10,12-Octadecadienoic acid, 9-hydroperoxy-, methyl ester, (E,Z)-

Base Information

• Chemical Name: 10,12-Octadecadienoic acid, 9-hydroperoxy-, methyl ester, (E,Z)-
• CAS No.: 60900-57-4
• Molecular Formula: C19H34O4
• Molecular Weight: 326.477
• UNII: H31G9CT62N
• DSSTox Substance ID: DTXSID901346977
• Wikidata: Q27279577
• Mol file: 60900-57-4.mol

Synonyms:H31G9CT62N;60900-57-4;UNII-H31G9CT62N;Methyl linoleate 9-hydroperoxide, (10E,11Z)-;10,12-Octadecadienoic acid, 9-hydroperoxy-, methyl ester, (E,Z)-;Methyl 9-hydroperoxy-10,12-octadecadienoate, (10E, 12Z)-;10,12-Octadecadienoic acid, 9-hydroperoxy-, methyl ester, (10E,12Z)-;(10E,11Z)-methyl linoleate 9-hydroperoxide;DTXSID901346977;methyl 9-hydroperoxy-(e,z)-10,12-octadecadienoate;Methyl-9-hydroperoxy-delta10E,12Z-octadecadienoate;Q27279577

Chemical Property of 10,12-Octadecadienoic acid, 9-hydroperoxy-, methyl ester, (E,Z)-

Chemical Property:

• Boiling Point: 444.7±38.0 °C(Predicted)
• PSA: 55.76000
• Density: 0.968±0.06 g/cm3(Predicted)
• LogP: 5.44100
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 16
• Exact Mass: 326.24570956
• Heavy Atom Count: 23
• Complexity: 323

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC=CC=CC(CCCCCCCC(=O)OC)OO
• Isomeric SMILES: CCCCC/C=C\C=C\C(CCCCCCCC(=O)OC)OO

Technology Process of 10,12-Octadecadienoic acid, 9-hydroperoxy-, methyl ester, (E,Z)-

There total 1 articles about 10,12-Octadecadienoic acid, 9-hydroperoxy-, methyl ester, (E,Z)- 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:

diazomethane (186581-53-3,908094-01-9,334-88-3) + 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) → methyl 9-(R,S)-hydroperoxy-10-trans,12-cis-octadecadienoate (60900-57-4) + methyl 9-(R,S)-hydroperoxy-10-trans,12-trans-octadecadienoate (32671-92-4) + methyl 9Z,11E-13-hydroperoxyoctadecadienoate (60900-56-3) + 13-hydroperoxyl-9-trans-11-trans-octadecadienoic acid methyl ester (32671-93-5) + 13-oxo-(9Z,11E)-octadecadien-1-oic acid methyl ester (79790-32-2) + 9-oxo-(10E,12Z)-octadecadien-1-oic acid methyl ester (64265-96-9)

Guidance literature:

With Fe(III)-peplomycin; oxygen; Product distribution; multistep reaction: Fe(III)-peplomycin catalyzed oxygenation;

DOI:10.1016/S0040-4039(00)97655-X

Reference yield: 100.0%

methyl 9-(R,S)-hydroperoxy-10-trans,12-cis-octadecadienoate (60900-57-4) → (9R,S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoic acid (5502-91-0)

Guidance literature:

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

DOI:10.1248/cpb.41.1863

Reference yield:

methyl 9-(R,S)-hydroperoxy-10-trans,12-cis-octadecadienoate (60900-57-4) → non-2-enal (2463-53-8,18829-56-6,60784-31-8)

Guidance literature:

With hydrogenchloride; In water; acetone; at 30 ℃; for 1.5h; Product distribution; Kinetics; Thermodynamic data; temperature, acid concentration, water amount, organic solvent varied; E_act;

upstream raw materials:

diazomethane

linoleic acid

Downstream raw materials:

non-2-enal

9-hydroxy-(10E,12Z)-octadecadien-1-oic acid methyl ester

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

(12Z)-9-hydroperoxy-10,12-octadecandienoic acid