Tetrafluoroterephthalonitrile supplier

Name
Tetrafluoroterephthalonitrile
EINECS 217-397-3
CAS No. 1835-49-0
Article Data16
CAS DataBase
Density 1.54 g/cm³
Solubility
Melting Point 197-199 °C
Formula C₈F₄N₂
Boiling Point 243.3 °C at 760 mmHg
Molecular Weight 200.095
Flash Point 100.9 °C
Transport Information UN 3439 6.1/PG 3
Appearance white crystals
Safety 26-45-37/39-22-36/37/39
Risk Codes 25-36/37/38-20/21-23/24/25
Molecular Structure
Hazard Symbols T,Xi
Synonyms Terephthalonitrile,tetrafluoro- (7CI,8CI);1,2,4,5-Tetrafluoro-3,6-dicyanobenzene;1,4-Dicyano-2,3,5,6-tetrafluorobenzene;1,4-Dicyanotetrafluorobenzene;2,3,5,6-Tetrafluoro-1,4-benzenedicarbonitrile;2,3,5,6-Tetrafluoro-1,4-benzodinitrile;2,3,5,6-Tetrafluoroterephthalonitrile;Diamond 2031;NSC 97007;Tetrafluoroterephthalodinitrile;
PSA 47.58000
LogP 1.98636

Synthetic route

: 1897-41-2
2,3,5,6-tetrachloroterephthalonitrile

: 1835-49-0
tetrafluoroterephthalonitrile

Conditions

Conditions	Yield
With potassium fluoride; 18-crown-6 ether In N,N-dimethyl-formamide at 140℃; for 6h;	92%
With potassium fluoride In N,N-dimethyl-formamide at 110℃; for 10h; Product distribution / selectivity;	90%
With potassium fluoride; tetra-n-propylammonium bromide In N,N-dimethyl-formamide at 130℃; for 7h; Product distribution / selectivity;	90%

: potassium fluoride

: 1897-41-2
2,3,5,6-tetrachloroterephthalonitrile

: 1835-49-0
tetrafluoroterephthalonitrile

Conditions

Conditions	Yield
heating to 300°C, 5 h;	74.4%
heating to 300°C, 5 h;	74.4%
heating to 250°C, 5 h;	68.7%

: 773-82-0
Pentafluorobenzonitrile

: 773-82-0
2,3,4,5,6-Pentafluoro-benzonitrile

: 1835-49-0
tetrafluoroterephthalonitrile

Conditions

Conditions	Yield
In N,N-dimethyl-formamide

: 950-71-0
1,4-(CONH2)2-C6F4

: 1835-49-0
tetrafluoroterephthalonitrile

Conditions

Conditions	Yield
With phosphorus pentoxide at 200 - 250℃; for 1.25h;

: 344-03-6
1,4-dibromotetrafluorobenzene

: 544-92-3
copper(I) cyanide

: 1835-49-0
tetrafluoroterephthalonitrile

Conditions

Conditions	Yield
at 160 - 170℃;

: 719-32-4
tetrachloroterephthaloyl dichloride

: 1835-49-0
tetrafluoroterephthalonitrile

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 91 percent / NH3 / diethyl ether / 8 h / 0 - 20 °C 2: 89 percent / POCl3 / 6 h / 135 °C 3: 92 percent / KF; 18-crown-6 / dimethylformamide / 6 h / 140 °C View Scheme

: 1786-85-2
2,3,5,6-tetrachloro-1,4-benzenecarboxamide

: 1835-49-0
tetrafluoroterephthalonitrile

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 89 percent / POCl3 / 6 h / 135 °C 2: 92 percent / KF; 18-crown-6 / dimethylformamide / 6 h / 140 °C View Scheme

: 100-20-9
terephthaloyl chloride

2.5-diethoxy-aniline hydrochloride: 2.5-diethoxy-aniline hydrochloride

: 1835-49-0
tetrafluoroterephthalonitrile

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 65 percent / Fe; Cl2 / 24 h / 180 °C 2: 91 percent / NH3 / diethyl ether / 8 h / 0 - 20 °C 3: 89 percent / POCl3 / 6 h / 135 °C 4: 92 percent / KF; 18-crown-6 / dimethylformamide / 6 h / 140 °C View Scheme

