10482-53-8

Usage

Uses

Used in Organic Synthesis:
(Z,Z,Z)-heptadeca-1,8,11,14-tetraene is used as a starting material in organic synthesis for the creation of more complex organic compounds. Its high reactivity and the presence of multiple double bonds make it a versatile building block in the synthesis of various organic molecules.
Used in Chemical Research:
In the field of chemical research, (Z,Z,Z)-heptadeca-1,8,11,14-tetraene serves as an intermediate in the development of new chemical processes and the study of reaction mechanisms. Its unique structure and reactivity provide valuable insights into the behavior of polyunsaturated hydrocarbons in different chemical environments.
Used in Pharmaceutical Industry:
(Z,Z,Z)-heptadeca-1,8,11,14-tetraene may be utilized as a precursor in the synthesis of pharmaceutical compounds, particularly those that require a polyene backbone for their biological activity. Its reactivity can be harnessed to create novel drug candidates with potential therapeutic applications.
Used in Material Science:
In material science, (Z,Z,Z)-heptadeca-1,8,11,14-tetraene could be explored for its potential use in the development of new materials with unique properties, such as polymers with specific optical, electronic, or mechanical characteristics,得益于其高反应性和多双键结构。
Used in Analytical Chemistry:
(Z,Z,Z)-heptadeca-1,8,11,14-tetraene can be employed as a reference compound in analytical chemistry for the calibration of instruments and the development of new analytical methods. Its distinct spectral features and reactivity can aid in the accurate measurement and detection of similar compounds.

InChI:InChI=1/C17H28/c1-3-5-7-9-11-13-15-17-16-14-12-10-8-6-4-2/h3,6,8,12,14-15,17H,1,4-5,7,9-11,13,16H2,2H3/b8-6-,14-12-,17-15-

Upstream product

• 463-40-1 (9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid 
• 132866-00-3 Heptadec-1-ene-8,11,14-triyne 
• 16400-32-1 1-bromo-pent-2-yne 
• 4117-10-6 6-hepten-1-ol 
• 35378-76-8 octa-2,5-diyn-1-ol 
• 107175-49-5 6-hepten-1-yl iodide 
• 64818-37-7 hept-6-enyl methanesulfonate 
• 66031-49-0 non-1-en-8-yne 
• 1558-79-8 2,5-octadiynyl bromide 
• 6261-22-9 pent-2-yn-1-ol 

Relevant academic research and scientific papers

ISOLATION AND TOTAL SYNTHESIS OF THE MAJOR CONSTITUENT OF THE ROOTS OF CENTAUREA INCANA: APLOTAXENE

The major constituent of the petroleum ether extract of the root of Centaurea incana was identified as (8Z,11Z,14Z)-1,8,11,14-heptadecatetraene (Aplotaxene 1).A convergent and highly stereoselective synthesis of this compound is reported.

Catalytic decarbonylation of biosourced substrates

Linear α-olefins (LAO) are one of the main targets in the field of surfactants, lubricants, and polymers. With the depletion of petroleum resources, the production of LAO from renewable feedstocks has gained increasing interest in recent years. In the present study, we demonstrated that Ir catalysts were suitable to decarbonylate a wide range of biosourced substrates under rather mild conditions (160 °C, 5 h reaction time) in the presence of potassium iodide and acetic anhydride. The resulting LAO were obtained with good conversion and selectivity provided that the purity of the substrate, the nature of the ligand, and the amounts of the additives were controlled accurately. The catalytic system could be recovered efficiently by using a Kugelrohr distillation apparatus and recycled.

Amines as effective ligands in iridium-catalyzed decarbonylative dehydration of biosourced substrates

Linear α-olefins (LAOs) and linear internal olefins (LIOs) are essential intermediates in the synthesis of surfactants, lubricants, and polymers. Concurrently with petroleum-based industrial processes, the production of LAOs and LIOs from renewable feedstocks has gained increasing interest in recent years. Organometallic catalysts have been developed designedly, especially Pd, Fe and Ir catalysts. However, such catalysts are mostly stabilized by phosphanes, ligands sometimes difficult to handle especially on large scales. Alternatives to phosphanes would thus be highly desirable. In the present study, we demonstrate that Ir catalysts coordinated by amines are suitable to decarbonylate a wide range of biosourced substrates under mild conditions. The resulting LAOs and LIOs are obtained with good conversion provided that the nature and the quantity of the amines are controlled accurately. The LAO/LIO selectivity can also be tuned by a judicious choice of experimental conditions. Interestingly, the Ir-based catalytic system is applicable to the decarbonylative dehydration of saturated, unsaturated and polyunsaturated fatty acids.

Synthesis and Spectroscopic Properties of Plant all-cis-Polyolefins

Plant all-cis-polyolefins of the type 1a-c have been prepared by oxydative decarboxylation of the corresponding fatty acids or by synthesis starting with 1-chloro-4,7,10-tridecatriyne (5a) or 1-chloro-4,7-tridecadiyne (5b).Their spectroscopic properties are described.