutical compounds. Its reactivity and structural properties make it suitable for the development of new medications and therapeutic agents.
Used in Chemical Research:
(3Z,6Z)-1-broMonona-3,6-diene is also utilized in chemical research as a model compound for studying various reaction mechanisms and exploring new synthetic pathways. Its unique structure and reactivity provide opportunities for researchers to gain insights into the behavior of similar compounds and develop innovative strategies for chemical synthesis.
Used in Material Science:
In the field of material science, (3Z,6Z)-1-broMonona-3,6-diene can be employed as a component in the development of novel materials with specific properties. Its structural characteristics and reactivity may contribute to the creation of advanced materials with applications in various industries, such as electronics, aerospace, and automotive.

Upstream product

• 57386-91-1 nona-3,6-diyn-1-ol 
• 144647-88-1 [(Z)-6-(tert-Butyl-diphenyl-silanyloxy)-hex-3-enyl]-triphenyl-phosphonium; bromide 
• 122069-55-0 6-((tert-butyldiphenylsilyl)oxy)hex-3-yn-1-ol 
• 131138-00-6 (Z)-6-((tert-butyldiphenylsilyl)oxy)hex-3-en-1-ol 
• 16400-32-1 1-bromo-pent-2-yne 
• 53046-97-2 (Z,Z)-1-hydroxynona-3,6-diene 
• 144460-31-1 tert-Butyl-[((3Z,6Z)-nona-3,6-dienyl)oxy]-diphenyl-silane 
• 144460-30-0 ((Z)-6-Bromo-hex-3-enyloxy)-tert-butyl-diphenyl-silane 

Downstream Products

• 163041-94-9 (3E,8Z,11Z)-3,8,11-tetradecatrien-1-yl acetate 
• 10417-94-4 all cis-5,8,11,14,17-eicosapentaenoic acid 
• 75207-09-9 LTC5 
• 79695-13-9 LTD5 
• 79695-14-0 LTE5 
• 90121-06-5 4-[((1E,3E,5Z,8Z,11Z)-3-Tetradeca-1,3,5,8,11-pentaenyl)-oxiranyl]-butyric acid methyl ester 
• 90121-05-4 ((3Z,6Z)-Nona-3,6-dienylidene)-triphenyl-λ⁵-phosphane 
• 90121-04-3 <(Z,Z)-nona-3,6-dien-1-yl>triphenylphosphonium bromide 

Relevant academic research and scientific papers

Convenient conversion of cis-homoallylic alcohols into corresponding bromides with Ph3PBr2

A mild and easy worked up procedure using the cheap reagent Ph3PBr2 allowed us to improve the conversion of sensitive alcohols (homoallylic and acetalized) into their corresponding bromides in high yields.

A new and efficient synthesis of (3E,8Z,11Z)-tetradeca-3,8,11-trienyl acetate, the major sex pheromone component of the tomato leafminer Tuta absoluta

An efficient synthesis of (3E,8Z,11Z)-tetradeca-3,8,11-trienyl acetate, the major sex pheromone component of the tomato leafminer moth, Tuta absoluta, was accomplished. The synthesis started with but-3-yn-1-ol and gave an overall yield of 41%.

Direct preparation of (Z,Z)-1,4-dienic units with a new C6 homologating agent: Synthesis of α-linolenic acid

Syntheses of two C6 homologating agents 2a and 2f are described. These agents allow direct access to the (Z,Z)-1,4-diene unit 3, a moiety present in a wide number of natural compounds. Compound 2a is prepared in 40% overall yield by selective epoxidation of methoxycyclohexa-1,4-diene followed by oxidative ring cleavage and transatalization. Compound 2f is obtained in 90% yield by a one-step oxidative dimerization of phosphonium salt 1. A short synthetic application of these two new C6 homologating agents to the synthesis of α-linolenic acid is described.

Total Stereospecific Synthesis of all cis-5,8,11,14,17-Eicosapentaenoic Acid (EPA)

Total stereospecific synthesis of EPA has been performed by a sequence of ozonolysis, selective reduction and Wittig reactions which affords the cis-skipped olefinic system.Versatile compound 4, readily prepared from dihydro anisole, allowed us to prepare the skipped dienic synthon 2 in high yield.Key Words: All cis-eicosapentanoic acid, EPA, cis-Wittig reaction, Ozonolysis.