cis-9-Heptadecenoic acid

Base Information

• Chemical Name: cis-9-Heptadecenoic acid
• CAS No.: 1981-50-6
• Molecular Formula: C17H32O2
• Molecular Weight: 268.44
• DSSTox Substance ID: DTXSID101020795
• Nikkaji Number: J658.910C
• Wikidata: Q27157682
• Mol file: 1981-50-6.mol

Synonyms:cis-9-heptadecenoic acid;(Z)-heptadec-9-enoic acid;Margaroleic acid;1981-50-6;(Z)-9-Heptadecenoic acid;9-heptadecylenic acid;9Z-Heptadecenoic acid;9-Heptadecenoic acid, (Z)-;9-Heptadecenoic acid, (9Z)-;FA(17:1(9Z));C17:1n-8;FA 17:1;9Z-Heptadecenoate;starbld0004429;(9Z)-heptadecenoic acid;(9Z)-heptadec-9-enoic acid;SCHEMBL1421160;CHEBI:84328;DTXSID101020795;LMFA01030060;Q27157682

Chemical Property of cis-9-Heptadecenoic acid

Chemical Property:

• Vapor Pressure: 4.32E-06mmHg at 25°C
• Boiling Point: 357.9°C at 760 mmHg
• Flash Point: 254.9°C
• Density: 0.902g/cm³
• XLogP3: 6.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 14
• Exact Mass: 268.240230259
• Heavy Atom Count: 19
• Complexity: 221

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Lipids -> Unambiguous Lipids
• Canonical SMILES: CCCCCCCC=CCCCCCCCC(=O)O
• Isomeric SMILES: CCCCCCC/C=C\CCCCCCCC(=O)O

Technology Process of cis-9-Heptadecenoic acid

There total 16 articles about cis-9-Heptadecenoic acid 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%

(Z)-heptadec-9-enoic acid methyl ester (14101-91-8) → (9Z)-heptadec-9-enoic acid (1981-50-6)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/acs.jmedchem.9b01287

Reference yield: 81.0%

9-heptadecynoic acid (10269-71-3) → (9Z)-heptadec-9-enoic acid (1981-50-6)

Guidance literature:

With hydrogen; nickel; In pyridine; methanol; for 0.5h;

DOI:10.1023/A:1005464326573

Reference yield: 60.0%

(9Z)-heptadec-9-en-1-ol → (9Z)-heptadec-9-enoic acid (1981-50-6)

Guidance literature:

With tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide; In water; acetonitrile; at 20 ℃; for 12h;

DOI:10.1002/cbdv.201300210

upstream raw materials:

Ethyl oleate

9-heptadecynoic acid

1,ω-diiodoheptane

1,7-dibromoheptane

Downstream raw materials:

(Z)-heptadec-9-enoic acid methyl ester

Refernces

• 1、 Bruns, Hilke,Thiel, Verena,Voget, Sonja,Patzelt, Diana,Daniel, Rolf,Wagner-Doebler, Irene,Schulz, Stefan. "N-acylated alanine methyl esters (NAMEs) from Roseovarius tolerans, structural analogs of quorum-sensing autoinducers, N-acylhomoserine lactones". . p. 1559 - 1573. Retrieved 2013/10/21.
• 2、 Avis,Boulanger,Belanger. "Synthesis and biological characterization of (Z)-9-heptadecenoic and (Z)-6-methyl-9-heptadecenoic acids: Fatty acids with antibiotic activity produced by Pseudozyma flocculosa". . p. 987 - 1000. Retrieved 2007/10/03.