(Phenylazo)malononitrile

Base Information

• Chemical Name: (Phenylazo)malononitrile
• CAS No.: 6017-21-6
• Molecular Formula: C9H6N4
• Molecular Weight: 170.173
• European Community (EC) Number: 809-856-7
• NSC Number: 263832
• UNII: QF95S73B62
• DSSTox Substance ID: DTXSID101289496
• Nikkaji Number: J30.849H
• Mol file: 6017-21-6.mol

Synonyms:Benzeneazomalononitrile;6017-21-6;(Phenylazo)malononitrile;2-(Phenylazo)malononitrile;2-phenyldiazenylpropanedinitrile;(E)-2-(phenyldiazenyl)Malononitrile;Propanedinitrile, (phenylazo)-;2-(phenyldiazenyl)malononitrile;phenylazomalononitrile;MALONONITRILE, (PHENYLAZO)-;NSC 263832;Phenyl-azo-malonitril;Phenyl-azo-malonitril [German];2-[(E)-2-phenyldiazen-1-yl]propanedinitrile;F 2201;BRN 0957332;NSC-263832;1350653-31-4;2-(2-Phenyldiazenyl)propanedinitrile;Riociguat intermediate;2-Phenylazo-malononitrile;[Phenyldiazenyl]malononitrile;Malononitrile, 2-phenylazo-;2-(Phenylazo)propanedinitrile;alpha-(phenylazo)malononitrile;SCHEMBL248649;AMY6971;DTXSID101289496;QF95S73B62;BCP11327;CS-M2184;MFCD00524838;NSC263832;AKOS006241424;AKOS028108402;GS-6863;SB17525;Propanedinitrile, 2-(2-phenyldiazenyl)-;AC-29285;LS-88993;2-[(1E)-2-Phenyldiazenyl]propanedinitrile;FT-0662536;2-[(1E)-2-phenyldiazen-1-yl]propanedinitrile;D77447;F11884;Propanedinitrile, 2-[(1E)-2-phenyldiazenyl]-;A854754

Chemical Property of (Phenylazo)malononitrile

Chemical Property:

• Appearance/Colour: Yellow Solid
• Vapor Pressure: 0.012mmHg at 25°C
• Melting Point: > 130 °C
• Refractive Index: 1.592
• Boiling Point: 260.7 °C at 760 mmHg
• Flash Point: 111.5 °C
• PSA: 72.30000
• Density: 1.12 g/cm³
• LogP: 2.18606
• Storage Temp.: Hygroscopic, -20?C Freezer, Under Inert Atmosphere
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 170.059246208
• Heavy Atom Count: 13
• Complexity: 255

Purity/Quality:

99% ^*data from raw suppliers

Benzeneazomalononitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N=NC(C#N)C#N

Technology Process of (Phenylazo)malononitrile

There total 6 articles about (Phenylazo)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: 97.0%

aniline (62-53-3) + malononitrile (109-77-3) → benzeneazomalononitrile (6017-21-6)

Guidance literature:

aniline; With hydrogenchloride; acetic acid; sodium nitrite; In water; at 0 - 10 ℃; for 2h;

malononitrile; In water; for 0.5h;

With sodium acetate; In water; for 2h; Reagent/catalyst;

Reference yield: 95.1%

benzene diazonium chloride (100-34-5) + malononitrile (109-77-3) → benzeneazomalononitrile (6017-21-6)

Guidance literature:

With potassium dihydrogenphosphate; In water; for 2h; Reagent/catalyst;

Reference yield:

aniline (62-53-3) → benzeneazomalononitrile (6017-21-6)

Guidance literature:

Multi-step reaction with 2 steps

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

2: sodium ethanolate

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

DOI:10.1016/j.jfluchem.2014.12.005

upstream raw materials:

2-[1-(thiophen-2-yl)ethylidene]malononitrile

benzene diazonium chloride

2-cyano-3-methyl-3-(2-furyl)propenenitrile

malononitrile

Refernces

• 1、 -. "HETEROCYCLIC COMPOUNDS". Page/Page column 94. . Retrieved 2018/07/29.
• 2、 -. "Adenine intermediate pyrimidine-azo compound and preparation method thereof". Paragraph 0021; 0030; 0031; 0032; 0033; 0034; 0035; 0036. . Retrieved 2017/07/14.