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4-PHENOXYBENZONITRILE
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Name

4-PHENOXYBENZONITRILE

 EINECS N/A
CAS No. 3096-81-9 Density 1.17 g/cm3
PSA 33.02000 LogP 3.35058
Solubility N/A Melting Point 42-46 °C(lit.)
Formula C13H9NO Boiling Point 325.4 °C at 760 mmHg
Molecular Weight 195.221 Flash Point 137.3 °C
Transport Information UN 3439 Appearance N/A
Safety 26-36 Risk Codes 20/21/22
Molecular Structure Molecular Structure of 3096-81-9 (4-PHENOXYBENZONITRILE) Hazard Symbols HarmfulXn
Synonyms

Benzonitrile,p-phenoxy- (6CI,7CI,8CI);1-Cyano-4-phenoxybenzene;4-Cyanodiphenyl ether;4-Cyanophenyl phenyl ether;p-Cyanophenyl phenyl ether;p-Phenoxybenzonitrile;

Article Data 124

4-PHENOXYBENZONITRILE Synthetic route

623-00-7

4-bromobenzenecarbonitrile

139-02-6

sodium phenoxide

3096-81-9

4-phenoxybenzonitrile

Conditions
ConditionsYield
With potassium phosphate In tetrahydrofuran at 115℃; for 18h;100%
With CF3-DPPF; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran; toluene at 120℃; for 20h;79.6%
With CF3-DPPF ligand; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran; toluene at 120℃; for 30h; Product distribution; various DPPF ligands for the Pd-catalyzed formation of diaryl ethers;
3058-39-7

4-iodobenzonitrile

108-95-2

phenol

3096-81-9

4-phenoxybenzonitrile

Conditions
ConditionsYield
With N,N-dimethylglycine hydrochoride; caesium carbonate; copper(l) iodide In 1,4-dioxane at 90℃; for 88h;100%
With caesium carbonate; copper(l) iodide; N,N-dimethylglycine hydrochoride In 1,4-dioxane at 90℃; for 88h; Inert atmosphere;100%
With copper(l) iodide; N,N-dimethylglycine hydrochoride; caesium carbonate In 1,4-dioxane at 90℃; for 88h; Inert atmosphere;100%
623-03-0

4-Cyanochlorobenzene

108-95-2

phenol

3096-81-9

4-phenoxybenzonitrile

Conditions
ConditionsYield
With di-tert-butyl{2′-isopropoxy-[1,1′-binaphthalen]-2-yl}phosphane; potassium phosphate; bis(dibenzylideneacetone)-palladium(0) In toluene at 110℃; for 18h; Catalytic behavior; Reagent/catalyst; Solvent; Inert atmosphere;99%
With potassium carbonate In N,N-dimethyl-formamide at 110℃; for 12h;95%
With copper(l) iodide; potassium carbonate; dimethylbiguanide In acetonitrile at 20 - 60℃; for 10.1667h; Ullmann Condensation;92%
623-00-7

4-bromobenzenecarbonitrile

108-95-2

phenol

3096-81-9

4-phenoxybenzonitrile

Conditions
ConditionsYield
With 1,1,1,5,5,5-hexafluoroacetylacetone; copper(II) ferrite; caesium carbonate In 1-methyl-pyrrolidin-2-one at 135℃; for 24h; Ullmann Condensation; Inert atmosphere; Schlenk technique;98%
With potassium phosphate; 2-((di-adamantan-1-yl)phosphaneyl)-1-(2,6-diisopropylphenyl)-1H-imidazole; palladium diacetate In toluene at 100℃; for 10h; Inert atmosphere;97%
With potassium fluoride; copper(II) ion; silica gel In dimethyl sulfoxide at 130℃; for 16h; Ullmann diaryl etherification;95%
108-95-2

phenol

619-72-7

4-nitrobenzonitrile

3096-81-9

4-phenoxybenzonitrile

Conditions
ConditionsYield
With [Pd((η5-C5H5)Fe[(η5-C5H3)C(Me)=N(C6H4-4-Me)])(μ-Cl)]2; caesium carbonate In N,N-dimethyl-formamide at 100℃; for 2h;97%
With caesium carbonate In N,N-dimethyl-formamide at 100℃; for 5h; Inert atmosphere; Schlenk technique; Green chemistry;93%
With copper(II) acetate monohydrate; caesium carbonate In N,N-dimethyl-formamide at 100℃; for 4h; Inert atmosphere; Schlenk technique;90%
1194-02-1

4-fluorobenzonitrile

108-95-2

phenol

3096-81-9

4-phenoxybenzonitrile

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide for 0.0833333h; Heating; microwave irradiation;96%
With sodium carbonate In N,N-dimethyl-formamide for 24h; Reflux;94%
With cesium fluoride/clinoptilolite In dimethyl sulfoxide at 110℃; for 0.5h; Ullmann Condensation;92%
767-00-0

4-cyanophenol

66003-78-9

triphenylsulfonium trifluoromethanesulfonate

3096-81-9

4-phenoxybenzonitrile

Conditions
ConditionsYield
With cesium hydroxide In 1,4-dioxane at 50℃; for 24h; Inert atmosphere; Glovebox;94%
14906-59-3

4-cyanopyridine N-oxide

101-55-3

4-Bromodiphenyl ether

3096-81-9

4-phenoxybenzonitrile

Conditions
ConditionsYield
With potassium fluoride; 4,4'-dimethyl-2,2'-bipyridines; trifluoroacetic acid; sodium iodide; nickel dichloride; zinc In N,N-dimethyl acetamide at 60℃; for 36h;94%
101-55-3

4-Bromodiphenyl ether

potassium ferrocyanide

3096-81-9

4-phenoxybenzonitrile

Conditions
ConditionsYield
With dichloro[bis{1-(dicyclohexylphosphanyl)piperidine}]palladium; sodium carbonate In 1-methyl-pyrrolidin-2-one at 140℃; for 6h; Inert atmosphere;93%
270259-83-1

4-phenoxybenzaldehyde oxime

3096-81-9

4-phenoxybenzonitrile

Conditions
ConditionsYield
With 4-nitro-1-((trifluoromethyl)sulfonyl)-1H-imidazole; triethylamine In acetonitrile at 20℃; for 0.166667h; Inert atmosphere; Sealed tube;92%

4-PHENOXYBENZONITRILE Chemical Properties

MF: C13H9NO
MW: 195.22
Density: 1.17 g/cm3 
Flash Point: >230 °F
Melting Point: 42-46 °C(lit.)
Index of Refraction: 1.61 
IUPAC Name: 4-phenoxybenzonitrile
Enthalpy of Vaporization: 56.75 kJ/mol 
Boiling Point: 325.4 °C at 760 mmHg 
Vapour Pressure: 0.00023 mmHg at 25°C
Product Categories: blocks ; Carboxes ; Aromatic Ethers ; Aromatic Nitriles ; C10 to C27 ; Cyanides/Nitriles ; Nitrogen Compounds
Synonyms: 4-Cyanodiphenyl ether ; 4-Phenoxybenzenecarbonitrile ; 4-Phenoxybenzonitrile (3096-81-9)
Following is the molecular structure of 4-Phenoxybenzonitrile (CAS NO.3096-81-9):

4-PHENOXYBENZONITRILE Safety Profile

Safety Information of 4-Phenoxybenzonitrile (CAS NO.3096-81-9):
Hazard Codes: XnIrritantXiHarmful
Risk Statements: 20/21/22
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36: Wear suitable protective clothing.
WGK Germany: 3
Hazard Note: Irritant
HazardClass: 6.1
PackingGroup: III

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