Bis(4-azidophenyl)methanone

Base Information

• Chemical Name: Bis(4-azidophenyl)methanone
• CAS No.: 17303-16-1
• Molecular Formula: C13H8N6O
• Molecular Weight: 264.24200
• DSSTox Substance ID: DTXSID80392394
• Nikkaji Number: J951.388D
• Wikidata: Q82190584
• Mol file: 17303-16-1.mol

Synonyms:bis(4-azidophenyl)methanone;17303-16-1;4,4'-diazidobenzophenone;SCHEMBL13882615;DTXSID80392394;STK367741;AKOS005444943;bis[4-(1H-triaziren-1-yl)phenyl]methanone;AG-690/11763435

Chemical Property of Bis(4-azidophenyl)methanone

Chemical Property:

• PSA: 116.57000
• LogP: 3.70672
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 264.07595890
• Heavy Atom Count: 20
• Complexity: 396

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)C2=CC=C(C=C2)N=[N+]=[N-])N=[N+]=[N-]

Technology Process of Bis(4-azidophenyl)methanone

There total 6 articles about Bis(4-azidophenyl)methanone 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: 5.0%

4,4'-Dihydroxybenzophenone (611-99-4) → bis(4-azidophenyl)methanone (17303-16-1)

Guidance literature:

With diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; for 16h; Reflux;

DOI:10.1016/j.tetlet.2019.151493

Reference yield:

2,2-bis(4-nitrophenyl)ethanoic acid (3740-55-4) → bis(4-azidophenyl)methanone (17303-16-1)

Guidance literature:

Multi-step reaction with 3 steps

1: CrO₃, glacial CH₃COOH / 18 h / Heating

2: 66 percent / SnCl₂*2H₂O / ethanol / 0.75 h / 70 °C

3: 1.) aq. HCl, NaMO₂, 2.) NaN₃ / 1.) 0 deg C to 5 deg C, 1 h, 2.) 15 min

With chromium(VI) oxide; hydrogenchloride; sodium azide; acetic acid; tin(ll) chloride; In ethanol;

Reference yield:

methyl 2,2-diphenylacetate (3469-00-9) → bis(4-azidophenyl)methanone (17303-16-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 16 percent / fuming HNO₃ / 4.5 h / Ambient temperature

2: CH₃COOH, H₂SO₄ / 18 h / Heating

3: CrO₃, glacial CH₃COOH / 18 h / Heating

4: 66 percent / SnCl₂*2H₂O / ethanol / 0.75 h / 70 °C

5: 1.) aq. HCl, NaMO₂, 2.) NaN₃ / 1.) 0 deg C to 5 deg C, 1 h, 2.) 15 min

With chromium(VI) oxide; hydrogenchloride; sodium azide; sulfuric acid; nitric acid; acetic acid; tin(ll) chloride; In ethanol;

upstream raw materials:

2,2-bis(4-nitrophenyl)ethanoic acid

methyl 2,2-diphenylacetate

4,4'-dinitrobenzophenone

methyl 2,2-bis(4-nitrophenyl)ethanoate

Downstream raw materials:

4,4'-dinitrobenzophenone

C₁₃H₈N₂O