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Tetrafluoroterephthalonitrile

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Tetrafluoroterephthalonitrile Basic information
Product Name:Tetrafluoroterephthalonitrile
Synonyms:Tetrafluoro-t-phthalonitrile;2,3,5,6-Tetrafluorobenzene-1,4-dicarbonitrile;Tetrafluoroterephthalonitrile,97%;Perfluoroterephthalonitrile 99%;Tetrafluoroterephthalonitrile, 2,3,5,6-Tetrafluorobenzene-1,4-dicarbonitrile, 1,4-Dicyanoperfluorobenzene;2,3,5,6-Tetrafluorobenzene-1,4-dicarbonitrile, Perfluoroterephthalonitrile;2,3,5,6-Tetrafluoro-1,4-dicyanobenzene;2,4,5,6-Tetrafluorobenzene-1,4-dicarbonitrile
CAS:1835-49-0
MF:C8F4N2
MW:200.09
EINECS:217-397-3
Product Categories:Nitrogen Compounds;Nitrile;C8 to C9;Cyanides/Nitriles;OLED
Mol File:1835-49-0.mol
Tetrafluoroterephthalonitrile Structure
Tetrafluoroterephthalonitrile Chemical Properties
Melting point 197-199 °C (lit.)
Boiling point 243.3±40.0 °C(Predicted)
density 1.6184 (estimate)
storage temp. 2-8°C
solubility Soluble in hot methanol.
form Solid
color White to Light yellow
InChIInChI=1S/C8F4N2/c9-5-3(1-13)6(10)8(12)4(2-14)7(5)11
InChIKeyPCRSJGWFEMHHEW-UHFFFAOYSA-N
SMILESC1(C#N)=C(F)C(F)=C(C#N)C(F)=C1F
CAS DataBase Reference1835-49-0(CAS DataBase Reference)
NIST Chemistry Reference1,4-Benzenedicarbonitrile, 2,3,5,6-tetrafluoro-(1835-49-0)
EPA Substance Registry SystemTetrafluoroterephthalonitrile (1835-49-0)
Safety Information
Hazard Codes T,Xi
Risk Statements 25-36/37/38-20/21-23/24/25-36/37/39-20/21/22
Safety Statements 26-45-37/39-22-36/37/39-27
RIDADR UN 3439 6.1/PG 3
WGK Germany 3
RTECS CZ1955000
Hazard Note Toxic
HazardClass 6.1(b)
PackingGroup III
HS Code 29269090
Storage Class6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard ClassificationsAcute Tox. 3 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Toxicitymouse,LD50,oral,56mg/kg (56mg/kg),Journal of Medicinal Chemistry. Vol. 21, Pg. 906, 1978.
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
Tetrafluoroterephthalonitrile Usage And Synthesis
Chemical PropertiesYELLOW TO YELLOW-GREEN CRYSTALS
UsesTetrafluoroterephthalonitrile can be used as a synthessi reagent primarily used to create polymers of intinsic microporosity.
UsesTetrafluoroterephthalonitrile can be used in the synthesis of Polymers of Intrinsic Micro porosity (PIM). It is used to study ultraviolet (UV)-rearranged polymers of PIM-1 membranes for efficient separation of H2 and CO2.
General DescriptionTetrafluoroterephthalonitrile 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.
SynthesisThe specific synthesis method of Tetrafluoroterephthalonitrile is as follows: Potassium fluoride was dired at 500°C and then pulverized. Dimethylformamide was desiccated over potassium hydroxide pellets and then distilled under nitrogen. The water content thereof was determined in dehydrated methanol by the Karl-Fischer method to be 0.02% by weight. A reactor having a reflux condenser, within which the atmosphere was displaced with nitrogen gas, was charged with 1.330 grams of tetrachloroterephthalonitrile, 1.743 grams of dry potassium fluoride, and 10 milliliters of said dimethylformamide. After that, the mixture was heated to 130°C with simultaneous agitation and allowed to undergo a reaction for five hours. After that, the contents of the reactor were poured into ice water, and a saturated aqueous solution of sodium chloride was added.Consequently, the reaction product separated and floated to the surface. The floating phase was separated by filtration, washed with water, and dried. The yield of the product was calculated to be 81.0%. 
References[1] Journal of Fluorine Chemistry, 2004, vol. 125, # 3, p. 451 - 454
[2] Patent: US2008/207961, 2008, A1. Location in patent: Page/Page column 3
[3] Journal of Organic Chemistry, 2008, vol. 73, # 6, p. 2469 - 2472
[4] Chemical Communications, 2008, # 1, p. 117 - 119
Tetrafluoroterephthalonitrile Preparation Products And Raw materials
Raw materialsTetrachloroterephthalonitrile-->N,N-Dimethylformamide-->Potassium fluoride
Tag:Tetrafluoroterephthalonitrile(1835-49-0) Related Product Information
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