104426
Tetrafluoroterephthalonitrile
99%
Synonym(s):
2,3,5,6-Tetrafluoro-1,4-dicyanobenzene
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About This Item
Linear Formula:
C6F4-1,4-(CN)2
CAS Number:
Molecular Weight:
200.09
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
99%
form
solid
mp
197-199 °C (lit.)
solubility
acetone: soluble
SMILES string
Fc1c(F)c(C#N)c(F)c(F)c1C#N
InChI
1S/C8F4N2/c9-5-3(1-13)6(10)8(12)4(2-14)7(5)11
InChI key
PCRSJGWFEMHHEW-UHFFFAOYSA-N
General description
Tetrafluoroterephthalonitrile reacts with alkyl Grignard reagents to form corresponding 4-alkyltetrafluorobenzonitriles. Tetrafluoroterephthalonitrile acts as a four-electron donor ligand and forms tungsten(II)η2-nitrile complexes.
Application
Tetrafluoroterephthalonitrile can be used in the synthesis of Polymers of Intrinsic Microporosity (PIM). Tetrafluoroterephthalonitrile was used to study ultraviolet (UV)-rearranged polymers of PIM-1 membranes for efficient separation of H2 and CO2 .
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
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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Rhys Short et al.
Chemical communications (Cambridge, England), 47(24), 6822-6824 (2011-05-19)
Microporous polymers derived from the 1,2- and 1,4-regioisomers of di(3',4'-dihydroxyphenyl)tetraphenylbenzene have very different properties with the former being composed predominantly of cyclic oligomers whereas the latter is of high molar mass suitable for the formation of robust solvent-cast films of
The mono-alkyldecyanation of tetrafluoroterephthalonitrile by reaction with Grignard reagents.
Milner DJ.
Journal of Organometallic Chemistry, 302(2), 147-152 (1986)
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There has been recent interest in polymers of intrinsic microporosity (PIMs) for solid-state hydrogen-storage materials; however, the gas-sorption properties and conditions for hydrogen uptake are relatively unexplored. PIM-1 has been synthesised using the condensation reaction between 3,3,3,3-tetramethyl-1,1-spirobisindane-5,5,6,6-tetraol and 2,3,5,6-tetrafluorophthalonitrile as
Allergic contact dermatitis from tetrafluoroterephthalonitrile and TFX diamine.
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Contact dermatitis, 20(3), 233-234 (1989-03-01)
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