2,5-DIMETHYL-7,7,8,8-TETRACYANOQUINODIMETHANE

Base Information

• Chemical Name: 2,5-DIMETHYL-7,7,8,8-TETRACYANOQUINODIMETHANE
• CAS No.: 1487-82-7
• Molecular Formula: C14H8N4
• Molecular Weight: 232.244
• Hs Code.: 2926909090
• Mol file: 1487-82-7.mol

Synonyms:2,5-Cyclohexadiene-D1,a:4,a'-dimalononitrile, 2,5-dimethyl- (7CI,8CI);2,5-Dimethyl-7,7,8,8-tetracyanoquinodimethane;2,5-Dimethyltetracyanoquinodimethane;

Chemical Property of 2,5-DIMETHYL-7,7,8,8-TETRACYANOQUINODIMETHANE

Chemical Property:

• Boiling Point: 280.7oC at 760 mmHg
• Flash Point: 110.2oC
• PSA: 95.16000
• Density: 1.246g/cm3
• LogP: 0.69912
• Storage Temp.: Refrigerator

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,5-Dimethyl-7,7,8,8-tetracyanoquinodimethane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,5-DIMETHYL-7,7,8,8-TETRACYANOQUINODIMETHANE

There total 8 articles about 2,5-DIMETHYL-7,7,8,8-TETRACYANOQUINODIMETHANE 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: 53.0%

2-[4-(Dicyano-trimethylsilanyloxy-methyl)-2,5-dimethyl-phenyl]-2-trimethylsilanyloxy-malononitrile (99779-61-0) → 2,5-dimethyl-7,7,8,8-tetracyanoquinodimethane (1487-82-7) + 2-Chloro-2-[4-(chloro-dicyano-methyl)-2,5-dimethyl-phenyl]-malononitrile (99779-63-2)

Guidance literature:

With pyridine; trichlorophosphate; Ambient temperature;

DOI:10.1246/cl.1985.689

Reference yield:

bis(dicyanomethylene)-2,5-dimethylcyclohexane (1518-17-8) → 2,5-dimethyl-7,7,8,8-tetracyanoquinodimethane (1487-82-7)

Guidance literature:

With pyridine; bromine; In acetonitrile;

DOI:10.1021/jo01045a054

Reference yield:

2-(4-Dicyanomethyl-2,5-dimethyl-phenyl)-malononitrile (96812-95-2) → 2,5-dimethyl-7,7,8,8-tetracyanoquinodimethane (1487-82-7)

Guidance literature:

With bromine; In pyridine;

upstream raw materials:

Dicyano-[4-(dicyano-methoxycarbonyl-methyl)-2,5-dimethyl-phenyl]-acetic acid methyl ester

bis(dicyanomethylene)-2,5-dimethylcyclohexane

2-[4-(Dicyano-trimethylsilanyloxy-methyl)-2,5-dimethyl-phenyl]-2-trimethylsilanyloxy-malononitrile

2-chlorobenzylthiocyanate

Downstream raw materials:

{(C₆(CH₃)6)2Fe}⁽²⁺⁾*2{(CN)2CC₆H₂(CH₃)2C(CN)2}^(1-)*(CN)2CC₆H₂(CH₃)2C(CN)2*2CH₃NO₂={(C₆(CH₃)6)2Fe}{C₁₄H₈N₄}3*2CH₃NO₂

Refernces

• 1、 Yamaguchi, Shunro,Hanafusa, Terukiyo. "PREPARATION OF 7,7,8,8-TETRACYANOQUINODIMETHANE AND ITS DERIVATIVES". . p. 689 - 690. Retrieved 2007/10/02.
• 2、 Fabre, Jean-Marc,Torreilles, Eliane,Vigroux, Michel,Ciral, Louis. "Correlation structure-conductivite dans une series homogene de complexes de transfert de charge de type TTF-TCNQ". . p. 4572 - 4592. Retrieved 2007/10/02.