2,2'-(2,5-Cyclohexadien-1,4-diyli-den)bismalononitril

7,7,8,8-Tetracyanoquinodimethane Struktur
1518-16-7
CAS-Nr.
1518-16-7
Bezeichnung:
2,2'-(2,5-Cyclohexadien-1,4-diyli-den)bismalononitril
Englisch Name:
7,7,8,8-Tetracyanoquinodimethane
Synonyma:
TCNQ;TETRACYANOQUINODIMETHANE;Tetracyanoquinodimethan;Tetracyano p-Quinone Dimethane;TIMTEC-BB SBB000435;7,7,8,8-Tetracyanoqu;tetracyano-quinodimetha;etracyanoquinodimethane;7,7,8,8-Tetracyanodimethan;Quinodimethan, tetracyano-
CBNumber:
CB6306980
Summenformel:
C12H4N4
Molgewicht:
204.19
MOL-Datei:
1518-16-7.mol

2,2'-(2,5-Cyclohexadien-1,4-diyli-den)bismalononitril Eigenschaften

Schmelzpunkt:
287-289 °C (dec.) (lit.)
Siedepunkt:
332.67°C (rough estimate)
Dichte
1.3596 (rough estimate)
Brechungsindex
1.5000 (estimate)
storage temp. 
Sealed in dry,Room Temperature
Aggregatzustand
Crystalline Powder
Farbe
Orange-brown to green
Wasserlöslichkeit
insoluble
maximale Wellenlänge (λmax)
395nm(CH3CN)(lit.)
BRN 
611604
Stabilität:
Stable. Incompatible with strong acids, strong bases, strong reducing agents, strong oxidizing agents.
CAS Datenbank
1518-16-7(CAS DataBase Reference)
NIST chemische Informationen
Propanedinitrile, 2,2'-(2,5-cyclohexadiene-1,4-diylidene)bis-(1518-16-7)
EPA chemische Informationen
Propanedinitrile, 2,2'-(2,5-cyclohexadiene-1,4-diylidene)bis- (1518-16-7)

Sicherheit

Kennzeichnung gefährlicher Xn,Xi,T
R-Sätze: 22-20/21/22-23/24/25
S-Sätze: 22-24/25-36/37-26-36-45
RIDADR  3276
WGK Germany  3
RTECS-Nr. GU4850000
Hazard Note  Irritant
TSCA  Yes
HazardClass  6.1
PackingGroup  II
HS Code  29269095

2,2'-(2,5-Cyclohexadien-1,4-diyli-den)bismalononitril Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung

7,7,8,8-tetracyanoquinodimethane (TCNQ), with a LUMO at 4.5 eV, is known for the charge-transfer salts formed by its radical anion TCNQ in?photovoltaic, light-emitting diodes, and organic field-effect transistor?devices. TCNQ and its derivatives?have been used as dopants, leading to an increase in hole mobility or to the lowering of injection?barriers. One classic example of such is the treatment of tetrathiafulvene (TTF), an electron donor with TCNQ. TFF and TCNQ form an ion pair, the TTF-TCNQ complex. This process of doping leads to the crystallisation of the ion pair into a one-dimensionally stacked polymer. This polymer consists of segregated stacks of cations and anions of the donors and the acceptors, respectively. The complex crystal is an organic semiconductor that exhibits metallic electric conductivity [1, 2].

R-Sätze Betriebsanweisung:

R22:Gesundheitsschädlich beim Verschlucken.
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.

S-Sätze Betriebsanweisung:

S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.

Chemische Eigenschaften

orange to green crystalline powder

Verwenden

7,7,8,8-Tetracyanoquinodimethane is an electron-acceptor molecule used to form charge-transfer superconductors. It is an effective catalyst used for the ?-chlorination of carboxylic acids using chlorosulfonic acid; the presence of TCNQ suppresses competing free-radical chlorination.

Definition

ChEBI: A quinodimethane that is p-quinodimethane in which the methylidene hydrogens are replaced by cyano groups.

Allgemeine Beschreibung

7,7,8,8-Tetracyanoquinodimethane (TNCQ) is a strong electron acceptor as it has four cyano groups and π-conjugation bonds that form charge transferring chains and ion radical salts which are mainly used as p-dopants for the fabrication of a variety of semiconductor applications.

