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1835-49-0

1835-49-0 Structure

1835-49-0 Structure
IdentificationMore
[Name]

Tetrafluoroterephthalonitrile
[CAS]

1835-49-0
[Synonyms]

2,3,5,6-tetrafluoro-1,4-benzenedicarbonitrile
2,3,5,6-TETRAFLUORO TEREPHTHALONITRILE
PERFLUOROTEREPHTHALONITRILE
TETRAFLUOROTEREPHTHALONITRILE
1,4-Dicyano-2,3,5,6-tetrafluorobenzene
1,4-Dicyanotetrafluorobenzene
2,3,5,6-tetrafluoro-4-benzenedicarbonitrile
Diamond 2031
diamond2031
Terephthalonitrile, tetrafluoro-
tetrafluoroterephthalodinitrile
Tetrafluoroterephthalonitrile 99%
Tetrafluoroterephthalonitrile99%
+B822,3,5,6-Tetrafluoro-1,4-benzenedicarbonitrile
2,3,5,6-TETRAFLUOROTEREPHTHALONITRILE 98%
2,3,5,6-Tetrafluorobenzene-1,4-dicarbonitrile
[EINECS(EC#)]

217-397-3
[Molecular Formula]

C8F4N2
[MDL Number]

MFCD00001776
[Molecular Weight]

200.09
[MOL File]

1835-49-0.mol
Chemical PropertiesBack Directory
[Appearance]

YELLOW TO YELLOW-GREEN CRYSTALS
[Melting point ]

197-199 °C (lit.)
[Boiling point ]

243.3±40.0 °C(Predicted)
[density ]

1.6184 (estimate)
[storage temp. ]

Sealed in dry,2-8°C
[solubility ]

Soluble in hot methanol.
[form ]

Solid
[color ]

White to Light yellow
[InChI]

InChI=1S/C8F4N2/c9-5-3(1-13)6(10)8(12)4(2-14)7(5)11
[InChIKey]

PCRSJGWFEMHHEW-UHFFFAOYSA-N
[SMILES]

C1(C#N)=C(F)C(F)=C(C#N)C(F)=C1F
[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]

1835-49-0(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)
GHS06
[Signal word ]

Danger
[Hazard statements ]

H301-H315-H319-H335
[Precautionary statements ]

P261-P264-P270-P301+P310-P302+P352-P305+P351+P338
[Hazard Codes ]

T,Xi
[Risk Statements ]

R25:Toxic if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21:Harmful by inhalation and in contact with skin .
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S37/39:Wear suitable gloves and eye/face protection .
S22:Do not breathe dust .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
[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 Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Acute Tox. 3 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
[Toxicity]

mouse,LD50,oral,56mg/kg (56mg/kg),Journal of Medicinal Chemistry. Vol. 21, Pg. 906, 1978.
Hazard InformationBack Directory
[Chemical Properties]

YELLOW TO YELLOW-GREEN CRYSTALS
[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%. 
[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] Patent: US2008/207961, 2008, A1. Location in patent: Page/Page column 3
[4] Journal of Organic Chemistry, 2008, vol. 73, # 6, p. 2469 - 2472
[5] Chemical Communications, 2008, # 1, p. 117 - 119
Spectrum DetailBack Directory
[Spectrum Detail]

Tetrafluoroterephthalonitrile(1835-49-0)MS
Tetrafluoroterephthalonitrile(1835-49-0)1HNMR
Tetrafluoroterephthalonitrile(1835-49-0)13CNMR
Tetrafluoroterephthalonitrile(1835-49-0)IR1
Tetrafluoroterephthalonitrile(1835-49-0)IR2
Tetrafluoroterephthalonitrile(1835-49-0)Raman
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

1835-49-0(sigmaaldrich)
[TCI AMERICA]

Tetrafluoroterephthalonitrile,>98.0%(GC)(1835-49-0)
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