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

CAS DataBase Reference

1835-49-0(CAS DataBase Reference)

NIST Chemistry Reference

1,4-Benzenedicarbonitrile, 2,3,5,6-tetrafluoro-(1835-49-0)

EPA Substance Registry System

Tetrafluoroterephthalonitrile (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

Toxicity

mouse,LD50,oral,56mg/kg (56mg/kg),Journal of Medicinal Chemistry. Vol. 21, Pg. 906, 1978.

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

Tetrafluoroterephthalonitrile Usage And Synthesis

Chemical Properties

YELLOW TO YELLOW-GREEN CRYSTALS

Uses

Tetrafluoroterephthalonitrile 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.

Uses

Tetrafluoroterephthalonitrile can be used as a synthessi reagent primarily used to create polymers of intinsic microporosity.

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.

Synthesis

The 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%. 

Tetrafluoroterephthalonitrile(1835-49-0)Related Product Information

• 1,4-Dicyanobenzene
• 2,3,5,6-Tetrafluoro-1,4-benzenedimethanol
• O-Phthalimide
• 2,4,5,6-Tetrafluoroisophthalonitrile
• Phthalonitrile
• 4-Aminobenzonitrile
• Dibutyl phthalate
• Tetrafluoroterephthalic acid
• 4-Cyanophenol
• Terephthaloyl chloride
• 4-Nitrobenzonitrile
• 4-Dimethylaminobenzaldehyde
• Terephthalic acid
• Dimefluthrin
• Tetrafluorophthalic acid
• 3,4,5,6-Tetrafluorophthalonitrile
• Tetraheptylammonium bromide
• Tetrafluorohydroquinone