(Z)-2,3-bis(3,4-dimethoxyphenyl)but-2-enedinitrile

Base Information

• Chemical Name: (Z)-2,3-bis(3,4-dimethoxyphenyl)but-2-enedinitrile
• CAS No.: 18656-85-4
• Molecular Formula: C20H18N2O4
• Molecular Weight: 350.374

Synonyms:(Z)-2,3-bis(3,4-dimethoxyphenyl)but-2-enedinitrile;Bis(3,4-dimethoxyphenyl)maleic acid nitrile;But-2-enedinitrile, 2,3-bis(3,4-dimethoxyphenyl)-, (Z)-;18656-85-4

Chemical Property of (Z)-2,3-bis(3,4-dimethoxyphenyl)but-2-enedinitrile

Chemical Property:

• Vapor Pressure: 2.1E-10mmHg at 25°C
• Boiling Point: 507.1°Cat760mmHg
• Flash Point: 190.5°C
• Density: 1.187g/cm³
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 350.12665706
• Heavy Atom Count: 26
• Complexity: 547

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C(=C(C#N)C2=CC(=C(C=C2)OC)OC)C#N)OC
• Isomeric SMILES: COC1=C(C=C(C=C1)/C(=C(/C#N)\C2=CC(=C(C=C2)OC)OC)/C#N)OC

Technology Process of (Z)-2,3-bis(3,4-dimethoxyphenyl)but-2-enedinitrile

There total 7 articles about (Z)-2,3-bis(3,4-dimethoxyphenyl)but-2-enedinitrile 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: 70.0%

3,4-dimethoxyphenylacetonitrile (93-17-4) → 1,2-dicyano-1,2-bis(3,4-dimethoxyphenyl)ethene (87512-53-6) + 1,2-dicyano-1,2-bis(3,4-dimethoxyphenyl)ethane (6767-27-7) + (Z)-1,2-dicyano-1,2-bis(3,4-dimethoxyphenyl)ethene (18656-85-4)

Guidance literature:

With tert-butylbenzene; di-tert-butyl peroxide; 1.) reflux, 3.5 h, 2.) 24 h;

Reference yield: 65.0%

3,4-dimethoxy-α-ethoxycarbonyloxybenzyl cyanide (6443-67-0) → 1,2-dicyano-1,2-bis(3,4-dimethoxyphenyl)ethane (6767-27-7) + 9,10-dicyano-2,3,6,7-tetramethoxyanthracene (13112-55-5) + ethoxy-(3,4-dimethoxy-phenyl)-acetonitrile (87512-52-5) + (Z)-1,2-dicyano-1,2-bis(3,4-dimethoxyphenyl)ethene (18656-85-4)

Guidance literature:

With sulfuric acid; In benzene; Further byproducts given; Heating;

Reference yield: 51.0%

3,4-dimethoxy-α-ethoxycarbonyloxybenzyl cyanide (6443-67-0) → 1,2-dicyano-1,2-bis(3,4-dimethoxyphenyl)ethene (87512-53-6) + 9,10-dicyano-2,3,6,7-tetramethoxyanthracene (13112-55-5) + ethoxy-(3,4-dimethoxy-phenyl)-acetonitrile (87512-52-5) + (Z)-1,2-dicyano-1,2-bis(3,4-dimethoxyphenyl)ethene (18656-85-4)

Guidance literature:

With chloroacetic acid; In toluene; Further byproducts given; Heating;

upstream raw materials:

3,4-dimethoxyphenylacetonitrile

3,4-dimethoxy-α-ethoxycarbonyloxybenzyl cyanide

sodium cyanide

4-chloromethyl-1,2-dimethoxy-benzene

Downstream raw materials:

bis(3,4-Dimethoxyphenyl)maleic acid anhydride

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