13(S)-HYDROPEROXY-(Z,E)-9,11-OCTADECADIENOICACID

Base Information

• Chemical Name: 13(S)-HYDROPEROXY-(Z,E)-9,11-OCTADECADIENOICACID
• CAS No.: 5502-90-9
• Molecular Formula: C₁₈H₃₂O₄
• Molecular Weight: 312.45
• Mol file: 5502-90-9.mol

Synonyms:13-hydroxperoxy-cis-9-trans-11-octadecadienoic acid;(9Z,11E,13R,S)-13-hydroperoxy-9,11-octadecadienoic acid;13-hydroperoxy-9-cis-11-trans-octadecadienoic acid;13-hydroperoxy-cis-9-trans-11-octadecadienoic acid;

Chemical Property of 13(S)-HYDROPEROXY-(Z,E)-9,11-OCTADECADIENOICACID

Chemical Property:

• Vapor Pressure: 5.53E-10mmHg at 25°C
• PSA: 66.76000
• LogP: 5.35260

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 13(S)-HYDROPEROXY-(Z,E)-9,11-OCTADECADIENOICACID

There total 16 articles about 13(S)-HYDROPEROXY-(Z,E)-9,11-OCTADECADIENOICACID 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: 100.0%

methyl 9Z,11E-13-hydroperoxyoctadecadienoate (60900-56-3) → (9Z,11E)-13-hydroperoxyoctadeca-9,11-dienoic acid (5502-90-9,7324-21-2,28529-44-4,33964-75-9,40878-62-4,63121-48-2,73036-16-5,90760-91-1,90760-92-2,97672-38-3,104832-62-4,123410-62-8,126873-57-2,23017-93-8,18320-18-8)

Guidance literature:

With potassium hydroxide; In methanol; for 0.0833333h; Ambient temperature;

DOI:10.1248/cpb.41.1863

Reference yield:

linoleic acid (60-33-3,116745-32-5,26085-09-6,64080-88-2,7049-66-3,949900-18-9,60476-23-5,6144-28-1,67922-65-0,89718-18-3) → (R,S)-coriolic acid (10219-69-9,29623-28-7,29899-88-5,32819-31-1,73804-64-5,81445-95-6,114297-05-1,114818-04-1,114818-05-2,127911-29-9,128821-19-2,5204-88-6,149341-86-6,18104-45-5) + (9Z,11E)-13-hydroperoxyoctadeca-9,11-dienoic acid (5502-90-9,7324-21-2,28529-44-4,33964-75-9,40878-62-4,63121-48-2,73036-16-5,90760-91-1,90760-92-2,97672-38-3,104832-62-4,123410-62-8,126873-57-2,23017-93-8,18320-18-8) + 9‐oxo‐10E,12Z‐octadecanoic acid (54232-59-6) + 13-oxo-9Z,11E-octadecadienoic acid (54739-30-9)

Guidance literature:

Further byproducts given. Yields of byproduct given; pea (Pisum sativum) lipoxygenase;

DOI:10.1021/jf00050a014

Reference yield:

linoleic acid (60-33-3,116745-32-5,26085-09-6,64080-88-2,7049-66-3,949900-18-9,60476-23-5,6144-28-1,67922-65-0,89718-18-3) → (R,S)-coriolic acid (10219-69-9,29623-28-7,29899-88-5,32819-31-1,73804-64-5,81445-95-6,114297-05-1,114818-04-1,114818-05-2,127911-29-9,128821-19-2,5204-88-6,149341-86-6,18104-45-5) + (10E,12Z)-9-hydroxy-10,12-octadecadienoic acid (73543-67-6) + (9Z,11E)-13-hydroperoxyoctadeca-9,11-dienoic acid (5502-90-9,7324-21-2,28529-44-4,33964-75-9,40878-62-4,63121-48-2,73036-16-5,90760-91-1,90760-92-2,97672-38-3,104832-62-4,123410-62-8,126873-57-2,23017-93-8,18320-18-8) + (9E,11E,13R,S)-13-hydroperoxy-9,11-octadecadienoic acid (63121-48-2,18320-18-8) + 9‐oxo‐10E,12Z‐octadecanoic acid (54232-59-6) + 13-oxo-9Z,11E-octadecadienoic acid (54739-30-9)

Guidance literature:

at 2 - 5 ℃; for 480h; autoxidation;

upstream raw materials:

linoleic acid

methyl 9Z,11E-13-hydroperoxyoctadecadienoate

(9E,11E,13R,S)-13-hydroperoxy-9,11-octadecadienoic acid

1,2-Dilinoleoyl-sn-glycerol-3-phosphorylcholine

Downstream raw materials:

(R,S)-coriolic acid

(9E,11E,13R,S)-13-hydroperoxy-9,11-octadecadienoic acid

(9R,S,10E,12E)-9-hydroperoxy-10,12-octadecadienoic acid

(13R,9Z,11E)-13-hydroperoxy-9,11-octadecadienoic acid