1,1'-[Hexa-2,4-diyne-1,6-diylbis(oxy)]bis(4-nitrobenzene)

Base Information

• Chemical Name: 1,1'-[Hexa-2,4-diyne-1,6-diylbis(oxy)]bis(4-nitrobenzene)
• CAS No.: 22167-51-7
• Molecular Formula: C18H12N2O6
• Molecular Weight: 352.303
• DSSTox Substance ID: DTXSID80537208
• Wikidata: Q82412135
• Mol file: 22167-51-7.mol

Synonyms:22167-51-7;SCHEMBL10900784;DTXSID80537208;1,1'-[Hexa-2,4-diyne-1,6-diylbis(oxy)]bis(4-nitrobenzene);1,6-bis(p-nitrophenoxy)-2,4-hexadiyne

Chemical Property of 1,1'-[Hexa-2,4-diyne-1,6-diylbis(oxy)]bis(4-nitrobenzene)

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 352.06953611
• Heavy Atom Count: 26
• Complexity: 554

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1[N+](=O)[O-])OCC#CC#CCOC2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of 1,1'-[Hexa-2,4-diyne-1,6-diylbis(oxy)]bis(4-nitrobenzene)

There total 4 articles about 1,1'-[Hexa-2,4-diyne-1,6-diylbis(oxy)]bis(4-nitrobenzene) 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: 75.0%

1-nitro-4-(prop-2-ynyloxy)benzene (17061-85-7) → 1,6-bis(p-nitrophenoxy)-2,4-hexadiyne (22167-51-7)

Guidance literature:

With copper(II) carboxymethylcellulose; In dimethyl sulfoxide; at 110 ℃; for 3.5h;

Reference yield:

p-nitrophenoxypropynylcopper (59240-64-1) + benzoyl chloride (98-88-4) → p-nitrophenylbenzoate (959-22-8) + 1,6-bis(p-nitrophenoxy)-2,4-hexadiyne (22167-51-7) + 1-p-nitrophenoxy-3-benzoylpropadiene

Guidance literature:

With pyridine; triethylamine; Yield given. Multistep reaction. Yields of byproduct given; 1.) benzene, 60 deg C, 2 h, 2.) 78 deg C, 5 h;

DOI:10.1007/BF00960285

Reference yield:

1,6-dibromo-2,4-hexadiyne (54696-48-9) + potassium 4-nitrophenolate (1124-31-8) → 1,6-bis(p-nitrophenoxy)-2,4-hexadiyne (22167-51-7)

Guidance literature:

With acetone;

upstream raw materials:

1,6-dibromo-2,4-hexadiyne

potassium 4-nitrophenolate

p-nitrophenoxypropynylcopper

benzoyl chloride

Downstream raw materials:

4,4'-hexa-2,4-diynediyldioxy-di-aniline

1,6-bis-(4-aminophenoxy)-hexane