9,12,15-Octadecatrienoyl chloride, (9Z,12Z,15Z)-

Base Information

• Chemical Name: 9,12,15-Octadecatrienoyl chloride, (9Z,12Z,15Z)-
• CAS No.: 59044-29-0
• Molecular Formula: C18H29 Cl O
• Molecular Weight: 296.881
• Hs Code.: 29130000
• European Community (EC) Number: 261-572-7
• DSSTox Substance ID: DTXSID10866730
• Mol file: 59044-29-0.mol

Synonyms:9,12,15-Octadecatrienoyl chloride, (9Z,12Z,15Z)-;OCTADECA-9,12,15-TRIENOYL CHLORIDE;59044-29-0;DTXSID10866730;MRKXCQPDRPTZCG-UHFFFAOYSA-N;9,12,15-Octadecatrienoyl chloride

Chemical Property of 9,12,15-Octadecatrienoyl chloride, (9Z,12Z,15Z)-

Chemical Property:

• Vapor Pressure: 4.58E-06mmHg at 25°C
• Refractive Index: 1.478-1.48
• Boiling Point: 382.9°C at 760 mmHg
• Flash Point: 184.8°C
• PSA: 17.07000
• Density: 0.942g/cm³
• LogP: 6.34130
• XLogP3: 6.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 13
• Exact Mass: 296.1906932
• Heavy Atom Count: 20
• Complexity: 303

Purity/Quality:

98%Min ^*data from raw suppliers

LinolenoylChloride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 45-36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC=CCC=CCC=CCCCCCCCC(=O)Cl
• Uses: Linolenoyl Chloride is a reagent used in the synthesis of Quercetin (Q509500) fatty acid esters as antioxidants.

Technology Process of 9,12,15-Octadecatrienoyl chloride, (9Z,12Z,15Z)-

There total 3 articles about 9,12,15-Octadecatrienoyl chloride, (9Z,12Z,15Z)- 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: 93.8%

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid (463-40-1,1955-33-5,21661-10-9,21661-09-6,21661-13-2,21661-11-0) → cis,cis,cis-9,12,15-octadecatrienoyl chloride (59044-29-0)

Guidance literature:

With phosgene; at 80 ℃; for 24h;

Reference yield:

oxalyl dichloride (79-37-8) + (9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid (463-40-1,1955-33-5,21661-10-9,21661-09-6,21661-13-2,21661-11-0) → cis,cis,cis-9,12,15-octadecatrienoyl chloride (59044-29-0)

Guidance literature:

at 65 - 70 ℃;

DOI:10.1021/ja01230a040

Reference yield:

→ cis,cis,cis-9,12,15-octadecatrienoyl chloride (59044-29-0)

Guidance literature:

With oxalyl dichloride; In dichloromethane; at 0 - 20 ℃; for 24h; Inert atmosphere;

upstream raw materials:

oxalyl dichloride

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid

Downstream raw materials:

trilinolenin

Linvanil

(3Z,6Z,9Z)-17-bromoheptadeca-3,6,9-triene

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid

Refernces

• 1、 -. "CATIONIC LIPIDS AND USES THEREOF". Page/Page column 152-153. . Retrieved 2021/01/23.
• 2、 Wei, Dian,Liu, Tu-Ming,Zhou, Bo,Han, Bing. "Decarboxylative Borylation of mCPBA-Activated Aliphatic Acids". supporting information. p. 234 - 238. Retrieved 2020/01/02.