391980
1,2,4,5-Tetracyanobenzene
97%
Synonym(s):
1,2,4,5-Benzenetetracarbonitrile, Pyromellitic acid tetranitrile
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About This Item
Linear Formula:
C6H2(CN)4
CAS Number:
Molecular Weight:
178.15
Beilstein:
1875027
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Assay
97%
form
solid
mp
265-268 °C (lit.)
solubility
acetone: soluble 25 mg/mL, clear, colorless to yellow
functional group
nitrile
SMILES string
N#Cc1cc(C#N)c(cc1C#N)C#N
InChI
1S/C10H2N4/c11-3-7-1-8(4-12)10(6-14)2-9(7)5-13/h1-2H
InChI key
FAAXSAZENACQBT-UHFFFAOYSA-N
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General description
1,2,4,5-Tetracyanobenzene (TCNB, TCB) is a tetra substituted benzene. The IR and raman spectra of TCNB and its 1:1 complex with durene has been recorded. The time-resolved linear dichroism spectroscopic study of hexamethylbenzene-1,2,4,5-tetracyanobenzene charge-transfer complex has been investigated. The influence of magnetic field on the charge-transfer fluorescence of 1,2,4,5-tetracyanobenzene-doped poly(N-vinylcarbazole) thin film has been studied.
Application
1,2,4,5-Tetracyanobenzene (TCB, TCNB) is suitable reagent used in the synthesis of o-3,4-dimethyltetrathiafulvalene (o-Me2TTF)-1,2,4,5-tetracyanobenzene (TCNB) 1:1 complex and radiative exciplexes of TCB in non-polar solvents.
1,2,4,5-Tetracyanobenzene (Pyromellitic acid tetranitrile, PMTN, TCB, TCNB, 1,2,4,5-benzenetetracarbonitrile ) may be used in the following studies:
1,2,4,5-Tetracyanobenzene (Pyromellitic acid tetranitrile, PMTN, TCB, TCNB, 1,2,4,5-benzenetetracarbonitrile ) may be used in the following studies:
- Solid-state diffusion of TCNB into 9-methylanthracene molecular crystal nanorods forming cocrystal nanorods.
- Synthesis of copper polyphthalocyanine (CuPPC) thin films, an elementoorganic semiconductor.
- Preparation of charge transfer (CT) nanocrystallites which may have a potential use in nanofluidics to observe the rotational motion of nanoobjects.
- Hydrothermal synthesis of Co2(terpy)2(btec)•H2O (terpy = 2,2′:6′,2"-terpyridine, btec = 1,2,4,5-benzenetetracarboxylate).
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 2 Oral
Storage Class Code
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Structural Studies of the 1: 1 Complex of o-3, 4-Dimethyltetrathiafulvalene (o-Me2TTF) and 1, 2, 4, 5-Tetracyanobenzene (TCNB).
Reinheimer EW, et al.
Journal of Chemical Crystallography, 40(6), 514-519 (2010)
Formation of cocrystal nanorods by solid-state reaction of tetracyanobenzene in 9-methylanthracene molecular crystal nanorods.
Al-Kaysi RO, et al.
Crystal Growth & Design, 9(4), 1780-1785 (2009)
Fuyuki Ito et al.
Journal of the American Chemical Society, 125(16), 4722-4723 (2003-04-17)
Magnetic field effects on the charge-transfer (CT) fluorescence of a 1,2,4,5-tetracyanobenzene-doped poly(N-vinylcarbazole) thin film were investigated to clarify the primary process in photoconductive organic amorphous solid. The CT fluorescence increased with increasing magnetic field until 10 mT, and then it
Hydrothermal Synthesis of a 3D Polymeric Cobalt (II) Carboxylate Derivative from 1, 2, 4, 5-Benzenetetracarbonitrile.
Sun B, et al.
Zeitschrift fur Anorganische und Allgemeine Chemie, 635(15), 2375-2377 (2009)
Xin Ye et al.
Nature communications, 10(1), 761-761 (2019-02-17)
Organic cocrystals possess valuable properties owing to the synergistic effect of the individual components. However, the growth of molecular cocrystals is still in its primary stage. Here we develop a microspacing in-air sublimation method to grow organic cocrystals, and furthermore
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