3,4,5,6-Tetrafluorophthalonitrile supplier

Name
3,4,5,6-Tetrafluorophthalonitrile
EINECS 217-400-8
CAS No. 1835-65-0
Density 1.54 g/cm³
Solubility
Melting Point 81-86 °C(lit.)
Formula C₈F₄N₂
Boiling Point 274.2 °C at 760 mmHg
Molecular Weight 200.095
Flash Point 119.6 °C
Transport Information UN 3439
Appearance WHITE TO TAN POWDER, CRYSTALS, CRYSTALLINE POWDER AND/OR CHUNKS
Safety 26-36
Risk Codes 20/21/22-36/37/38
Molecular Structure
Hazard Symbols Xn, Xi
Synonyms Phthalonitrile,tetrafluoro- (7CI,8CI);1,2-Dicyano-3,4,5,6-tetrafluorobenzene;1,2-Dicyanotetrafluorobenzene;3,4,5,6-Tetrafluoro-1,2-dicyanobenzene;3,4,5,6-Tetrafluorophthalodinitrile;Perfluorophthalonitrile;Tetrafluorophthalonitrile;
PSA 47.58000
LogP 1.98636

Synthetic route

: 1953-99-7
tetrachlorophthalonitrile

A: 3-chloro-4,5,6-trifluoro phthalonitrile

B: 1835-65-0
Tetrafluorophthalonitrile

Conditions

Conditions	Yield
With potassium fluoride In benzonitrile at 260℃; for 18h;	A 18.3% B 75.8%

: 126-33-0
sulfolane

: 1953-99-7
tetrachlorophthalonitrile

: 1835-65-0
Tetrafluorophthalonitrile

Conditions

Conditions	Yield
With potassium fluoride In water	74%

: potassium fluoride

: 1953-99-7
tetrachlorophthalonitrile

: 1835-65-0
Tetrafluorophthalonitrile

Conditions

Conditions	Yield
In dimethyl sulfoxide heating to 130-160°C, 0.5-1 h;	70%
In dimethyl sulfoxide heating to 130-160°C, 0.5-1 h;	70%

: 827-08-7
1,2-dibromo-3,4,5,6-tetrafluorobenzene

: 544-92-3
copper(I) cyanide

: 1835-65-0
Tetrafluorophthalonitrile

Conditions

Conditions	Yield
at 160 - 170℃;

: 1953-99-7
tetrachlorophthalonitrile

A: 455-32-3
benzoyl fluoride

B: 1835-65-0
Tetrafluorophthalonitrile

Conditions

Conditions	Yield
With sodium hydroxide at 270℃; for 16h;

: 827-08-7
1,2-dibromo-3,4,5,6-tetrafluorobenzene

: copper(l) cyanide

: 1835-65-0
Tetrafluorophthalonitrile

: 1953-99-7
tetrachlorophthalonitrile

: 1835-65-0
Tetrafluorophthalonitrile

Conditions

Conditions	Yield
With potassium fluoride In N,N-dimethyl-formamide at 110℃; for 7h; Temperature; Concentration;

: 1835-65-0
Tetrafluorophthalonitrile

: 34251-54-2
4-Methoxy-3,5,6-trifluorphthalonitril

Conditions

Conditions	Yield
With potassium hydroxide In methanol at -5 to 0°C;	98%
With KOH In methanol at -5 to 0°C;	98%

: 1835-65-0
Tetrafluorophthalonitrile

: 25693-94-1
4-amino-3,5,6-trifluoro-1,2-phenylene dicyanide

Conditions

Conditions	Yield
With ammonium hydroxide	98%
With NH4OH	98%
With ammonium hydroxide In 1,4-dioxane for 2h; Reflux;	81%

: 1835-65-0
Tetrafluorophthalonitrile

: 3943-89-3
Ethyl protocatechuate

: C26H16N2O8

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 80℃; for 3h;	98%

: 1835-65-0
Tetrafluorophthalonitrile

: 20349-39-7
4-hydroxy-2,7-naphthalenedisulfonic acid disodium salt

: 1174937-70-2
3FNS-1

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 2h; Inert atmosphere;	97%

: 1835-65-0
Tetrafluorophthalonitrile

: 17534-15-5
1,2-benzenedithiole

: benzo[5,6][1,4]dithiino[2,3-a]thianthrene-6,7-dicarbonitrile

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 16h; Inert atmosphere; Schlenk technique;	97%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Temperature;	94%

