2-(4-Nitrophenyl)malononitrile

Base Information

• Chemical Name: 2-(4-Nitrophenyl)malononitrile
• CAS No.: 7077-65-8
• Molecular Formula: C9H5N3O2
• Molecular Weight: 187.158
• NSC Number: 87092
• DSSTox Substance ID: DTXSID10293067
• Nikkaji Number: J1.051.381B
• Wikidata: Q82031641
• Mol file: 7077-65-8.mol

Synonyms:2-(4-Nitrophenyl)malononitrile;4-(Dicyanomethyl)nitrobenzene;7077-65-8;2-(4-nitrophenyl)propanedinitrile;p-nitrophenylmalononitrile;NCIOpen2_001266;2-(4-nitrophenyl)malononitril;SCHEMBL1246408;DTXSID10293067;2-(4-Nitrophenyl)malononitrile #;NSC87092;MFCD00982966;NSC-87092;D79905

Chemical Property of 2-(4-Nitrophenyl)malononitrile

Chemical Property:

• Vapor Pressure: 1.2E-05mmHg at 25°C
• Boiling Point: 369.3°C at 760 mmHg
• Flash Point: 177.1°C
• Density: 1.355g/cm³
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 187.038176411
• Heavy Atom Count: 14
• Complexity: 292

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-(4-Nitrophenyl)malononitrile

There total 11 articles about 2-(4-Nitrophenyl)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:

C9H5N3O2*C15H22N2O → 2-(4-nitrophenyl)malononitrile (7077-65-8) + (2S,5S)-5-benzyl-2-(tert-butyl)-3-methylimidazolidin-4-one (346440-54-8,390766-89-9)

Guidance literature:

In acetonitrile; at 20 ℃; Equilibrium constant; Inert atmosphere;

DOI:10.1021/jacs.9b11877

Reference yield:

<3-(1,2,3-triphenylcyclopropenyl)>(4'-nitrophenyl)malonitrile (86943-83-1) → 2-(4-nitrophenyl)malononitrile (7077-65-8) + 1,2,3-triphenylcyclopropene (16510-49-9)

Guidance literature:

With tetrabutylammonium tetrafluoroborate; In acetonitrile; at 25 ℃; Rate constant; Thermodynamic data; ΔG⁰, ΔG(excit.);

DOI:10.1021/j100275a005

Reference yield:

p-nitrobenzene iodide (636-98-6) + malononitrile (109-77-3) → 2-(4-nitrophenyl)malononitrile (7077-65-8)

Guidance literature:

With sodium hydride; copper(l) iodide; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 85 ℃; for 10h;

DOI:10.1246/bcsj.61.501

upstream raw materials:

4-Nitrophenylacetonitrile

cyanogen chloride

<3-(1,2,3-triphenylcyclopropenyl)>(4'-nitrophenyl)malonitrile

p-nitrobenzene iodide

Downstream raw materials:

tetra-n-butylammonium salt of (p-nitrophenyl)malononitrile

4-nitrobenzoyl cyanide

1,2-bis(p-nitrophenyl)-1,1,2,2-tetracyanoethane

C₉H₉N₅O₂