16-Chlorohexadeca-6,9-diyne

Base Information

• Chemical Name: 16-Chlorohexadeca-6,9-diyne
• CAS No.: 98814-47-2
• Molecular Formula: C16H25Cl
• DSSTox Substance ID: DTXSID60575628
• Nikkaji Number: J2.395.130D
• Wikidata: Q82465038
• Mol file: 98814-47-2.mol

Synonyms:16-chlorohexadeca-6,9-diyne;98814-47-2;DTXSID60575628

Chemical Property of 16-Chlorohexadeca-6,9-diyne

Chemical Property:

• XLogP3: 6.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 8
• Exact Mass: 252.1644785
• Heavy Atom Count: 17
• Complexity: 278

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC#CCC#CCCCCCCCl

Technology Process of 16-Chlorohexadeca-6,9-diyne

There total 5 articles about 16-Chlorohexadeca-6,9-diyne 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: 73.0%

8-chloro-oct-1-yne (24088-97-9) + methanesulfonic acid oct-2-ynyl ester (54369-44-7) → 16-chlorohexadeca-6,9-diyne (98814-47-2)

Guidance literature:

8-chloro-oct-1-yne; With trimethylaluminum; triethylamine; In n-heptane; at 60 ℃; for 6h;

methanesulfonic acid oct-2-ynyl ester; In n-heptane; dichloromethane; at 0 - 20 ℃; for 7h; Further stages.;

DOI:10.1055/s-2007-990885

Reference yield:

8-chloro-oct-1-yne (24088-97-9) + methanesulfonic acid oct-2-ynyl ester (54369-44-7) + trimethylaluminum (75-24-1) → 16-chlorohexadeca-6,9-diyne (98814-47-2)

Guidance literature:

8-chloro-oct-1-yne; trimethylaluminum; With triethylamine; In n-heptane; at 60 ℃; for 6h;

methanesulfonic acid oct-2-ynyl ester; In n-heptane; dichloromethane; at 0 - 23 ℃;

DOI:10.1021/ol0623769

Reference yield:

1-bromooct-2-yne (18495-27-7) → 16-chlorohexadeca-6,9-diyne (98814-47-2)

Guidance literature:

With diethyl ether; copper(l) chloride;

DOI:10.1021/ja01154a029

upstream raw materials:

1-bromooct-2-yne

methanesulfonic acid oct-2-ynyl ester

8-chloro-oct-1-yne

trimethylaluminum

Downstream raw materials:

9,12-octadecadiynoic acid

1-iodohexadeca-7,10-diyne

Refernces

• 1、 Kessabi, Jilali,Beaudegnies, Renaud,Jung, Pierre M. J.,Martin, Benjamin,Montel, Florian,Wendeborn, Sebastian. "Copper-free synthesis of skipped diynes via cross-coupling reactions of alkynylalanes with propargylic electrophiles". . p. 5629 - 5632. Retrieved 2007/10/03.