: 344-03-6
1,4-dibromotetrafluorobenzene

: copper(l) cyanide

: 1835-49-0
tetrafluoroterephthalonitrile

Conditions

Conditions	Yield
With iron(III) chloride In N,N-dimethyl-formamide heating to 160-170°C, 2.5 h; pouring in soln. of FeCl3 in HCl, at 70-80°C, 0.5 h;
With FeCl3 In N,N-dimethyl-formamide heating to 160-170°C, 2.5 h; pouring in soln. of FeCl3 in HCl, at 70-80°C, 0.5 h;

: Bis(iminoboran)

A: 17933-16-3
dibromomethylborane

B: 1835-49-0
tetrafluoroterephthalonitrile

Conditions

Conditions	Yield
heating in high vac.;
heating in high vac.;

: (Br2BNC(Br)C6F4CN)2

A: 1835-49-0
tetrafluoroterephthalonitrile

B: 10294-33-4
boron tribromide

Conditions

Conditions	Yield
heating in high vac.;
heating in high vac.;

: Br2BNC(Br)C6F4CN*BBr3

A: 1835-49-0
tetrafluoroterephthalonitrile

B: 10294-33-4
boron tribromide

Conditions

Conditions	Yield
heating in high vac.;
heating in high vac.;

: 9,10-diethyl-2,3,6,7,12,13-hexahydroxytriptycene

: 1835-49-0
tetrafluoroterephthalonitrile

polymer; monomer(s): 9,10-diethyl-2,3,6,7,12,13-hexahydroxytriptycene; 2,3,5,6-tetrafluoroterephthalonitrile: polymer; monomer(s): 9,10-diethyl-2,3,6,7,12,13-hexahydroxytriptycene; 2,3,5,6-tetrafluoroterephthalonitrile

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃;	100%

: 1835-49-0
tetrafluoroterephthalonitrile

: 3,3’’,4,4’’-tetrakis(decyloxy)-[1,1’:2’,1’’-terphenyl]-4’,5’-diol

: C124H184N2O12

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 65℃; for 3h; Inert atmosphere;	100%

: 1835-49-0
tetrafluoroterephthalonitrile

: 95-55-6
2-amino-phenol

: 2,3-difluoro-10H-phenoxazine-1,4-dicarbonitrile

Conditions

Conditions	Yield
In dimethyl sulfoxide at 20℃; for 18h;	100%
In N,N-dimethyl-formamide

: 1835-49-0
tetrafluoroterephthalonitrile

: 614-70-0
2-ethylaminophenol

: 7,14-diethyl-7,14-dihydrobenzo[5,6][1,4]oxazino[2,3-b]-phenoxazine-6,13-dicarbonitrile

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 24h; Inert atmosphere;	100%

: 1,6-bis(3-hydroxyphenoxy)hexane

: 1835-49-0
tetrafluoroterephthalonitrile

poly[1,4-dicyanotetrafluorobenzene-co-1,6-bis(3-hydroxyphenoxy)hexane], inherent viscosity = 0.36 dL/g; monomer(s): 1,4-dicyanotetrafluorobenzene; 1,6-bis(3-hydroxyphenoxy)hexane: poly[1,4-dicyanotetrafluorobenzene-co-1,6-bis(3-hydroxyphenoxy)hexane], inherent viscosity = 0.36 dL/g; monomer(s): 1,4-dicyanotetrafluorobenzene; 1,6-bis(3-hydroxyphenoxy)hexane

Conditions

Conditions	Yield
potassium carbonate In N,N-dimethyl-formamide at 70℃; for 72h;	97%

: 1835-49-0
tetrafluoroterephthalonitrile

: 86-74-8
9H-carbazole

: 1416881-53-2
(4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile

Conditions

Conditions	Yield
Stage #1: 9H-carbazole With sodium hydride In tetrahydrofuran; mineral oil at 25℃; for 0.5h; Inert atmosphere; Stage #2: tetrafluoroterephthalonitrile In tetrahydrofuran; mineral oil at 25℃; Inert atmosphere;	97%
Stage #1: 9H-carbazole With sodium hydride In tetrahydrofuran; mineral oil at 26.84℃; for 0.5h; Inert atmosphere; Stage #2: tetrafluoroterephthalonitrile In tetrahydrofuran; mineral oil at 26.84℃; for 10h; Inert atmosphere;	95%
Stage #1: 9H-carbazole With sodium hydride In tetrahydrofuran; hexane; mineral oil at 20℃; for 0.5h; Inert atmosphere; Stage #2: tetrafluoroterephthalonitrile In tetrahydrofuran; hexane; mineral oil Inert atmosphere;	90%

: 98-29-3
4-tert-Butylcatechol

: 1835-49-0
tetrafluoroterephthalonitrile

: C28H24N2O4

Conditions

Conditions	Yield
Stage #1: 4-tert-Butylcatechol; tetrafluoroterephthalonitrile In N,N-dimethyl-formamide Inert atmosphere; Glovebox; Stage #2: With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 25h; Inert atmosphere; Glovebox;	96%

: 1835-49-0
tetrafluoroterephthalonitrile

: C42H62O6

: C92H120N2O12

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 65℃; for 3h; Inert atmosphere;	96%

: 1835-49-0
tetrafluoroterephthalonitrile

: 109-77-3
malononitrile

: C11HF3N4

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 1h; Reflux;	96%

: 1835-49-0
tetrafluoroterephthalonitrile

: 51834-89-0
1,3-bis(3-hydroxyphenoxy)propane

poly[1,4-dicyanotetrafluorobenzene-co-1,3-bis(3-hydroxyphenoxy)propane], inherent viscosity = 0.18 dL/g; monomer(s): 1,4-dicyanotetrafluorobenzene; 1,3-bis(hydroxyphenoxy)propane: poly[1,4-dicyanotetrafluorobenzene-co-1,3-bis(3-hydroxyphenoxy)propane], inherent viscosity = 0.18 dL/g; monomer(s): 1,4-dicyanotetrafluorobenzene; 1,3-bis(hydroxyphenoxy)propane

Conditions

Conditions	Yield
potassium carbonate In N,N-dimethyl-formamide at 70℃; for 72h;	95%

: 34784-56-0
C17H20O4

: 1835-49-0
tetrafluoroterephthalonitrile

poly[dicyanotetrafluorobenze-co-1,5-bis(3-hydroxyphenoxy)pentane], inherent viscosity = 0.29 dL/g; monomer(s); 1,4-dicyanotetrafluorobenzene; 1,5-bis(3-hydroxyphenoxy)pentane: poly[dicyanotetrafluorobenze-co-1,5-bis(3-hydroxyphenoxy)pentane], inherent viscosity = 0.29 dL/g; monomer(s); 1,4-dicyanotetrafluorobenzene; 1,5-bis(3-hydroxyphenoxy)pentane

Conditions

Conditions	Yield
potassium carbonate In N,N-dimethyl-formamide at 70℃; for 72h;	95%

: 5599-50-8
3,6-Dimethyl-9H-carbazole

: 1835-49-0
tetrafluoroterephthalonitrile

: 1416881-54-3
1,4-dicyano-2,3,5,6-tetrakis(3,6-dimethylcarbazol-9-yl)benzene

Conditions

Conditions	Yield
Stage #1: 3,6-Dimethyl-9H-carbazole With sodium hydride In tetrahydrofuran; mineral oil at 26.84℃; for 0.5h; Inert atmosphere; Stage #2: tetrafluoroterephthalonitrile In tetrahydrofuran; mineral oil at 26.84℃; for 10h; Inert atmosphere;	95%
Stage #1: 3,6-Dimethyl-9H-carbazole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.5h; Inert atmosphere; Stage #2: tetrafluoroterephthalonitrile In N,N-dimethyl-formamide; mineral oil at 60℃; for 10h; Inert atmosphere;	93.2%
Stage #1: 3,6-Dimethyl-9H-carbazole With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 0.5h; Inert atmosphere; Stage #2: tetrafluoroterephthalonitrile In N,N-dimethyl-formamide at 150℃; for 16h; Inert atmosphere;	54.4%

: 637-89-8
4-sulfanylphenol

: 1835-49-0
tetrafluoroterephthalonitrile

: 2,3,5,6-tetrakis(4-hydroxyphenylthio)benzene-1,4-dinitrile

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 45℃; for 6h; Inert atmosphere;	95%

: 110-89-4
piperidine

: 1835-49-0
tetrafluoroterephthalonitrile

: C18H20F2N4

Conditions

Conditions	Yield
In acetonitrile at 80℃; for 5h;	95%

: 1835-49-0
tetrafluoroterephthalonitrile

: 58529-75-2
1,4-bis(3-hydroxy phenoxy)butane

poly[1,4-dicyanotetrafluorobenzene-co-1,4-bis(3-hydroxyphenoxy)butane], inherent viscosity = 0.14 dL/g; monomer(s): 1,4-dicyanotetrafluorobenzene; 1,4-bis(3-hydroxyphenoxy)butane: poly[1,4-dicyanotetrafluorobenzene-co-1,4-bis(3-hydroxyphenoxy)butane], inherent viscosity = 0.14 dL/g; monomer(s): 1,4-dicyanotetrafluorobenzene; 1,4-bis(3-hydroxyphenoxy)butane

Conditions

Conditions	Yield
potassium carbonate In N,N-dimethyl-formamide at 70℃; for 48h;	94%

: 1835-49-0
tetrafluoroterephthalonitrile

: 105-53-3
diethyl malonate

: C15H11F3N2O4

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 1h; Reflux;	94%

: 123-75-1
pyrrolidine

: 1835-49-0
tetrafluoroterephthalonitrile

: C16H16F2N4

Conditions

Conditions	Yield
In acetonitrile at 80℃; for 5h;	94%

: 1835-49-0
tetrafluoroterephthalonitrile

: N,N'-bis(3,4-difluorobenzyl)-2-nitroethylene-1,1-diamine

: 1-(3,4-difluorobenzyl)-2-((3,4-difluorobenzyl)amino)-3-nitro-4,7-dicyano-5,6-difluoro-1H-indole

Conditions

Conditions	Yield
With caesium carbonate In acetone at 20℃; for 12h;	92%

: 1835-49-0
tetrafluoroterephthalonitrile

: 124-40-3
dimethyl amine

: C12H12F2N4

Conditions

Conditions	Yield
In acetonitrile at 80℃; for 5h;	92%

: 1835-49-0
tetrafluoroterephthalonitrile

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

: 1315607-73-8
3,13-dicyanobenzo-1,2,4′,5′-bis(benzodioxane)

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 65℃; for 24h; Inert atmosphere;	91.6%
With potassium carbonate In N,N-dimethyl acetamide at 65℃; for 24h; Inert atmosphere;	82.2%
With potassium carbonate In N,N-dimethyl-formamide Heating;

: 1835-49-0
tetrafluoroterephthalonitrile

: 2,7-bis(trifluoromethyl)carbazole

: C64H24F24N6

Conditions

Conditions	Yield
Stage #1: 2,7-bis(trifluoromethyl)carbazole With sodium hydride In tetrahydrofuran at 20℃; for 1h; Stage #2: tetrafluoroterephthalonitrile In tetrahydrofuran at 20℃; for 22h;	91%

: 94274-99-4
C22H30O4

: 1835-49-0
tetrafluoroterephthalonitrile

poly[dicyanotetrafluorobenzene-co-1,10-bis-(3-hydroxyphenoxy)decane], inherent viscosity = 0.41 dL/g; monomer(s): 1,4-dicyanotetrafluorobenzene; 1,10-bis-(3-hydroxyphenoxy)decane: poly[dicyanotetrafluorobenzene-co-1,10-bis-(3-hydroxyphenoxy)decane], inherent viscosity = 0.41 dL/g; monomer(s): 1,4-dicyanotetrafluorobenzene; 1,10-bis-(3-hydroxyphenoxy)decane

Conditions

Conditions	Yield
potassium carbonate In N,N-dimethyl-formamide at 70℃; for 72h;	90%

: 1835-49-0
tetrafluoroterephthalonitrile

: 62390-82-3
N,N'-dibenzyl-2-nitroethylene-1,1-diamine

: 1-benzyl-2-benzylamino-3-nitro-4,7-dicyano-5,6-difluoro-1H-indole

Conditions

Conditions	Yield
With potassium tert-butylate; caesium carbonate; triethylamine In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide at 100℃; for 0.5h;	90%

: 1835-49-0
tetrafluoroterephthalonitrile

: 865-47-4
potassium tert-butylate

: 2, 3, 5, 6-tetra-tert-butoxyterephthalonitrile

Conditions

Conditions	Yield
Stage #1: potassium tert-butylate In tetrahydrofuran at 0℃; for 0.333333h; Inert atmosphere; Stage #2: tetrafluoroterephthalonitrile In tetrahydrofuran at 0 - 20℃; for 1h; Inert atmosphere;	90%

