4-(4-Fluorophenyl)benzonitrile supplier

Name
4-(4-Fluorophenyl)benzonitrile
EINECS
CAS No. 10540-31-5
Article Data46
CAS DataBase
Density 1.195 g/cm³
Solubility
Melting Point 112-116 °C(lit.)
Formula C₁₃H₈FN
Boiling Point 329.632 °C at 760 mmHg
Molecular Weight 197.212
Flash Point 166.064 °C
Transport Information UN 3077 9/PG 3
Appearance
Safety 26-39-60-61
Risk Codes 37/38-41-50/53
Molecular Structure
Hazard Symbols Xn,Xi
Synonyms 4-Biphenylcarbonitrile,4'-fluoro- (7CI,8CI);4-Cyano-4'-fluorobiphenyl;4'-Fluoro-1,1'-biphenyl-4-carbonitrile;
PSA 23.79000
LogP 3.36438

Synthetic route

: 623-00-7
4-bromobenzenecarbonitrile

: 1765-93-1
4-fluoroboronic acid

: 10540-31-5
4-cyano-4'-fluorobiphenyl

Conditions

Conditions	Yield
With potassium carbonate; palladium dichloride In ethanol; water at 20℃; for 0.0833333h; Suzuki cross-coupling;	99%
With potassium carbonate; polymer-supported Pd catalyst FC 1001 In ethanol at 110℃; for 0.166667h; Suzuki coupling; microwave irradiation;	98%
With Ph2P(CH2CH2O)22CH3; triethylamine; palladium dichloride In water at 80℃; for 1h; Suzuki coupling; Inert atmosphere;	98%

: 66107-32-2
4-cyanophenyl trifluoromethanesulfonate

: potassim 4-fluorophenyltrifluoroborate

: 10540-31-5
4-cyano-4'-fluorobiphenyl

Conditions

Conditions	Yield
With palladium diacetate In ethanol at 95℃; for 0.25h; microwave irradiation;	99%

: 623-03-0
4-Cyanochlorobenzene

: 352-13-6
4-flourophenylmagnesium bromide

: 10540-31-5
4-cyano-4'-fluorobiphenyl

Conditions

Conditions	Yield
Stage #1: 4-Cyanochlorobenzene With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate In tetrahydrofuran; toluene Kumada Cross-Coupling; Inert atmosphere; Sealed tube; Stage #2: 4-flourophenylmagnesium bromide In tetrahydrofuran; toluene at 20℃; for 1.5h; Kumada Cross-Coupling; Inert atmosphere; Sealed tube; chemoselective reaction;	98%

: 623-00-7
4-bromobenzenecarbonitrile

: potassim 4-fluorophenyltrifluoroborate

: 10540-31-5
4-cyano-4'-fluorobiphenyl

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate In methanol for 2h; Suzuki-Miyaura cross-coupling; Heating;	96%
With potassium carbonate; palladium diacetate In methanol for 2h; Suzuki reaction; Heating;	96%

: 623-03-0
4-Cyanochlorobenzene

: 1765-93-1
4-fluoroboronic acid

: 10540-31-5
4-cyano-4'-fluorobiphenyl

Conditions

Conditions	Yield
With C23H20ClFeN3Pd; potassium carbonate In water; N,N-dimethyl-formamide at 80℃; for 4h; Reagent/catalyst; Suzuki-Miyaura Coupling;	95%

: 1765-93-1
4-fluoroboronic acid

: 767-00-0
4-cyanophenol

: 10540-31-5
4-cyano-4'-fluorobiphenyl

Conditions

Conditions	Yield
Stage #1: 4-cyanophenol With fluorosulfonyl fluoride; triethylamine In ethanol; water at 20℃; for 4h; Stage #2: 4-fluoroboronic acid With palladium diacetate; triethylamine In ethanol; water at 20℃; for 6h;	95%

