9,12-Octadecadien-1-ol, 4-methylbenzenesulfonate, (9Z,12Z)-

Base Information

• Chemical Name: 9,12-Octadecadien-1-ol, 4-methylbenzenesulfonate, (9Z,12Z)-
• CAS No.: 56401-30-0
• Molecular Formula: C25H40O3S
• Molecular Weight: 420.657
• Mol file: 56401-30-0.mol

Synonyms:Linoleyltosylat;linoleyl p-toluenesulfonate;linoleyl tosylate;

Chemical Property of 9,12-Octadecadien-1-ol, 4-methylbenzenesulfonate, (9Z,12Z)-

Chemical Property:

• Boiling Point: 531.9±29.0 °C(Predicted)
• PSA: 82.98000
• Density: 0.997±0.06 g/cm3(Predicted)
• LogP: 8.11470

Purity/Quality:

LinoleylTosylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Linoleyl Tosylate is an intermediate in the synthesis of Ethyl 11,14-Diepoxyeicosanoate (E916000), which is a standard used to determine epoxidized soybean oil in foods.

Technology Process of 9,12-Octadecadien-1-ol, 4-methylbenzenesulfonate, (9Z,12Z)-

There total 5 articles about 9,12-Octadecadien-1-ol, 4-methylbenzenesulfonate, (9Z,12Z)- 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: 96.0%

Linoleyl alcohol (506-43-4) + p-toluenesulfonyl chloride (98-59-9) → (9Z,12Z)-octadeca-9,12-dienyl tosylate (56401-30-0)

Guidance literature:

With pyridine; at 0 ℃; for 24h;

DOI:10.1021/jo00161a024

Reference yield: 57.0%

1-O-linolenoyl-2-O-linoleoyl-3-O-oleoyl glycerol (96895-24-8) + p-toluenesulfonyl chloride (98-59-9) → (9Z,12Z)-octadeca-9,12-dienyl tosylate (56401-30-0)

Guidance literature:

1-O-linolenoyl-2-O-linoleoyl-3-O-oleoyl glycerol; With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃;

p-toluenesulfonyl chloride; With dmap; triethylamine; In chloroform; at 30 ℃; Inert atmosphere;

DOI:10.1021/acs.macromol.6b00455

Reference yield:

Methyl linoleate (112-63-0) → (9Z,12Z)-octadeca-9,12-dienyl tosylate (56401-30-0)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄ / diethyl ether

2: pyridine

With pyridine; lithium aluminium tetrahydride; In diethyl ether;

DOI:10.1246/cl.1998.175

upstream raw materials:

Linoleyl alcohol

p-toluenesulfonyl chloride

Methyl linoleate

ethyl (9Z,12Z)-9,12-octadecadienoate

Downstream raw materials:

(Z,Z)-11,14-eicosadienoic acid

DlinDMA

2-Methyl-3-linoleyloxy-7-ethoxycarbonylmethylthio-pyrazolo[4,3-d]pyrimidine

(Z)-9-henicosene

Refernces

• 1、 El Asmar, Arlette,Gimello, Olinda,Morandi, Ga?lle,Le Cerf, Didier,Lapinte, Vincent,Burel, Fabrice. "Tuning the Thermo-Sensitivity of Micellar Systems through a Blending Approach". . p. 4307 - 4315. Retrieved 2016/07/06.
• 2、 Jain, Subhash C.,Dussourd, David E.,Conner, William E.,Eisner, Thomas,Guerrero, Angel,Meinwald, Jerrold. "Polyene Pheromone Components from an Arctiid Moth (Utetheisa ornatrix): Characterization and Synthesis". . p. 2266 - 2270. Retrieved 2007/10/02.