: 771-63-1
2,3,5,6-tetrafluoro-1,4-benzenediol

: 1835-65-0
Tetrafluorophthalonitrile

: 1,4-bis(3,4-dicyano-2,5,6-trifluorophenoxy)tetrafluorobenzene

Conditions

Conditions	Yield
With potassium fluoride In 4-methyl-2-pentanone at 50 - 80℃; for 5.25h;	96%

: 75-89-8
2,2,2-trifluoroethanol

: 1835-65-0
Tetrafluorophthalonitrile

: 187093-60-3
3,4,5,6-tetrakis-(2',2',2'-trifluoroethoxy)phthalonitrile

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran at 0 - 20℃;	95%
With potassium carbonate In N,N-dimethyl-formamide for 12h; Ambient temperature;	94%
With potassium carbonate In N,N-dimethyl-formamide for 4h; Ambient temperature;	92%

: 1835-65-0
Tetrafluorophthalonitrile

: 25566-74-9
3,4-dicyano-2,5,6-trifluoromethyldiphenylamine

Conditions

Conditions	Yield
With aniline In ethanol in 80 % C2H5OH;	94%
With C6H5NH2 In ethanol in 80 % C2H5OH;	94%
With aniline In further solvent(s) 10 min boiling in N-methyl-2-pyrrolidone;	61%
With C6H5NH2 In further solvent(s) 10 min boiling in N-methyl-2-pyrrolidone;	61%
Multi-step reaction with 2 steps 1: aniline / petroleum ether View Scheme

: 1835-65-0
Tetrafluorophthalonitrile

: 86-74-8
9H-carbazole

: 1416881-51-0
1,2,3,4-tetrakis(carbazol-9-yl)-5,6-dicyanobenzene

Conditions

Conditions	Yield
Stage #1: 9H-carbazole With sodium hydride In tetrahydrofuran; mineral oil at 25℃; for 0.5h; Inert atmosphere; Stage #2: Tetrafluorophthalonitrile In tetrahydrofuran; mineral oil at 25℃; Inert atmosphere;	94%
Stage #1: 9H-carbazole With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 0.5h; Inert atmosphere; Stage #2: Tetrafluorophthalonitrile In tetrahydrofuran; mineral oil at 20℃; for 12h; Inert atmosphere;	91%
Stage #1: 9H-carbazole With sodium hydride In tetrahydrofuran; mineral oil at 26.84℃; for 0.5h; Inert atmosphere; Stage #2: Tetrafluorophthalonitrile In tetrahydrofuran; mineral oil at 26.84℃; for 10h; Inert atmosphere;	38%
Stage #1: 9H-carbazole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.5h; Inert atmosphere; Stage #2: Tetrafluorophthalonitrile In N,N-dimethyl-formamide; mineral oil at 60℃; for 10h; Inert atmosphere;	28.5%
Stage #1: 9H-carbazole With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 0.5h; Inert atmosphere; Stage #2: Tetrafluorophthalonitrile In tetrahydrofuran; mineral oil at 20℃; for 12h;

: 1835-65-0
Tetrafluorophthalonitrile

: C12(2)H9NO

: C56(2)H32N6O4

Conditions

Conditions	Yield
Stage #1: C12(2)H9NO With sodium t-butanolate In N,N-dimethyl-formamide for 3h; Inert atmosphere; Stage #2: Tetrafluorophthalonitrile In N,N-dimethyl-formamide at 80℃; Inert atmosphere;	94%

: 1835-65-0
Tetrafluorophthalonitrile

: C15(2)H15N

: C68(2)H56N6

Conditions

Conditions	Yield
Stage #1: C15(2)H15N With sodium t-butanolate In N,N-dimethyl-formamide for 3h; Inert atmosphere; Stage #2: Tetrafluorophthalonitrile In N,N-dimethyl-formamide at 80℃; Inert atmosphere;	94%

: 1835-65-0
Tetrafluorophthalonitrile

: 10294-33-4
boron tribromide

: 867153-85-3
Br-F12(boron subphthalocyanine)

Conditions

Conditions	Yield
In chlorobenzene W.M. Sharman, J.E. van Lier, J. Polrphyrins Phthalocyanines, 2005, 9, 651-659.;	93%

: 1835-65-0
Tetrafluorophthalonitrile

: 867153-85-3
Br-F12(boron subphthalocyanine)

Conditions

Conditions	Yield
With boron tribromide In tetrahydrofuran; dichloromethane; chlorobenzene at 60℃; for 1h; Inert atmosphere;	93%

: 1835-65-0
Tetrafluorophthalonitrile

: 120-80-9
benzene-1,2-diol

: C14H4F2N2O2

Conditions

Conditions	Yield
With sodium hydride In acetonitrile at 20℃; for 0.166667h;	93%

: 5402-55-1
2-thiophenethanol

: 1835-65-0
Tetrafluorophthalonitrile

: 4-{2-(2-thienyl)ethoxy}-3,5,6-trifluorophthalonitrile

Conditions

Conditions	Yield
Stage #1: 2-thiophenethanol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; Inert atmosphere; Stage #2: Tetrafluorophthalonitrile In tetrahydrofuran; mineral oil at -50 - 20℃; Reagent/catalyst; Temperature; Inert atmosphere;	93%

: 1835-65-0
Tetrafluorophthalonitrile

: C12(2)H9NS

: C56(2)H32N6S4

Conditions

Conditions	Yield
Stage #1: C12(2)H9NS With sodium t-butanolate In N,N-dimethyl-formamide for 3h; Inert atmosphere; Stage #2: Tetrafluorophthalonitrile In N,N-dimethyl-formamide at 80℃; Inert atmosphere;	93%

: 1835-65-0
Tetrafluorophthalonitrile

: C13(2)H12N2

: C60(2)H44N10

Conditions

Conditions	Yield
Stage #1: C13(2)H12N2 With sodium t-butanolate In N,N-dimethyl-formamide for 3h; Inert atmosphere; Stage #2: Tetrafluorophthalonitrile In N,N-dimethyl-formamide at 80℃; Inert atmosphere;	93%

: 583-78-8
2,5-dichlorophenol

: 1835-65-0
Tetrafluorophthalonitrile

: 238074-06-1
4,5-bis(2,5-dichlorophenoxy)-3,6-difluorophthalonitrile

Conditions

Conditions	Yield
With potassium fluoride In acetone at -5 - 0℃;	92.4%
With potassium fluoride In acetone at -1 - 20℃;	72.7%

: C12(2)H9N

: 1835-65-0
Tetrafluorophthalonitrile

: C56H(2)H31N6

Conditions

Conditions	Yield
Stage #1: C12(2)H9N With sodium t-butanolate In N,N-dimethyl-formamide for 3h; Inert atmosphere; Stage #2: Tetrafluorophthalonitrile In N,N-dimethyl-formamide at 80℃; Inert atmosphere;	92%

: 1835-65-0
Tetrafluorophthalonitrile

: 17154-34-6
(trimethylsilyl)diphenylphosphine

: 3,6-difluoro-4,5-bis(diphenylphosphino)phthalonitrile

Conditions

Conditions	Yield
In toluene for 6h; Inert atmosphere; Heating;	91%

: 1835-65-0
Tetrafluorophthalonitrile

: 25579-63-9
Anilin-Tetrafluorphthalonitril-1:1-Komplex

Conditions

Conditions	Yield
With aniline In Petroleum ether at 100 to 120°C, 10 min;	90%
With aniline In petroleum ether at 100 to 120°C, 10 min;	90%
With aniline In Petroleum ether at 80 to 100°C, 10 min;
With aniline In petroleum ether at 80 to 100°C, 10 min;

: 1835-65-0
Tetrafluorophthalonitrile

: zinc(II) iodide

: 31396-84-6
zinc hexadecafluorophthalocyanine

Conditions

Conditions	Yield
1.5 h refluxing;	90%
1.5 h refluxing;	90%

: 1835-65-0
Tetrafluorophthalonitrile

: 122-39-4
diphenylamine

: 3,4,5,6-tetrakis(diphenylamino)phthalonitrile

Conditions

Conditions	Yield
Stage #1: diphenylamine With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 0.5h; Inert atmosphere; Stage #2: Tetrafluorophthalonitrile In tetrahydrofuran; mineral oil at 20℃; for 12h; Inert atmosphere;	90%
Stage #1: diphenylamine With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 0.5h; Stage #2: Tetrafluorophthalonitrile In tetrahydrofuran; mineral oil at 20℃; for 12h;	81%

: 1835-65-0
Tetrafluorophthalonitrile

: C14(2)H13N

: C64(2)H48N6

Conditions

Conditions	Yield
Stage #1: C14(2)H13N With sodium t-butanolate In N,N-dimethyl-formamide for 3h; Inert atmosphere; Stage #2: Tetrafluorophthalonitrile In N,N-dimethyl-formamide at 80℃; Inert atmosphere;	90%

: 1835-65-0
Tetrafluorophthalonitrile

: C20(2)H25N

: C88(2)H96N6

Conditions

Conditions	Yield
Stage #1: C20(2)H25N With sodium t-butanolate In N,N-dimethyl-formamide for 3h; Inert atmosphere; Stage #2: Tetrafluorophthalonitrile In N,N-dimethyl-formamide at 80℃; Inert atmosphere;	90%

: 1835-65-0
Tetrafluorophthalonitrile

: C18(2)H21N

: C80(2)H80N6

Conditions

Conditions	Yield
Stage #1: C18(2)H21N With sodium t-butanolate In N,N-dimethyl-formamide for 3h; Inert atmosphere; Stage #2: Tetrafluorophthalonitrile In N,N-dimethyl-formamide at 80℃; Inert atmosphere;	90%

: 1835-65-0
Tetrafluorophthalonitrile

: C14(2)H13NO2

: C64(2)H48N6O8

Conditions

Conditions	Yield
Stage #1: C14(2)H13NO2 With sodium t-butanolate In N,N-dimethyl-formamide for 3h; Inert atmosphere; Stage #2: Tetrafluorophthalonitrile In N,N-dimethyl-formamide at 80℃; Inert atmosphere;	90%

: 1835-65-0
Tetrafluorophthalonitrile

: C13(2)H9NO

: C60(2)H32N6O4

Conditions

Conditions	Yield
Stage #1: C13(2)H9NO With sodium t-butanolate In N,N-dimethyl-formamide for 3h; Inert atmosphere; Stage #2: Tetrafluorophthalonitrile In N,N-dimethyl-formamide at 80℃; Inert atmosphere;	90%

: 1835-65-0
Tetrafluorophthalonitrile

: C18(2)H14N2

: C80(2)H52N10

Conditions

Conditions	Yield
Stage #1: C18(2)H14N2 With sodium t-butanolate In N,N-dimethyl-formamide for 3h; Inert atmosphere; Stage #2: Tetrafluorophthalonitrile In N,N-dimethyl-formamide at 80℃; Inert atmosphere;	90%

3,4,5,6-Tetrafluorophthalonitrile Specification

The 3,4,5,6-Tetrafluorophthalonitrile, with the CAS registry number 1835-65-0, is also known as 1,2-Benzenedicarbonitrile, 3,4,5,6-tetrafluoro-. It belongs to the product categories of Pharmacetical; Functional Materials; Phthalonitriles & Naphthalonitriles; Phthalonitriles (Building Blocks for Phthalocyanines). Its EINECS registry number is 217-400-8. This chemical's molecular formula is C₈F₄N₂ and molecular weight is 200.09. Its IUPAC name is called 3,4,5,6-tetrafluorobenzene-1,2-dicarbonitrile. This chemical is white to tan powder, crystals, crystalline powder and/or chunks.

Physical properties of 3,4,5,6-Tetrafluorophthalonitrile: (1)ACD/LogP: -0.23; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.23; (4)ACD/LogD (pH 7.4): -0.23; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 17.88; (8)ACD/KOC (pH 7.4): 17.88; (9)#H bond acceptors: 2; (10)Index of Refraction: 1.474; (11)Molar Refractivity: 36.33 cm³; (12)Molar Volume: 129.2 cm³; (13)Surface Tension: 42.5 dyne/cm; (14)Density: 1.54 g/cm³; (15)Melting Point: 81-86 °C(lit.); (16)Flash Point: 119.6 °C; (17)Enthalpy of Vaporization: 51.25 kJ/mol; (18)Boiling Point: 274.2 °C at 760 mmHg; (19)Vapour Pressure: 0.00549 mmHg at 25°C.

Uses of 3,4,5,6-Tetrafluorophthalonitrile: it can be used to produce 3,4,5,6-tetrakis-hexyloxy-phthalonitrile at temperature of 100 °C. This reaction is will need reagent K₂CO₃ and solvent dimethylformamide with reaction time of 24 hours. The yield is about 64%.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause damage to health and may cause inflammation to the skin or other mucous membranes. It is harmful by inhalation, in contact with skin and if swallowed. In addition, it is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C(#N)C1=C(C(=C(C(=C1F)F)F)F)C#N
(2)InChI: InChI=1S/C8F4N2/c9-5-3(1-13)4(2-14)6(10)8(12)7(5)11
(3)InChIKey: OFLRJMBSWDXSPG-UHFFFAOYSA-N

Product Name

3,4,5,6-Tetrafluorophthalonitrile

Synthetic route

3,4,5,6-Tetrafluorophthalonitrile Specification

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