Octadec-11-enoyl Chloride

Base Information

• Chemical Name: Octadec-11-enoyl Chloride
• CAS No.: 95548-26-8
• Molecular Formula: C18H33ClO
• Molecular Weight: 300.90700
• Hs Code.: 2916190090
• European Community (EC) Number: 633-625-8
• DSSTox Substance ID: DTXSID50401169
• Mol file: 95548-26-8.mol

Synonyms:Octadec-11-enoyl Chloride;95548-26-8;(Z)-octadec-11-enoyl chloride;DTXSID50401169;FT-0642308

Chemical Property of Octadec-11-enoyl Chloride

Chemical Property:

• Boiling Point: 170oC2 mm Hg(lit.)
• Flash Point: 113oC
• PSA: 17.07000
• Density: 0.912 g/mL at 25oC(lit.)
• LogP: 6.78930
• Storage Temp.: −20°C
• XLogP3: 8.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 15
• Exact Mass: 300.2219934
• Heavy Atom Count: 20
• Complexity: 236

Purity/Quality:

98%min ^*data from raw suppliers

CIS -VACCENOYL CHLORIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 23-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC=CCCCCCCCCCC(=O)Cl

Technology Process of Octadec-11-enoyl Chloride

There total 1 articles about Octadec-11-enoyl 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:

cis-vaccenic acid (506-17-2) → (Z)-octadec-11-enoyl chloride (95548-26-8,117485-96-8)

Guidance literature:

With oxalyl dichloride; for 3h;

DOI:10.1021/jm00070a002

Reference yield: 80.0%

Vanillylamin (1196-92-5) + (Z)-octadec-11-enoyl chloride (95548-26-8,117485-96-8) → (Z)-Octadec-11-enoic acid 4-hydroxy-3-methoxy-benzylamide

Guidance literature:

In diethyl ether; N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1021/jm00070a002

Reference yield: 77.0%

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) + (Z)-octadec-11-enoyl chloride (95548-26-8,117485-96-8) → N-((Z)-octadec-11-enoyl)-L-phenylalanine

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;

DOI:10.1021/acs.jmedchem.8b00029

upstream raw materials:

cis-vaccenic acid

Refernces

• 1、 Shiozaki, Masao,Watanabe, Yukiko,Iwano, Yuji,Kaneko, Toshio,Doi, Hiromi,Tanaka, Daisuke,Shimozato, Takaichi,Kurakata, Shin-Ichi. "Synthesis of lipid a analogues containing glucose instead of glucosamine and their LPS-antagonistic activities". . p. 5101 - 5122. Retrieved 2007/10/03.
• 2、 Janusz, John M.,Buckwalter, Brian L.,Young, Patricia A.,LaHann, Thomas R.,Farmer, Ralph W.,et al.. "Vanilloids. 1. Analogs of Capsaicin with Antinociceptive and Antiinflammatory Activity". . p. 2595 - 2604. Retrieved 2007/10/02.