1,1'-(Ethyne-1,2-diyl)bis(3-nitrobenzene)

Base Information

• Chemical Name: 1,1'-(Ethyne-1,2-diyl)bis(3-nitrobenzene)
• CAS No.: 2765-15-3
• Molecular Formula: C14H8N2O4
• Molecular Weight: 268.229
• DSSTox Substance ID: DTXSID20507581
• Nikkaji Number: J2.881.132B
• Wikidata: Q82363870
• Mol file: 2765-15-3.mol

Synonyms:2765-15-3;DTXSID20507581;1,1'-(Ethyne-1,2-diyl)bis(3-nitrobenzene)

Chemical Property of 1,1'-(Ethyne-1,2-diyl)bis(3-nitrobenzene)

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 268.04840674
• Heavy Atom Count: 20
• Complexity: 402

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)[N+](=O)[O-])C#CC2=CC(=CC=C2)[N+](=O)[O-]

Technology Process of 1,1'-(Ethyne-1,2-diyl)bis(3-nitrobenzene)

There total 12 articles about 1,1'-(Ethyne-1,2-diyl)bis(3-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: 85.0%

m-iodonitrobenzene (645-00-1) + acetylene (74-86-2,25067-58-7) → 1-nitro-3-[(3-nitrophenyl)ethynyl]benzene (2765-15-3)

Guidance literature:

With copper(l) iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; In 1,4-dioxane; water; at 80 ℃; for 12h;

DOI:10.5012/bkcs.2010.31.7.2097

Reference yield: 75.0%

m-nitrobromobenzene (585-79-5) + lithium acetylide-ethylenediamine complex (1216963-74-4) → 1-nitro-3-[(3-nitrophenyl)ethynyl]benzene (2765-15-3)

Guidance literature:

With palladium diacetate; potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In N,N-dimethyl acetamide; at 100 ℃; for 0.25h; Inert atmosphere;

DOI:10.1002/adsc.201500686

Reference yield: 69.0%

calcium carbide + 4,4,5,5-tetramethyl-2-(3-nitrophenyl)-1,3,2-dioxaborolane (68716-48-3) → 1-nitro-3-[(3-nitrophenyl)ethynyl]benzene (2765-15-3)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; water; potassium acetate; silver nitrate; In dimethyl sulfoxide; at 90 ℃; for 7h; Inert atmosphere;

DOI:10.1002/ejoc.201701234

upstream raw materials:

m-iodonitrobenzene

3-nitrophenylacetylene

Bis<3-nitrophenyl>-cyclopropenone

acetylene

Downstream raw materials:

3,3‘-(ethyne-1,2-diyl)di-aniline

3-nitrobenzoic acid

1,1'-(1,2-ethynediyl)bis(3-azidobenzene)

(E,E)-1,4-dichloro-1,2,3,4-tetrakis(3-nitrophenyl)buta-1,3-diene