((p-Nitrophenyl)azo)malononitrile

Base Information

• Chemical Name: ((p-Nitrophenyl)azo)malononitrile
• CAS No.: 3722-13-2
• Molecular Formula: C9H5N5O2
• Molecular Weight: 215.171
• NSC Number: 21673
• DSSTox Substance ID: DTXSID801254301
• Mol file: 3722-13-2.mol

Synonyms:4-Nitrobenzeneazomalononitrile;((p-Nitrophenyl)azo)malononitrile;1080-02-0;3722-13-2;2-[(4-nitrophenyl)diazenyl]propanedinitrile;MALONONITRILE, ((p-NITROPHENYL)AZO)-;F 2227;NSC 21673;4-Nitro-phenyl-azo-malonitril [German];Propanedinitrile, ((4-nitrophenyl)azo)-;4-Nitro-phenyl-azo-malonitril;SCHEMBL9762499;Acetone, (p-nitrophenyl)hydrazone;DTXSID801254301;NSC21673;NSC-21673;AKOS030240254;2-Propanone, (4-nitrophenyl)hydrazone;2-[(4-nitrophenyl)diazenyl]malononitrile;LS-88982;FT-0672751;2-[2-(4-Nitrophenyl)diazenyl]propanedinitrile;propanedinitrile, 2-[-2-(4-nitrophenyl)diazenyl]-

Chemical Property of ((p-Nitrophenyl)azo)malononitrile

Chemical Property:

• Vapor Pressure: 1.95E-05mmHg at 25°C
• Boiling Point: 362.3°C at 760 mmHg
• Flash Point: 172.9°C
• Density: 1.36g/cm³
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 215.04432442
• Heavy Atom Count: 16
• Complexity: 358

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1N=NC(C#N)C#N)[N+](=O)[O-]

Technology Process of ((p-Nitrophenyl)azo)malononitrile

There total 3 articles about ((p-Nitrophenyl)azo)malononitrile 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: 99.0%

4-nitro-aniline (100-01-6,104810-17-5) + malononitrile (109-77-3) → N-(4-nitrophenyl)carbonohydrazonoyl dicyanide (3722-13-2)

Guidance literature:

4-nitro-aniline; With water; sodium nitrite; at 20 ℃;

malononitrile; at 20 ℃;

DOI:10.1007/s13738-016-0818-x

Reference yield: 85.0%

4-nitrobenzenediazonium chloride (100-05-0) + malononitrile (109-77-3) → N-(4-nitrophenyl)carbonohydrazonoyl dicyanide (3722-13-2)

Guidance literature:

With sodium acetate; In ethanol; water; at 0 - 5 ℃; for 2h;

DOI:10.1002/jhet.3522

Reference yield:

4-nitro-aniline (100-01-6,104810-17-5) → N-(4-nitrophenyl)carbonohydrazonoyl dicyanide (3722-13-2)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium nitrite; hydrogenchloride / water / 0 - 5 °C

2: sodium ethanolate / ethanol / 12 h / 0 - 5 °C / pH 5 - 6

With hydrogenchloride; sodium ethanolate; sodium nitrite; In ethanol; water;

DOI:10.1016/j.jfluchem.2014.12.005

upstream raw materials:

4-nitro-aniline

malononitrile

4-nitrobenzenediazonium chloride

Downstream raw materials:

C₂₆H₁₉N₁₁O₂

5-(4-nitro-phenylazo)-pyrimidine-4,6-diamine

4-((4-nitrophenyl)diazenyl)-1H-pyrazole-3,5-diamine