7,9-Hexadecadiyne

Base Information

• Chemical Name: 7,9-Hexadecadiyne
• CAS No.: 18277-20-8
• Molecular Formula: C16H26
• Molecular Weight: 218.382
• DSSTox Substance ID: DTXSID40453051
• Nikkaji Number: J840.552B
• Wikidata: Q82274030
• Mol file: 18277-20-8.mol

Synonyms:7,9-hexadecadiyne;Hexadeca-7,9-diyne;18277-20-8;DTXSID40453051

Chemical Property of 7,9-Hexadecadiyne

Chemical Property:

• XLogP3: 7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 9
• Exact Mass: 218.203450829
• Heavy Atom Count: 16
• Complexity: 229

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC#CC#CCCCCCC

Technology Process of 7,9-Hexadecadiyne

There total 19 articles about 7,9-Hexadecadiyne 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: 68.0%

Methyl phenyldiazoacetate (22979-35-7) + copper(I) hexylacetylenide (54502-24-8) → hexadeca-7,9-diyne (18277-20-8) + (E)-dimethyl 2,3-diphenylfumarate (72487-30-0) + methyl α-phenyl-α-((phenyl(methoxycarbonyl)methylene)hydrazono)acetate (72410-77-6)

Guidance literature:

With 3,6-di(2'-pyridyl)-1,2,4,5-tetrazine; In 1,2-dichloro-ethane; at 45 ℃; for 15h;

DOI:10.1021/ol2006242

Reference yield: 60.0%

n-octyne (629-05-0) + ortho-nitrobenzoic acid (552-16-9,104810-18-6) → hexadeca-7,9-diyne (18277-20-8) + 1-nitro-2-(oct-1-yn-1-yl)benzene

Guidance literature:

With 1,10-Phenanthroline; oxygen; sodium hydrogencarbonate; copper(II) sulfate; In N,N-dimethyl-formamide; toluene; at 150 ℃; for 24h; Molecular sieve; Schlenk technique;

DOI:10.1021/acs.joc.8b01047

Reference yield: 40.0%

n-octyne (629-05-0) + 2-methyl-but-3-yn-2-ol (115-19-5) → 2,7-dimethyl-octa-3,5-diyne-2,7-diol (5929-72-6) + hexadeca-7,9-diyne (18277-20-8) + 2-hydroxy-2-methyl-3,5-dodecadiyne (158746-88-4)

Guidance literature:

With copper(l) iodide; ethyl 2,2-dibromoacetoacetate; triethylamine; In dichloromethane; at 20 ℃; for 23h; Overall yield = 99 %;

DOI:10.1016/j.tet.2013.11.076

upstream raw materials:

methanol

1-iodooct-1-yne

carbon monoxide

oct-1-yn-1-yl(phenyl)tellane

Downstream raw materials:

n-propyl heptanoate

C₃₂H₅₀O₃

2,5-dihexyl-1-phenyl-1H-pyrrole