ChemicalBook CAS DataBase List 712-74-3

712-74-3

Name	1,2,4,5-TETRACYANOBENZENE
CAS	712-74-3
Molecular Formula	C10H2N4
MDL Number	MFCD00043481
Molecular Weight	178.15
MOL File	712-74-3.mol

Synonyms

1,2,4,5-BENZENETETRACARBONITRILE 1,2,4,5-TETRACYANOBENZENE BENZENE-1,2,4,5-TETRACARBONITRILE PYROMELLITIC ACID TETRANITRILE PYROMELLITONITRILE TCNB TIMTEC-BB SBB008167 1,2,4,5-Benzenetetranitrile 1,2,4,5-Benzentetrakarbonitril Benzene, 1,2,4,5-tetracyano- Pyromellitic nitrile Pyromellitic tetranitrile pyromelliticnitrile pyromellitictetranitrile Pyromellitotetranitrile s-Tetracyanobenzene sym-Tetracyanobenzene Tetracyanobenzene 1,2,4,5-Benzenetetracarbonitrile, Pyromellitic acid tetranitrile

Chemical Properties

Appearance	solid
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
Stability:	Stable. Incompatible with strong oxidizing agents.
Water Solubility	Soluble in water.
BRN	1875027
InChI	InChI=1S/C10H2N4/c11-3-7-1-8(4-12)10(6-14)2-9(7)5-13/h1-2H
InChIKey	FAAXSAZENACQBT-UHFFFAOYSA-N
SMILES	C1(C#N)=CC(C#N)=C(C#N)C=C1C#N
CAS DataBase Reference	712-74-3(CAS DataBase Reference)

Safety Data

Hazard Codes	T
Risk Statements	R23/24/25:Toxic by inhalation, in contact with skin and if swallowed . less more
Safety Statements	S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . less more
RIDADR	UN 3439 6.1/PG 2
WGK Germany	3
RTECS	DB9100000
TSCA	N
HazardClass	6.1(a)
PackingGroup	II
HS Code	29269090
Storage Class	6.1A - Combustible acute toxic Cat. 1 and 2 very toxic hazardous materials
Hazard Classifications	Acute Tox. 2 Oral

Raw materials And Preparation Products

Hazard Information

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.]

Spectrum Detail

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