Diacetyl-3,3'-dinitrobenzidine

Base Information

• Chemical Name: Diacetyl-3,3'-dinitrobenzidine
• CAS No.: 6378-90-1
• Molecular Formula: C16H14 N4 O6
• Molecular Weight: 358.31
• DSSTox Substance ID: DTXSID60403553
• Mol file: 6378-90-1.mol

Synonyms:DIACETYL-3,3'-DINITROBENZIDINE;6378-90-1;N-[4-(4-acetamido-3-nitrophenyl)-2-nitrophenyl]acetamide;3,3'-dinitro-N,N'-diacetylbenzidine;N-(4'-Acetylamino-3,3'-dinitro-biphenyl-4-yl)-acetamide;CBDivE_010256;SCHEMBL2282371;DTXSID60403553;2,2'-Dinitro-4,4'-biacetanilide;AKOS024427465;FT-0666338;SR-01000196722;N,N'-(3,3'-Dinitro-4,4'-biphenyldiyl)diacetamide;SR-01000196722-1;Diacetyl-3,3 inverted exclamation mark -Dinitrobenzidine

Chemical Property of Diacetyl-3,3'-dinitrobenzidine

Chemical Property:

• PSA: 149.84000
• LogP: 4.27920
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 358.09133418
• Heavy Atom Count: 26
• Complexity: 522

Purity/Quality:

99% ^*data from raw suppliers

Diacetyl-3,3’-Dinitrobenzidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=C(C=C(C=C1)C2=CC(=C(C=C2)NC(=O)C)[N+](=O)[O-])[N+](=O)[O-]
• Uses: Diacetyl-3,3’-Dinitrobenzidine (cas# 6378-90-1) is a compound useful in organic synthesis.

Technology Process of Diacetyl-3,3'-dinitrobenzidine

There total 6 articles about Diacetyl-3,3'-dinitrobenzidine 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: 96.8%

3,3',4,4'-tetraaminobiphenyl (91-95-2) + acetic anhydride (108-24-7) + acetic acid (64-19-7,77671-22-8) → 3,3'-dinitro-4,4'-diacetylaminobiphenyl (6378-90-1)

Guidance literature:

3,3',4,4'-tetraaminobiphenyl; acetic anhydride; acetic acid; at 80 ℃; for 4h;

With sulfuric acid; nitric acid; at 30 ℃; for 4h;

Reference yield: 95.7%

N-(4-iodo-2-nitrophenyl)acetamide (89942-26-7) → 3,3'-dinitro-4,4'-diacetylaminobiphenyl (6378-90-1)

Guidance literature:

With N-Methyldicyclohexylamine; palladium dichloride; In 5,5-dimethyl-1,3-cyclohexadiene; Reflux; Large scale;

Reference yield:

N-(4-bromo-2-nitrophenyl)acetamide (881-50-5) + acetic acid-(4-dihydroxyboranyl-2-nitro-anilide) (99768-11-3) → 3,3'-dinitro-4,4'-diacetylaminobiphenyl (6378-90-1)

Guidance literature:

With potassium carbonate; C₂₈H₃₀Cl₂N₂O₄Pd₂S₄; In toluene; at 110 ℃; for 10h;

upstream raw materials:

N,N'-Diacetylbenzidin

Acetanilid

p,p'-diaminobiphenyl

N-(4-bromo-2-nitrophenyl)acetamide

Downstream raw materials:

3,3'-dinitrobenzidine

3-nitro-4-acetamidobenzoic acid

3.3'-dinitro-4'-amino-4-oxy-diphenyl

3,3',4,4'-tetraaminobiphenyl

Refernces

• 1、 -. "Synthesis process of medical and chemical intermediate 3,3'-dinitro-4,4'-diacetylbiphenyldiamine". Paragraph 0030-0035; 0036. . Retrieved 2017/07/19.
• 2、 -. "A NOVEL CATALYTIC PROCESS FOR THE PRODUCTION OF 3,3', 4,4'-TETRAMINOBIPHENYL". Page/Page column 5; 7-8. . Retrieved 2010/02/14.