2,2'-(2,5-Cyclohexadien-1,4-diyli-den)bismalononitril Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


2,2'-(2,5-Cyclohexadien-1,4-diyli-den)bismalononitril Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 212)Lieferanten
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info@codchem.com China 20356 58

1518-16-7(2,2'-(2,5-Cyclohexadien-1,4-diyli-den)bismalononitril)Verwandte Suche:


  • TIMTEC-BB SBB000435
  • 2,2'-(2,5-cyclohexadiene-1,4-diylidene)bismalononitrile
  • 2,5-Cyclohexadiene-delta(sup1alpha:4alpha)dimalononitrile
  • 7,7,8,8-Tetracyano-1,4-chinodimethan
  • 7,7,8,8-Tetracyano-1,4-quinodimethan
  • 7,7,8,8-Tetracyanodimethan
  • 7,7,8,8-Tetracyano-p-quinodimethane
  • 7,7,8,8-tetracyanoquinoedimethane
  • 7,7,8,8-tetracyanoquinonedimethane
  • 7,7,8,8-Tetracyanoquino-Dimeth
  • 7,7,8,8-Tetracyanoquinodimethane,98%TCNQ
  • Propanedinitrile, 2,2-(2,5-cyclohexadiene-1,4-diylidene)bis-
  • TCNQ/7,7'',8,8''-TETRACYANOQUINO-DIMETHANE
  • 7,7,8,8-TETRACYANOQUINODIMETHANE TCNQ
  • TCNQ/TETRACYANO-QUINODIMETHA
  • Tetracyanoquinodimethane: (Ultima Gold AB)
  • (2,5-Cyclohexadiene-1,4-diylidene)-dimalononitrile, TCNQ
  • 2-[4-(Dicyanomethylidene)-1-cyclohexa-2,5-dienylidene]propanedinitrile
  • 7,7,8,8-Tetracyanoquinodimethane,98%
  • (2,5-Cyclohexadiene-1,4-diylidene)
  • 7,7,8,8-Tetracyanoqu
  • 2,2'-(Cyclohexa-2,5-diene-1,4-diylidene)dipropane-1,3-dinitrile, TCNQ
  • 7,7,8,8-TetracyanoquinodiMethane, 98% 10GR
  • 1,4-Bis(dicyanomethylene)cyclohexadiene TCNQ
  • 2,2'-(Cyclohexa-2,5-diene-1,4-diylidene)diMalononitrile
  • cyclohexa-2,5-diene-1,4-diylidene-bis-malononitrile
  • Propanedinitrile,2,2’-(2,5-cyclohexadien-1,4-diylidene)bis-
  • Quinodimethan, tetracyano-
  • tetracyano-quinodimetha
  • 1,4-BIS(DICYANOMETHYLENE)-2,5-CYCLOHEXADIENE
  • 1,4-BIS(DICYANOMETHYLENE)CYCLOHEXADIENE
  • 2,2'-(2,5-cyclohexadiene-1,4-diylidene)bispropanedinitrile
  • 2,5-CYCLOHEXADIENE-1,4-DIYLIDENE-A,A'-DIMALONONITRILE
  • (2,5-CYCLOHEXADIENE-1,4-DIYLIDENE)DIMALONONITRILE
  • (2,5-CYCLOHEXADIENE-1,4-DIYLIDENE)MALONONITRILE
  • 2,5-CYCLOHEXADIENE-DELTA1,ALPHA4,ALPHA'-DIMALONONITRILE
  • TETRACYANO P-QUINODIMETHANE
  • TETRACYANODIMETHANOQUINONE
  • 7,7,8,8-TETRACYANO-1,4-QUINODIMETHANE
  • 7,7,8,8-TETRACYANOQUINODIMETHANE
  • 7,7,8,8-TetracyanoquinodiMethane (purified by subliMation)
  • 7,7,8,8-TetracyanoquinodiMethane 98%
  • 2,5-Cyclohexadiene-1,4-diylidene-alpha,alpha'-dimalononitrile
  • 2,5-cyclohexadiene-delta(sup1,alpha:4,alpha)-dimalononitrile
  • 2-[4-(dicyanomethylidene)cyclohexa-2,5-dien-1-ylidene]propanedinitrile
  • 7,7,8,8-Tetracyanoquinonedimethane for synthesis
  • 2,2’-(2,5-cyclohexadiene-1,4-diylidene)bis-propanedinitril
  • cyclohexa-1,2,4,5-tetraene
  • 7,7,8,8-Tetracyanoquinodimethane>
  • 7,7,8,8-Tetracyanoquinodimethane, 98%, for synthesis
  • TCNQ 7,7,8,8-Tetracyanoquinodimethan
  • Tetracyano p-Quinone Dimethane
  • Tetracyanoquinodimethan
  • TCNQ
  • TETRACYANOQUINODIMETHANE
  • etracyanoquinodimethane
  • 1518-16-7
  • C12H4N4
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