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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

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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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
Mohammed N Alnajrani et al.
Scientific reports, 10(1), 794-794 (2020-01-23)
Traces of antibiotics within domestic and industrial effluents have toxic impact on human health as well as surrounding flora and fauna. Potential increase in antibiotic resistance of microorganisms is likely to rise due to the incomplete removal of antibiotics by
Guanying Dong et al.
ACS applied materials & interfaces, 11(21), 19613-19622 (2019-05-03)
Polydopamine-modified additives have been thus far widely used in the mixed matrix membranes (MMMs) for gas separation. However, very few reports focus on the polydopamine alone and investigate its contribution to the gas separation performance. Herein, the polydopamine-derived submicrospheres (PDASS)
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)
Fengyi Zhang et al.
Macromolecular rapid communications, 39(13), e1800274-e1800274 (2018-05-29)
Current additive manufacturing methods have significant limitations in the classes of compatible polymers. Many polymers of significant technological interest cannot currently be 3D printed. Here, a generalizable method for 3D printing of viscous tenary polymer solutions (polymer/solvent/nonsolvent) is applied to
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