2380-14-5

Usage

Chemical class

Derivative of 17-hydroxyoctadecanoic acid, a fatty acid.

Natural sources

Found in various natural sources.

Applications

Used in the synthesis of lipids and other organic compounds.

Research use

Commonly employed in medical and pharmaceutical research.

Specific research area

Studies related to the metabolism and function of fatty acids in the human body.

Potential applications

Development of new drugs and treatments for various health conditions.

Importance

An important and versatile compound in the field of organic chemistry.

Upstream product

• 2380-32-7 methyl 17-oxooctadecanoate 
• 2462-84-2 methyl (9E)-octadec-9-enoate 
• 67-56-1 methanol 
• 7307-53-1 hexadecyl methyl ether 

Downstream Products

• 17257-44-2 methyl 16-octadecenoic acid ester 
• 1395502-07-4 C₄₅H₇₈O₆ 
• 1395502-05-2 C₂₆H₄₂O₄ 
• 23548-93-8 17-DL-(p-Toluolsulfonyloxy)-srearinsaeuremethylester 

Relevant academic research and scientific papers

Tandem isomerization/hydroformylation/hydrogenation of internal alkenes to n-alcohols using Rh/Ru dual-or ternary-catalyst systems

A one-pot three-step reaction, isomerization/hydroformylation/hydrogenation of internal alkenes to n-alcohols, was accomplished by employing a Rh/Ru dual-catalyst system. By using a combination of Rh(acac)(CO)2/ bisphosphite and Shvo's catalyst, (Z)-2-tridecene was converted to 1-tetradecanol in 83% yield with high normal/iso selectivity (n/i = 12). The method was applicable to other internal alkenes, including functionalized alkenes, such as an alkenol and an alkenoate. Furthermore, addition of a third component, Ru3(CO)12, effectively improved the n/i ratio in the tandem isomerization/hydroformylation/hydrogenation of methyl oleate (from n/i = 1.9 to 4.4). Control experiments revealed that the isomerization was mediated by both Rh and Ru and that the coexistence of Rh and Ru was essential for hydrogenation of aldehyde under H2/CO.

Properties of unusual phospholipids. III: Synthesis, monolayer investigations and DSC studies of hydroxy octadeca(e)noic acids and diacylglycerophosphocholines derived therefrom

Diacylglycerophosphocholines containing (R)-3-, (R)-12-, (R)-17-hydroxy octadeca(e)noic acids and the corresponding racemates were synthesized and purified to homogeneity. The influence of the position of the hydroxy group on the monolayer packing properties of these fatty acids and their phosphatidylcholines was studied by Langmuir techniques and 1,2-di-[(R)-12-hydroxy-octadec-cis-9-enyl]-sn-glycero-3-phosphocholine displayed the largest lift-off area (330 A2/molecule). This result was in line with the thermotropic phase behavior of these phospholipids, as measured by differential scanning calorimetry (DSC): the gel- to liquid-crystalline phase transition temperature (T(m))passed through a minimum of -15.1°C for 1,2-di-[(R)-12-hydroxy-octadec-cis-9-enyl]-sn-glycero-3-phosphocholine.