: 4-cyanophenyl sulfurofluoridate

: 1765-93-1
4-fluoroboronic acid

: 10540-31-5
4-cyano-4'-fluorobiphenyl

Conditions

Conditions	Yield
With palladium diacetate; triethylamine In water at 20℃; for 2h; Suzuki-Miyaura Coupling;	94%

: 2-(4-fluorophenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione

: 33719-37-8
4-cyanobenzene-1-sulfonyl fluoride

: 10540-31-5
4-cyano-4'-fluorobiphenyl

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate; diisopropylamine In ethanol; water at 45℃; for 4h;	94%

: 3058-39-7
4-iodobenzonitrile

: 17151-47-2
tributyl(4-fluorophenyl)stannane

: 10540-31-5
4-cyano-4'-fluorobiphenyl

Conditions

Conditions	Yield
With 4,4’‐bis(trimethylammoniummethyl)‐2,2’‐bipyridine; diamminedichloropalladium(II); sodium hydrogencarbonate In water at 110℃; for 3h; Stille Cross Coupling; Sealed tube;	93%

: 623-00-7
4-bromobenzenecarbonitrile

: 214360-58-4
2-(4-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 10540-31-5
4-cyano-4'-fluorobiphenyl

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In 1,4-dioxane; water at 90℃; for 12h; Inert atmosphere;	92.5%

: 412044-48-5
(4-cyanophenyl)magnesium bromide

: 352-13-6
4-flourophenylmagnesium bromide

: 10540-31-5
4-cyano-4'-fluorobiphenyl

Conditions

Conditions	Yield
Stage #1: (4-cyanophenyl)magnesium bromide; 4-flourophenylmagnesium bromide With lithium chloride; manganese(ll) chloride In tetrahydrofuran at -10℃; Inert atmosphere; Stage #2: With oxygen In tetrahydrofuran at 10 - 20℃;	91%

: 623-03-0
4-Cyanochlorobenzene

: 225916-39-2
2-(4-fluorophenyl)-5,5-dimethyl-1,3,2-dioxaborinane

: 10540-31-5
4-cyano-4'-fluorobiphenyl

Conditions

Conditions	Yield
With P(t-Bu)3 Palladacycle Gen. 3; potassium trimethylsilonate In tetrahydrofuran at 23℃; for 0.25h; Suzuki-Miyaura Coupling;	91%

: 623-00-7
4-bromobenzenecarbonitrile

: 2-(4-fluorophenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione

: 10540-31-5
4-cyano-4'-fluorobiphenyl

Conditions

Conditions	Yield
With palladium diacetate; diisopropylamine In water at 100℃; for 1h; Suzuki-Miyaura Coupling;	88%

: 1765-93-1
4-fluoroboronic acid

: 312-21-0
4-[(trifluoromethyl)sulfonyl] benzonitrile

: 10540-31-5
4-cyano-4'-fluorobiphenyl

Conditions

Conditions	Yield
With potassium phosphate; palladium(II) acetylacetonate; ruphos In 1,4-dioxane; dimethyl sulfoxide at 80℃; for 16h; Suzuki-Miyaura Coupling; Sealed tube; Inert atmosphere;	82%

: 623-03-0
4-Cyanochlorobenzene

: (4-fluorophenyl)zinc pivalate

: 10540-31-5
4-cyano-4'-fluorobiphenyl

Conditions

Conditions	Yield
[1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl) palladium(II) dichloride In tetrahydrofuran at 25℃; for 2h; Negishi Coupling Reaction;	80%

: 3058-39-7
4-iodobenzonitrile

: 437-29-6
tris(4-fluorophenyl)bismuthane

: 10540-31-5
4-cyano-4'-fluorobiphenyl

Conditions

Conditions	Yield
With potassium acetate; palladium diacetate; N-cyclohexyl-cyclohexanamine In N,N-dimethyl-formamide at 35℃; for 2h; Inert atmosphere;	78%

