N,N-Bis(cyanoethyl)aniline

Base Information

• Chemical Name: N,N-Bis(cyanoethyl)aniline
• CAS No.: 1555-66-4
• Molecular Formula: C12H13 N3
• Molecular Weight: 199.255
• European Community (EC) Number: 216-306-4
• NSC Number: 108353
• DSSTox Substance ID: DTXSID7061774
• Nikkaji Number: J148.220C
• Wikidata: Q72444765
• Mol file: 1555-66-4.mol

Synonyms:1555-66-4;N,N-Bis(cyanoethyl)aniline;N,N-Dicyanoethylaniline;N,N-Bis(2-cyanoethyl)aniline;3,3'-(Phenylazanediyl)dipropanenitrile;3,3'-(Phenylimino)dipropionitrile;Propanenitrile, 3,3'-(phenylimino)bis-;3-[N-(2-cyanoethyl)anilino]propanenitrile;Bis(2-cyanoethyl)phenylamine;3-[(2-cyanoethyl)(phenyl)amino]propanenitrile;Aniline, N,N-dicyanoethyl-;Aniline, N,N-bis(2-cyanoethyl)-;N,N-Bis-cyanoethylaniline;NSC 108353;(beta-Cyanoethyl)benzylamine;Propionitrile, 3,3'-(phenylimino)di-;(.beta.-Cyanoethyl)benzylamine;N,N-Bis(.beta.-cyanoethyl)aniline;EINECS 216-306-4;3,3'-(Phenylimino)bispropiononitrile;NN-Bis(2-cyanoethyl)aniline;NSC108353;Aniline,N-dicyanoethyl-;N-N-Bis(cyanoethyl)aniline;N,N-Di(2-cyanoethyl)aniline;Aniline,N-bis(2-cyanoethyl)-;N,N-Bis(Cyano Ethyl) Aniline;SCHEMBL2323987;DTXSID7061774;Propionitrile,3'-(phenylimino)di-;MFCD00019855;Propanenitrile,3'-(phenylimino)bis-;AKOS000208290;NSC-108353;AC-11087;CS-0217123;FT-0633661;EN300-68284;W-108017;Z138791656

Chemical Property of N,N-Bis(cyanoethyl)aniline

Chemical Property:

• Appearance/Colour: Solid.
• Vapor Pressure: 5.35E-07mmHg at 25°C
• Melting Point: 80-88 ºC
• Refractive Index: 1.5680 (estimate)
• Boiling Point: 175 - 180 (0.3 torr)
• PKA: 3.85±0.50(Predicted)
• Flash Point: 189oC
• PSA: 50.82000
• Density: 1.105g/cm3
• LogP: 2.32036
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 199.110947427
• Heavy Atom Count: 15
• Complexity: 241

Purity/Quality:

99% ^*data from raw suppliers

N,N-Bis(2-cyanoethyl)aniline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N,N-Bis(cyanoethyl)aniline

There total 7 articles about N,N-Bis(cyanoethyl)aniline 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: 71.0%

acrylonitrile (107-13-1,25014-41-9) + aniline (62-53-3) → N,N-bis(2-cyanoethyl)aniline (1555-66-4) + N-cyanoethylaniline (1075-76-9)

Guidance literature:

With OMS-MIL-100(Fe); In toluene; at 50 ℃; for 24h; Sealed tube; Schlenk technique; Green chemistry;

DOI:10.1007/s10562-018-2490-5

Reference yield:

acetic acid (64-19-7,77671-22-8) + acrylonitrile (107-13-1,25014-41-9) + aniline (62-53-3) → N,N-bis(2-cyanoethyl)aniline (1555-66-4) + N-cyanoethylaniline (1075-76-9)

Guidance literature:

at 150 ℃;

DOI:10.1039/jr9490000067

Reference yield:

acrylonitrile (107-13-1,25014-41-9) + aniline (62-53-3) → N,N-bis(2-cyanoethyl)aniline (1555-66-4)

Guidance literature:

With acetic acid; copper(l) chloride;

DOI:10.1021/ja01124a524

upstream raw materials:

acetic acid

acrylonitrile

aniline

potassium cyanide

Downstream raw materials:

N,N-bis(3-aminopropyl)aniline

3,3'-(2,4-dinitro-phenylimino)-di-propionitrile

3,3'-(4-bromo-phenylimino)-di-propionitrile

3,3'-(4-nitroso-phenylimino)-di-propionitrile