(Z)-3-(4-dimethylaminophenyl)-2-(4-nitrophenyl)prop-2-enenitrile

Base Information

• Chemical Name: (Z)-3-(4-dimethylaminophenyl)-2-(4-nitrophenyl)prop-2-enenitrile
• CAS No.: 7496-26-6
• Molecular Formula: C17H15 N3 O2
• Molecular Weight: 293.3199
• NSC Number: 405119
• DSSTox Substance ID: DTXSID60350432
• Wikidata: Q82126375
• ChEMBL ID: CHEMBL2030538
• Mol file: 7496-26-6.mol

Synonyms:(Z)-3-(4-dimethylaminophenyl)-2-(4-nitrophenyl)prop-2-enenitrile;7496-26-6;(Z)-3-[4-(dimethylamino)phenyl]-2-(4-nitrophenyl)prop-2-enenitrile;NSC405119;Cambridge id 5406208;CHEMBL2030538;SCHEMBL14970304;HMS543O18;DTXSID60350432;NSC-405119;AB00084276-01

Chemical Property of (Z)-3-(4-dimethylaminophenyl)-2-(4-nitrophenyl)prop-2-enenitrile

Chemical Property:

• Vapor Pressure: 2.53E-08mmHg at 25°C
• Boiling Point: 451°Cat760mmHg
• Flash Point: 226.5°C
• Density: 1.244g/cm³
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 293.116426730
• Heavy Atom Count: 22
• Complexity: 456

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=C(C=C1)C=C(C#N)C2=CC=C(C=C2)[N+](=O)[O-]
• Isomeric SMILES: CN(C)C1=CC=C(C=C1)/C=C(\C#N)/C2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of (Z)-3-(4-dimethylaminophenyl)-2-(4-nitrophenyl)prop-2-enenitrile

There total 5 articles about (Z)-3-(4-dimethylaminophenyl)-2-(4-nitrophenyl)prop-2-enenitrile 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: 89.0%

4-Nitrophenylacetonitrile (555-21-5,34512-13-5,174848-08-9) + 4-dimethylamino-benzaldehyde (100-10-7) → (Z)-3-(4'-dimethylaminophenyl)-2-(4''-nitrophenyl)acrylonitrile (7496-26-6,60004-48-0,2900-71-2)

Guidance literature:

With sodium ethanolate; In ethanol; at 20 ℃;

DOI:10.1016/j.ejmech.2013.08.031

Reference yield: 68.0%

diethyl p-(N,N'-dimethylamino)-benzylidenemalonate (3435-56-1) + 4-Nitrophenylacetonitrile (555-21-5,34512-13-5,174848-08-9) → 3-(4-(dimethylamino)phenyl)-2-(4-nitrophenyl)acrylonitrile (7496-26-6)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃;

DOI:10.1021/jo802241x

Reference yield:

→ 3-(4-(dimethylamino)phenyl)-2-(4-nitrophenyl)acrylonitrile (7496-26-6)

Guidance literature:

p-Nitrobenzylcyanid, p-Dimethylaminobenzaldehyd;

upstream raw materials:

4-Nitrophenylacetonitrile

4-dimethylamino-benzaldehyde

3-(4-dimethylamino-phenyl)-2-(4-nitro-phenyl)-acrylic acid amide

diethyl p-(N,N'-dimethylamino)-benzylidenemalonate

Downstream raw materials:

trans-4'-dimethylamino-4-nitro-α-cyano-β-ethylstilbene

cyano-1 p-dimethylaminophenyl-2 methyl-3 p-nitrophenyl-1 cyclopropane

cyano-1 (p-dimethylamino α-methylbenzyl)-2 methyl-3 p-nitrophenyl-1 cyclopropane

2-(4-aminophenyl)-3-(4-(dimethylamino)phenyl)acrylonitrile