9,12,15-Octadecatrien-1-ol

Base Information

• Chemical Name: 9,12,15-Octadecatrien-1-ol
• CAS No.: 506-44-5
• Molecular Formula: C18H32 O
• Molecular Weight: 264.451
• Hs Code.: 2905290000
• Metabolomics Workbench ID: 3306
• Nikkaji Number: J182.262D,J650.152D,J105.034F
• Mol file: 506-44-5.mol

Synonyms:9,12,15-Octadecatrien-1-ol;(9E,12E,15E)-octadeca-9,12,15-trien-1-ol;9,12,15-Octadecatrienol;(9Z,12Z,15Z)-octadecatrien-1-ol;9,12,15-Octadecatrien-1-ol, (9Z,12Z,15Z)-;SCHEMBL290115;SCHEMBL1249451;CHEBI:186635;LMFA05000216

Chemical Property of 9,12,15-Octadecatrien-1-ol

Chemical Property:

• Vapor Pressure: 3.95E-07mmHg at 25°C
• Boiling Point: 374.2°Cat760mmHg
• PKA: 15.20±0.10(Predicted)
• Flash Point: 126°C
• PSA: 20.23000
• Density: 0.869g/cm³
• LogP: 5.56820
• Storage Temp.: ?20°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 6.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 13
• Exact Mass: 264.245315640
• Heavy Atom Count: 19
• Complexity: 238

Purity/Quality:

99%, ^*data from raw suppliers

(9Z,12Z,15Z)-Octadeca-9,12,15-trien-1-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC=CCC=CCC=CCCCCCCCCO
• Isomeric SMILES: CC/C=C/C/C=C/C/C=C/CCCCCCCCO
• Uses: (9Z,12Z,15Z)-octadeca-9,12,15-trien-1-ol is an essential oil component of Osmanthus fragrans.

Technology Process of 9,12,15-Octadecatrien-1-ol

There total 7 articles about 9,12,15-Octadecatrien-1-ol 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%

(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) → linolenyl alcohol (506-44-5,2774-90-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 23 ℃;

DOI:10.1021/jm0100741

Reference yield: 99.0%

methyl linolenate (301-00-8) → linolenyl alcohol (506-44-5,2774-90-5)

Guidance literature:

With lithium aluminium tetrahydride;

DOI:10.1023/A:1012299021967

Reference yield: 91.0%

ethyl linolenate (1191-41-9) → linolenyl alcohol (506-44-5,2774-90-5)

Guidance literature:

ethyl linolenate; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 1h;

With ammonium chloride; In tetrahydrofuran;

upstream raw materials:

ethyl linolenate

methyl linolenate

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

1-O-linolenoyl-2-O-linoleoyl-3-O-oleoyl glycerol

Downstream raw materials:

linolenyl mesylate

(9Z,12Z,15Z)-9,12,15-Octadecatrien-1-al

Linoleyl alcohol

Benzyl-diethyl-((9Z,12Z,15Z)-octadeca-9,12,15-trienyl)-ammonium; chloride

Refernces

• 1、 Fernández Montoya, Deicy J.,Contreras Jordan, Luis A.,Moreno-Murillo, Bárbara,Silva-Gómez, Edelberto,Mayorga-Wandurraga, Humberto. "Enantiomeric synthesis of natural alkylglycerols and their antibacterial and antibiofilm activities". supporting information. p. 2544 - 2550. Retrieved 2019/11/13.
• 2、 Bender, Trandon A.,Bergman, Robert G.,Raymond, Kenneth N.,Toste, F. Dean. "A Supramolecular Strategy for Selective Catalytic Hydrogenation Independent of Remote Chain Length". supporting information. p. 11806 - 11810. Retrieved 2019/08/22.