: 557-21-1
zinc(II) cyanide

: 4′-fluoro-[1,1'-biphenyl]-4-yl methanesulfonate

: 10540-31-5
4-cyano-4'-fluorobiphenyl

Conditions

Conditions	Yield
With dmap; nickel(II) bromide dimethoxyethane; 1,4-di(diphenylphosphino)-butane; zinc In acetonitrile at 80℃; for 12h; Sealed tube; Inert atmosphere;	77%

: 623-03-0
4-Cyanochlorobenzene

: 725735-33-1
triallyl(4-fluorophenyl)silane

: 10540-31-5
4-cyano-4'-fluorobiphenyl

Conditions

Conditions	Yield
Stage #1: triallyl(4-fluorophenyl)silane With tetrabutyl ammonium fluoride In tetrahydrofuran; water at 20℃; for 1h; Stage #2: 4-Cyanochlorobenzene With XPhos; bis(η3-allyl-μ-chloropalladium(II)) In tetrahydrofuran; water at 80℃; for 11h;	73%

: 623-00-7
4-bromobenzenecarbonitrile

: 823-85-8
4-fluorophenyhydrazine hydrochloride

: 10540-31-5
4-cyano-4'-fluorobiphenyl

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 50℃; for 8h;	71%

: 623-00-7
4-bromobenzenecarbonitrile

: 725735-33-1
triallyl(4-fluorophenyl)silane

: 10540-31-5
4-cyano-4'-fluorobiphenyl

Conditions

Conditions	Yield
Stage #1: triallyl(4-fluorophenyl)silane With tetrabutyl ammonium fluoride In water; dimethyl sulfoxide at 20℃; for 1h; Stage #2: 4-bromobenzenecarbonitrile With tricyclohexylphosphine; palladium dichloride In water; dimethyl sulfoxide at 80℃; for 18h;	69%

: 35704-19-9
N-(4-cyanophenyl)acetamide

: potassim 4-fluorophenyltrifluoroborate

A: 10540-31-5
4-cyano-4'-fluorobiphenyl

B: 398-23-2
4,4'-difluorobiphenyl

Conditions

Conditions	Yield
Stage #1: N-(4-cyanophenyl)acetamide With boron trifluoride methanol complex In methanol at 65℃; Inert atmosphere; Stage #2: With tert.-butylnitrite In methanol at 0℃; for 1h; Inert atmosphere; Stage #3: potassim 4-fluorophenyltrifluoroborate With palladium diacetate In methanol at 20℃; for 12.25h; Suzuki Coupling; Inert atmosphere;	A 65% B 10%

...Expand

: 1765-93-1
4-fluoroboronic acid

: N-methyl-di-4-cyanobenzenesulfonamide

: 10540-31-5
4-cyano-4'-fluorobiphenyl

Conditions

Conditions	Yield
With potassium phosphate; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In 1,4-dioxane at 110℃; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;	51%

: C25H16BF3N(1-)*K(1+)

: 10540-31-5
4-cyano-4'-fluorobiphenyl

Conditions

Conditions	Yield
With 10-methyl-9-(2,4,6-trimethylphenyl) acridinium tetrafluoroborate; oxygen In acetonitrile at 50℃; for 16h; Inert atmosphere; Irradiation;	47%

: 1765-93-1
4-fluoroboronic acid

: 1-(methylsulfonyl)-2-(4-cyanophenyl)diazene

: 10540-31-5
4-cyano-4'-fluorobiphenyl

Conditions

Conditions	Yield
With [2,2]bipyridinyl; (triphenylphosphine)gold(I) chloride; sodium acetate In methanol; acetonitrile for 16h; Suzuki Coupling; Inert atmosphere; Irradiation;	37%

: 456-22-4
4-Fluorobenzoic acid

: 623-00-7
4-bromobenzenecarbonitrile

: 10540-31-5
4-cyano-4'-fluorobiphenyl

Conditions

Conditions	Yield
With sodium carbonate In methanol at 150℃; for 1h; Suzuki-Miyaura Coupling; Microwave irradiation;	8%

