391980

1,2,4,5-Tetracyanobenzene

97%

• Synonym(s): 1,2,4,5-Benzenetetracarbonitrile, Pyromellitic acid tetranitrile
• Linear Formula: C₆H₂(CN)₄
• CAS Number: 712-74-3
• Molecular Weight: 178.15
• Beilstein/REAXYS Number: 1875027
• MDL number: MFCD00043481
• UNSPSC Code: 12352100
• PubChem Substance ID: 24864415
• NACRES: NA.22

Properties

• 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

Description

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.[1] The time-resolved linear dichroism spectroscopic study of hexamethylbenzene-1,2,4,5-tetracyanobenzene charge-transfer complex has been investigated.[2] 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.[3]

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[4] and radiative exciplexes of TCB in non-polar solvents.[5]

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.[6]
• Synthesis of copper polyphthalocyanine (CuPPC) thin films, an elementoorganic semiconductor.[7]
• Preparation of charge transfer (CT) nanocrystallites which may have a potential use in nanofluidics to observe the rotational motion of nanoobjects.[8]
• Hydrothermal synthesis of Co₂(terpy)₂(btec)•H₂O (terpy = 2,2′:6′,2"-terpyridine, btec = 1,2,4,5-benzenetetracarboxylate).[9]

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H300,H311 + H331
• pcodes: P261 - P264 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P311
• Hazard Classifications: Acute Tox. 2 Oral
• Storage Class: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges