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HomeProduct name list1,2,4,5-TETRACYANOBENZENE

1,2,4,5-TETRACYANOBENZENE

Synonym(s):1,2,4,5-Benzenetetracarbonitrile;Pyromellitic acid tetranitrile

1,2,4,5-TETRACYANOBENZENE Structural

What is 1,2,4,5-TETRACYANOBENZENE?

Chemical properties

solid

The Uses of 1,2,4,5-TETRACYANOBENZENE

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:

  • 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).

Synthesis Reference(s)

The Journal of Organic Chemistry, 27, p. 3520, 1962 DOI: 10.1021/jo01057a028

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.

Purification Methods

Crystallise the tetra-nitrile from EtOH and sublime in vacuo. [Lawton & McRitchie J Org Chem 24 26 1959, Bailey et al. Tetrahedron 19 161 1963, Beilstein 9 IV 3800.]

Properties of 1,2,4,5-TETRACYANOBENZENE

Melting point: 265-268 °C(lit.)
Boiling point: 300.36°C (rough estimate)
Density  1.35 g/cm3
refractive index  1.5200 (estimate)
storage temp.  Sealed in dry,Room Temperature
solubility  acetone: soluble25mg/mL, clear, colorless to yellow
form  powder to crystal
color  White to Almost white
Water Solubility  Soluble in water.
BRN  1875027
Stability: Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference 712-74-3(CAS DataBase Reference)

Safety information for 1,2,4,5-TETRACYANOBENZENE

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
GHS Hazard Statements H300:Acute toxicity,oral
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

Computed Descriptors for 1,2,4,5-TETRACYANOBENZENE

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