8-Octadecenoic acid, 10-hydroxy-, (8E)-

Base Information

• Chemical Name: 8-Octadecenoic acid, 10-hydroxy-, (8E)-
• CAS No.: 91999-06-3
• Molecular Formula: C18H34O3
• Molecular Weight: 298.46100
• Mol file: 91999-06-3.mol

Synonyms:8-Octadecenoic acid,10-hydroxy;10-hydroxy-8E-octadecenoic acid;

Chemical Property of 8-Octadecenoic acid, 10-hydroxy-, (8E)-

Chemical Property:

• PSA: 57.53000
• LogP: 5.07930

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 8-Octadecenoic acid, 10-hydroxy-, (8E)-

There total 20 articles about 8-Octadecenoic acid, 10-hydroxy-, (8E)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 75.0%

methyl-10-benzoyloxy-8E-octadecenoate (115476-05-6) → (R,S)-10-hydroxyoctadec-(8E)-enoic acid (91999-06-3,927-38-8)

Guidance literature:

With potassium carbonate; In methanol; water; for 12h; Ambient temperature;

DOI:10.1016/S0040-4020(01)90314-X

Reference yield: 36.0%

(E)-10-(acetoxy)octadec-8-enoic acid → (R,S)-10-hydroxyoctadec-(8E)-enoic acid (91999-06-3,927-38-8)

Guidance literature:

With sodium hydroxide; In methanol; at 20 ℃;

DOI:10.1016/j.fitote.2020.104639

Reference yield:

cholesterol oleate (303-43-5) → (R,S)-10-hydroxyoctadec-(8E)-enoic acid (91999-06-3,927-38-8) + (10E)-9-hydroxy-10-octadecenoic acid (110657-92-6)

Guidance literature:

cholesterol oleate; With oxygen; methylene blue; In hexane; isopropyl alcohol; at 4 ℃; for 8h; Irradiation;

With potassium iodide; In ethanol; at 20 ℃; for 1h;

With potassium hydroxide; In methanol; at 90 ℃; for 1h; Title compound not separated from byproducts;

DOI:10.1016/S0009-3084(99)00049-3

upstream raw materials:

methyl-10-benzoyloxy-8E-octadecenoate

methylmagnesium N-cyclohexylisopropylamide

9,10-epoxystearic acid

trans-10-hydroperoxyoctadec-8-enoic acid

Downstream raw materials:

(R)-4-dodecanolide

5(S)-octyl-2(3H)-dihydrofuranone

Refernces

• 1、 Ishibashi, Fumito,Kuwano, Kazuyoshi,Shibahara, Tomohiro,Zha, Shijiao. "Algicidal hydroxylated C18 unsaturated fatty acids from the red alga Tricleocarpa jejuensis: Identification, synthesis and biological activity". . . Retrieved 2020/06/05.
• 2、 Zhang, Lian-Ying,Hamberg, Mats. "A gas-liquid chromatographic method for steric analysis of 2-hydroxy, 3-hydroxy, and 2,3-dihydroxy acids". . p. 151 - 161. Retrieved 2007/10/02.