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| 1,2,4,5-TETRACYANOBENZENE Basic information |
| Product Name: | 1,2,4,5-TETRACYANOBENZENE | | Synonyms: | 1,2,4,5-Benzenetetranitrile;1,2,4,5-Benzentetrakarbonitril;Benzene, 1,2,4,5-tetracyano-;Pyromellitic nitrile;Pyromellitic tetranitrile;pyromelliticnitrile;pyromellitictetranitrile;Pyromellitotetranitrile | | CAS: | 712-74-3 | | MF: | C10H2N4 | | MW: | 178.15 | | EINECS: | | Product Categories: | Building Blocks;C10 to C27;Chemical Synthesis;Cyanides/Nitriles;Nitrogen Compounds;Organic Building Blocks;Aromatic Nitriles;Functional Materials;Phthalonitriles & Naphthalonitriles;Phthalonitriles (Building Blocks for Phthalocyanines) | | Mol File: | 712-74-3.mol |
| 1,2,4,5-TETRACYANOBENZENE Chemical Properties |
| 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) |
| Hazard Codes | T | | Risk Statements | 23/24/25 | | Safety Statements | 36/37/39-45 | | RIDADR | UN 3439 6.1/PG 2 | | WGK Germany | 3 | | RTECS | DB9100000 | | TSCA | N | | HazardClass | 6.1(a) | | PackingGroup | II | | HS Code | 29269090 |
| 1,2,4,5-TETRACYANOBENZENE Usage And Synthesis |
| Chemical Properties | solid | | Uses | 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.] |
| 1,2,4,5-TETRACYANOBENZENE Preparation Products And Raw materials |
| Raw materials | N,N-Dimethylformamide-->Thionyl chloride-->Toluene-->Ammonium hydroxide-->Urea-->Acetamide-->1,2-Dichlorobenzene-->Pyromellitic Dianhydride-->4,5-dibromobenzene-1,2-dicarbonitrile-->PYROMELLITIC DIIMIDE-->1,2,4,5-BENZENETETRACARBOXAMIDE-->1,2,4,5-TETRABROMOBENZENE-->Pyromellitic acid-->ZINC CYANIDE |
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