[(3-Nitrophenyl)hydrazono]malononitrile

Base Information

• Chemical Name: [(3-Nitrophenyl)hydrazono]malononitrile
• CAS No.: 55653-14-0
• Molecular Formula: C9H5N5O2
• Molecular Weight: 215.171
• DSSTox Substance ID: DTXSID60971005

Synonyms:[(3-nitrophenyl)hydrazono]malononitrile;55653-14-0;2-[(3-nitrophenyl)hydrazinylidene]propanedinitrile;BRN 1842827;2-[(3-nitrophenyl)hydrazono]malononitrile;Mesoxalonitrile, (m-nitrophenyl)hydrazone;((3-Nitrophenyl)hydrazono)propanedinitrile;Propanedinitrile, ((3-nitrophenyl)hydrazono)-;SCHEMBL923440;DTXSID60971005;OVCCZAXWEQHDMP-UHFFFAOYSA-N;STK537233;AKOS003581680;(3-Nitrophenyl)carbonohydrazonoyl dicyanide;[2-(3-nitrophenyl)hydrazinylidene]propanedinitrile

Chemical Property of [(3-Nitrophenyl)hydrazono]malononitrile

Chemical Property:

• Vapor Pressure: 2.33E-05mmHg at 25°C
• Boiling Point: 359.7°Cat760mmHg
• Flash Point: 171.4°C
• PSA: 117.79000
• Density: 1.36g/cm³
• LogP: 2.00606
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 215.04432442
• Heavy Atom Count: 16
• Complexity: 375

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-])NN=C(C#N)C#N

Technology Process of [(3-Nitrophenyl)hydrazono]malononitrile

There total 2 articles about [(3-Nitrophenyl)hydrazono]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: 87.0%

3-nitro-aniline (99-09-2) + malononitrile (109-77-3) → N-(3-nitrophenyl)carbohydrazonoyl dicyanide (55653-14-0)

Guidance literature:

3-nitro-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 0.5h;

malononitrile; With sodium acetate; In water; at 0 ℃; for 2h;

DOI:10.1039/c4ob01951b

Reference yield:

1,1-dicyanoethylene (922-64-5) + 3-nitro-aniline (99-09-2) → N-(3-nitrophenyl)carbohydrazonoyl dicyanide (55653-14-0)

Guidance literature:

With hydrogenchloride; sodium nitrite; In water;

DOI:10.1016/j.molstruc.2021.129960

Reference yield: 85.0%

N-(3-nitrophenyl)carbohydrazonoyl dicyanide (55653-14-0) + O,O-Diethyl hydrogen phosphorodithioate (298-06-6) → O,O,O,O-tetraethyl trithiopyrophosphate (4328-22-7) + α-thiocarboxamido-α-(3-nitrophenyl)hydrazonoacetonitrile (148839-72-9) + {cyano-[(3-nitro-phenyl)-hydrazono]-thioacetyl}-thiophosphoramidic acid O,O'-diethyl ester

Guidance literature:

With sodium ethanolate; In benzene; at 20 ℃;

upstream raw materials:

3-nitro-aniline

malononitrile

1,1-dicyanoethylene

Downstream raw materials:

O,O,O,O-tetraethyl trithiopyrophosphate

α-thiocarboxamido-α-(3-nitrophenyl)hydrazonoacetonitrile

4-[(3-nitrophenyl)hydrazono]-4H-pyrazole-3,5-diamine

4-(m-nitrophenylazo)-3,5-diamino-1H-pyrazole

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