: 459-45-0
4-fluorobenzenediazonium tetrafluoroborate

: 100-47-0
benzonitrile

A: 10540-33-7
4'-fluoro-[1,1'-biphenyl]-3-carbonitrile

B: 10540-31-5
4-cyano-4'-fluorobiphenyl

C: 89346-55-4
4'-fluoro-[1,1'-biphenyl]-2-carbonitrile

Conditions

Conditions	Yield
With potassium acetate; 18-crown-6 ether for 1.5h; Ambient temperature; Yield given. Yields of byproduct given;

...Expand

: 67-56-1
methanol

: 10540-31-5
4-cyano-4'-fluorobiphenyl

: 4'-fluoro-N-methyl-[1,1'-biphenyl]-4-carboxamide

Conditions

Conditions	Yield
With tris(2-diphenylphosphinoethyl)phosphine; potassium tert-butylate; water; caesium carbonate; cobalt(II) bromide In m-xylene at 140℃; for 24h; Green chemistry;	97%

: 10540-31-5
4-cyano-4'-fluorobiphenyl

: 324-74-3
4-fluoro-biphenyl

Conditions

Conditions	Yield
With bis(1,5-cyclooctadiene)nickel (0); hydrogen; trimethylaluminum; tricyclohexylphosphine In toluene at 130℃; under 750.075 Torr; for 24h; Schlenk technique;	82%
With [1,1'-bis(diphenylphosphino)ferrocene]nickel(II) chloride; ethanol; potassium hexamethylsilazane In toluene at 150℃; for 8h; Inert atmosphere; Molecular sieve;	58%

: 10540-31-5
4-cyano-4'-fluorobiphenyl

: 925-90-6
ethylmagnesium bromide

: 1-(4'-fluoro-[1,1'-biphenyl]-4-yl)cyclopropan-1-amine

Conditions

Conditions	Yield
Stage #1: 4-cyano-4'-fluorobiphenyl; ethylmagnesium bromide With titanium(IV) isopropylate In diethyl ether at 0 - 20℃; for 1h; Stage #2: With boron trifluoride diethyl etherate In diethyl ether at 20℃; for 2h;	39.1%

4-(4-Fluorophenyl)benzonitrile Chemical Properties

Molecular Formula: C₁₃H₈FN
Molecular Weight: 197.21
Density: 1.19 g/cm³Flash Point: 166.1 °C
Index of Refraction: 1.595
Enthalpy of Vaporization: 57.21 kJ/mol
Boiling Point: 329.6 °C at 760 mmHg
Vapour Pressure: 0.000175 mmHg at 25°C
Melting point of 4-(4-Fluorophenyl)benzonitrile (10540-31-5): 112-116 ºC
Product Name: 4-(4-Fluorophenyl)benzonitrile
Product Categories: C10 to C27 ; Cyanides/Nitriles ; Nitrogen Compounds
Synonyms: 4-(4-Fluorophenyl)benzonitrile 97 ; 4-Fluoro-4''-dibenzonotrile ; 4-(4-Fluorophenyl)benzonitrile ; FCB
Following is the molecular structure of 4-(4-Fluorophenyl)benzonitrile (10540-31-5):

4-(4-Fluorophenyl)benzonitrile Safety Profile

Safety Information of 4-(4-Fluorophenyl)benzonitrile (10540-31-5):
Hazard Codes: Xi,N
Xi: Irritant N: Dangerous for the environment
Risk Statements: 37/38-41-50/53
37/38: Irritating to respiratory system and skin
41: Risk of serious damage to eyes
50/53: Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment
Safety Statements: 26-39-60-61
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
39: Wear eye/face protection
60: This material and/or its container must be disposed of as hazardous waste
61: Avoid release to the environment. Refer to special instructions safety data sheet
RIDADR: UN 3077 9/PG 3
WGK Germany: 3

Product Name

4-(4-Fluorophenyl)benzonitrile

Synthetic route

4-(4-Fluorophenyl)benzonitrile Chemical Properties

4-(4-Fluorophenyl)benzonitrile Safety Profile

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