: 40248-84-8
3-mercaptophenol

: 1835-49-0
tetrafluoroterephthalonitrile

: 2,3,5,6-tetrakis(3-hydroxyphenylthio)benzene-1,4-dinitrile

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 45℃; for 6h; Inert atmosphere;	90%

: 1835-49-0
tetrafluoroterephthalonitrile

: 105-56-6
ethyl 2-cyanoacetate

: C13H6F3N3O2

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 1h; Reflux;	90%

: 1835-49-0
tetrafluoroterephthalonitrile

: N,N'-bis(4-methylbenzyl)-2-nitroethylene-1,1-diamine

: 1-(4-methylbenzyl)-2-((4-methylbenzyl)amino)-3-nitro-4,7-dicyano-5,6-difluoro-1H-indole

Conditions

Conditions	Yield
With caesium carbonate In acetone at 20℃; for 3h;	88%

: 1835-49-0
tetrafluoroterephthalonitrile

: N,N'-bis(2,4-difluorobenzyl)-2-nitroethylene-1,1-diamine

: 1-(2,4-difluorobenzyl)-2-((2,4-difluorobenzyl)amino)-4,7-dicyano-5,6-difluoro-3-nitro-1H-indole

Conditions

Conditions	Yield
With caesium carbonate In acetone at 20℃; for 3h;	88%

: 636-32-8
1,2,4,5-benzenetetrol

: 1835-49-0
tetrafluoroterephthalonitrile

: C22H2F4N4O4

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2h;	88%

Tetrafluoroterephthalonitrile Chemical Properties

IUPAC: 2,3,5,6-Tetrafluorobenzene-1,4-dicarbonitrile
Synonyms: 1,4-Dicyano-2,3,5,6-tetrafluorobenzene ; 1,4-Dicyanotetrafluorobenzene ; 2,3,5,6-Tetrafluoro-4-benzenedicarbonitrile ; Diamond 2031 ; Tetrafluoroterephthalodinitrile ; 2,3,5,6-Tetrafluoro terephthalonitrile
Molecular Formula: C₈F₄N₂
Molecular Weight: 200.09
EINECS: 217-397-3
Melting point: 197-199°C(lit.)
Flash Point: 100.9°C
Boiling Point: 243.3 °C at 760 mmHg
Density: 1.54 g/cm³
The molecular structure of Tetrafluoroterephthalonitrile (1835-49-0):

Tetrafluoroterephthalonitrile Uses

Tetrafluoroterephthalonitrile (1835-49-0) is used as organic intermediate.

Tetrafluoroterephthalonitrile Production

A method for the manufacture of tetrafluoroterephthalonitrile(1835-49-0), which comprises mixing tetrachloroterephthalonitrile, from 0.2 to 1.5 moles per atom of chloride of said tetrachloroterephthalonitrile of dry powdered potassium fluoride and a polar solvent selected from the group consisting of dimethylformamide, diethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone, dimethylsulfoxide, hexamethylphosphoramide and tetramethylenesulfone having a water content of not more than 0.2% by weight, heating the resultant mixture at temperatures not exceeding the boiling point of said polar solvent but exceeding 130°C with simultaneous agitation and thereby causing formation of tetrafluoroterephthalonitrile in said mixture and separating from the mixture the formed tetrafluoroterephthalonitrile.

Tetrafluoroterephthalonitrile Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	oral	56mg/kg (56mg/kg)		Journal of Medicinal Chemistry. Vol. 21, Pg. 906, 1978.

RTECS: CZ1955000

Tetrafluoroterephthalonitrile Safety Profile

Hazard Codes: T , Xi
Risk Statements: 25-36/37/38-20/21-23/24/25
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: 26-45-37/39-22-36/37/39
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 the
label whenever 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
Hazard Note: Toxic
HazardClass: 6.1(b)
PackingGroup: III

Product Name

Tetrafluoroterephthalonitrile

Synthetic route

Tetrafluoroterephthalonitrile Chemical Properties

Tetrafluoroterephthalonitrile Uses

Tetrafluoroterephthalonitrile Production

Tetrafluoroterephthalonitrile Toxicity Data With Reference

Tetrafluoroterephthalonitrile Safety Profile

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