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104426

Sigma-Aldrich

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:
1835-49-0
Molecular Weight:
200.09
EC Number:
217-397-3
MDL number:
MFCD00001776
UNSPSC Code:
12352100
PubChem Substance ID:
24846643
NACRES:
NA.22

Quality Level

100

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 .

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301,H315,H319,H335

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Wenmin Zhang et al.
Journal of chromatography. A, 1503, 1-11 (2017-05-14)
Microcystins (MCs) are cyclic heptapeptide toxins and tumor promoters produced by cyanobacteria, which threaten the health of humans. In this study, magnetic porous β-cyclodextrin polymer (Fe
Synthesis and reactivity of tungsten (II) carbonyl ?2-nitrile complexes: crystal structure of tetrafluoroterephthalonitrile as a four-electron donor ligand.
Kiplinger JL, et al.
Chemical Communications (Cambridge, England), 14, 1691-1692 (1996)
Manmatha Mahato et al.
Nature communications, 11(1), 5358-5358 (2020-10-25)
In the field of bioinspired soft robotics, to accomplish sophisticated tasks in human fingers, electroactive artificial muscles are under development. However, most existing actuators show a lack of high bending displacement and irregular response characteristics under low input voltages. Here
Ying Pan et al.
ChemSusChem, 12(10), 2231-2239 (2019-03-10)
CO2 cycloaddition to epoxides is an effective and economical utilization method to alleviate the current excessive CO2 emission situation. The development of catalysts with both high catalytic efficiency and high recyclability is necessary but challenging. In this context, a heterogeneous
Donya Ramimoghadam et al.
Chemphyschem : a European journal of chemical physics and physical chemistry, 20(12), 1613-1623 (2019-05-09)
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
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