Octadeca-6,9,12-trienoyl chloride

Base Information

• Chemical Name: Octadeca-6,9,12-trienoyl chloride
• CAS No.: 54562-14-0
• Molecular Formula: C18H29ClO
• Molecular Weight: 296.881
• European Community (EC) Number: 691-506-6
• DSSTox Substance ID: DTXSID00708756
• Mol file: 54562-14-0.mol

Synonyms:octadeca-6,9,12-trienoyl chloride;54562-14-0;DTXSID00708756;6,9,12-Octadecatrienoyl Chloride;FT-0640259;(6Z,9Z,12Z)-octadeca-6,9,12-trienoyl Chloride

Chemical Property of Octadeca-6,9,12-trienoyl chloride

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.486
• Boiling Point: 382.86°C at 760 mmHg
• Flash Point: 184.846°C
• Density: 0.942g/cm³
• Storage Temp.: Refrigerator
• 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% ^*data from raw suppliers

GAMMA-LINOLENOYL CHLORIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC=CCC=CCC=CCCCCC(=O)Cl
• Uses: γ-Linolenic Chloride is an intermediate in the synthesis of γ-Linolenic Acid Ethyl Ester-d5 (L467682), the isotope analog of γ-Linolenic Acid Ethyl Ester. γ-Linolenic Acid Ethyl Ester is used in biological studies for neoplasm inhibition of cultured carcinoma cells of human breast. γ-Linolenic Acid Ethyl Ester is also used in the evaluation of hypocholesterolemic activity in rats by comparing it with γ-Linolenic Acid (L467660).

Technology Process of Octadeca-6,9,12-trienoyl chloride

There total 1 articles about Octadeca-6,9,12-trienoyl chloride 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:

all-cis-6,9,12-octadecatrienoic acid (506-26-3,34615-07-1) → z,z,z-octadeca-6,9,12-trienoyl chloride (54562-14-0)

Guidance literature:

With Dichloromethyl methyl ether; zinc(II) chloride;

DOI:10.1002/recl.19750941205

Reference yield: 96.3%

z,z,z-octadeca-6,9,12-trienoyl chloride (54562-14-0) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → pyridine hydrochloride (628-13-7) + tri-γ-linolenin (14465-68-0)

Guidance literature:

With pyridine; dmap; In dichloromethane; at 20 - 35 ℃;

Reference yield: 93.0%

z,z,z-octadeca-6,9,12-trienoyl chloride (54562-14-0) + 2,2,2-trichloroethyl salicylate (56529-85-2) → 2,2,2-Trichloroethyl 2-[(z,z,z) octadeca-6,9,12-trienoyloxy] benzoate (183863-63-0)

Guidance literature:

With hydrogenchloride; sodium chloride; In pyridine; diethyl ether; hexane; water;

upstream raw materials:

all-cis-6,9,12-octadecatrienoic acid

Downstream raw materials:

linolenyl ethanolamide

1,3-di(octadeca-6Z, 9Z, 12Z-enoyloxy)propan-2-one

pyridine hydrochloride

tri-γ-linolenin

Refernces

• 1、 Gabbasov,Tsyrlina,Yunusova. "Amides of N-Deacetyllappaconitine and Unsaturated Fatty Acids". . p. 947 - 950. Retrieved 2018/09/27.
• 2、 Sagnella, Sharon M.,Conn, Charlotte E.,Krodkiewska, Irena,Drummond, Calum J.. "Nonionic diethanolamide amphiphiles with unsaturated C18 hydrocarbon chains: Thermotropic and lyotropic liquid crystalline phase behavior". experimental part. p. 13370 - 13381. Retrieved 2012/05/19.