9,11-Icosadiyne

Base Information

• Chemical Name: 9,11-Icosadiyne
• CAS No.: 28393-07-9
• Molecular Formula: C₂₀H₃₄
• Molecular Weight: 274.49
• DSSTox Substance ID: DTXSID501316689
• Nikkaji Number: J840.554I
• Mol file: 28393-07-9.mol

Synonyms:9,11-eicosadiyn;9,11-Icosadiyne;9,11-Eicosadiyne;DTXSID501316689;28393-07-9

Chemical Property of 9,11-Icosadiyne

Chemical Property:

• XLogP3: 9.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 13
• Exact Mass: 274.266051085
• Heavy Atom Count: 20
• Complexity: 277

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCCCC#CC#CCCCCCCCC

Technology Process of 9,11-Icosadiyne

There total 8 articles about 9,11-Icosadiyne 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: 84.0%

1-decyne (764-93-2) + bis-(4-iodo-phenyl)-diazene (1601-97-4,21650-53-3) → nonanoic acid (112-05-0) + eicosa-9,11-diyne (28393-07-9) + C32H42N2

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 60h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.organomet.5b00257

Reference yield: 67.0%

1,2,3,4-tetrahydroisoquinoline (91-21-4) + 1-decyne (764-93-2) + 4-methyl-benzaldehyde (104-87-0) → eicosa-9,11-diyne (28393-07-9) + C18H26 (1431291-40-5)

Guidance literature:

1,2,3,4-tetrahydroisoquinoline; 1-decyne; 4-methyl-benzaldehyde; With copper(I) bromide; In toluene; at 25 ℃; for 12h; Molecular sieve; Glovebox; Inert atmosphere;

With zinc(II) iodide; In toluene; at 25 ℃; for 12h; Glovebox; Inert atmosphere;

DOI:10.1021/jo4018183

Reference yield: 40.0%

1-decyne (764-93-2) + phenylacetylene (536-74-3) → eicosa-9,11-diyne (28393-07-9) + 1,4-diphenyl-1,3-butadiyne (886-66-8) + 1-dodeca-1,3-diyn-1-ylbenzene

Guidance literature:

With aluminum oxide; potassium fluoride; copper dichloride; microwave irradiation;

DOI:10.1055/s-2001-9726

upstream raw materials:

1-Chloro-1-decyne

cyclohexene

1-decyne

phenylacetylene