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Name: 2-cyanophenol Synonyms : 2-Hydroxybenzonitrile、2-hydroxy-benzonitrile, ; Salicylonitrile CAS. 611-20-1 1.We have been specializing in special fine chemical for long, with strong R&D strength. 2.ISO9001. 3.We have been cooperat
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inquiryName:2-Cyanophenol CAS NO:611-20-1 Grade:Medical scientific research and export Molecular formula:C7H5NO Molecular weight:119.12 Product Quality 12 years of chemical raw materials Mature operation of the industry System stability Data sto
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inquiryAbout Product Technical Details Chemical & Physical Properties Common Name 2-Cyanophenol CAS Number 611-20-1 Molecular Weight 119.12
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inquiryProduct Description Product website: http://www.finerchem.com Product Name 2-Cyanophenol CAS No. 611-20-1 A
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inquiryChemical Name 2-Hydroxybenzonitrile Synonyms 2-Cyanophenol;Benzonitrile, 2-hydroxy-; CAS No. 611-20-1 Molecular Formula C7H5NO Molecular W
Appearance:Off-white powdery solid Storage:ln stock Package:25kg/Bag Application:Chemicals Transportation:Express/Sea/Air Port:Any port of China
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2-Cyanophenol (2-CP) CAS: 611-20-1 Specification Item Standard Identification A.H-NMR:Comply with the structure B.LC-MS:Comply with the structure C.The IR spectr
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inquiry(E)-2-hydroxylbenzaldehyde oxime
salicylonitrile
Conditions | Yield |
---|---|
With 1,3,5-trichloro-2,4,6-triazine In N,N-dimethyl-formamide at 20℃; for 4h; Beckmann rearrangement; | 100% |
With di-isopropyl azodicarboxylate; triphenylphosphine In dichloromethane at 20℃; for 1h; Solvent; Mitsunobu Displacement; Inert atmosphere; | 97% |
With aluminum oxide; methanesulfonyl chloride at 100℃; for 0.0833333h; | 94% |
Conditions | Yield |
---|---|
With 2-(methylsulfonyl)ethyl alcohol; sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; | 100% |
With methyl propargyl alcohol; potassium tert-butylate In dimethyl sulfoxide at 125℃; for 0.0333333h; microwave irradiation; | 73% |
Multi-step reaction with 3 steps 1.1: 94 percent / NaH / dimethylformamide / 3 h / 70 °C 2.1: 7.08 g / ICl; K2CO3 / CH2Cl2 / 1 h / Heating 3.1: iPrMgCl / tetrahydrofuran / 0.52 h / -78 °C 3.2: ZnCl2 / tetrahydrofuran / -78 - 20 °C 3.3: Pd(PPh3)4 / tetrahydrofuran; dimethylformamide / 18 h / 20 °C View Scheme |
2-(tert-butoxy)benzonitrile
salicylonitrile
Conditions | Yield |
---|---|
With sodium iodide; cerium(III) chloride In acetonitrile at 40℃; for 6h; | 100% |
Multi-step reaction with 2 steps 1: potassium tert-butylate / 1,4-dioxane / 16 h / 80 °C / Inert atmosphere; Sealed tube 2: potassium tert-butylate; 18-crown-6 ether; water / 1,4-dioxane / 16 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: potassium tert-butylate / 1,4-dioxane / 16 h / 80 °C / Inert atmosphere; Sealed tube 2: potassium tert-butylate / 1,4-dioxane / 16 h / 80 °C / Inert atmosphere; Sealed tube; Glovebox 3: potassium tert-butylate; 18-crown-6 ether; water / 1,4-dioxane / 16 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: potassium tert-butylate / 1,4-dioxane / 16 h / 80 °C / Inert atmosphere; Sealed tube 2: potassium tert-butylate; 18-crown-6 ether / 1,4-dioxane / 16 h / 20 °C / Inert atmosphere; Sealed tube 3: potassium tert-butylate; 18-crown-6 ether; water / 1,4-dioxane / 16 h / 20 °C View Scheme |
Conditions | Yield |
---|---|
With chlorosulfonic acid In toluene at 90℃; for 0.5h; | 99% |
With oxalyl dichloride; Tropone; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 50℃; for 0.166667h; Schlenk technique; Inert atmosphere; | 99% |
With acetyl chloride; zinc(II) oxide for 0.5h; Heating; | 95% |
2-(prop-2'-enyloxy)benzonitrile
salicylonitrile
Conditions | Yield |
---|---|
With tetrabutylammonium tetrafluoroborate; tris(2,2'-bipyridine)nickel(II) tetrafluoroborate In N,N-dimethyl-formamide Ambient temperature; electrolysis: Mg rod anode, carbon fibre cathode, const. current 60 mA; | 99% |
2-(prop-2-yn-1-yloxy)benzonitrile
salicylonitrile
Conditions | Yield |
---|---|
tris(2,2'-bipyridine)nickel(II) tetrafluoroborate In N,N-dimethyl-formamide Ambient temperature; electrolysis; | 99% |
Conditions | Yield |
---|---|
With phosgene; L-lysine In 1,2-dichloro-ethane at 80℃; for 4h; Reagent/catalyst; Temperature; | 98.8% |
With phosgene; cyanex-921 In 1,2-dichloro-ethane for 4h; Reagent/catalyst; Solvent; Reflux; | 98.9% |
With thionyl chloride In 5,5-dimethyl-1,3-cyclohexadiene at 105℃; for 7h; Concentration; Temperature; Solvent; Reagent/catalyst; | 97.8% |
Conditions | Yield |
---|---|
With ammonia; boron phosphate at 400℃; for 0.000277778h; | 98% |
Multi-step reaction with 2 steps 1: alcohol; ammonia / 100 °C 2: phosphorus pentoxide View Scheme | |
Multi-step reaction with 2 steps 1: alcohol; ammonia / 100 °C 2: phosphorus pentoxide View Scheme | |
Multi-step reaction with 3 steps 1: alcohol; ammonia / 100 °C 2: P2S5 3: bei der Destillation unter vermindertem Druck View Scheme |
salicylonitrile
Conditions | Yield |
---|---|
With zirconium(IV) chloride In nitromethane for 0.0333333h; Heating; | 97% |
salicylonitril; ammonium salt
salicylonitrile
Conditions | Yield |
---|---|
With ammonia; N,N-dimethyl-formamide; Xylene; mixture of at 420℃; Product distribution / selectivity; | 97% |
With sulfuric acid; ammonia; water at 60℃; pH=3 - 4; Product distribution / selectivity; | 96% |
With ammonia; Xylene; mixture of at 420℃; Product distribution / selectivity; | 94% |
Stage #1: salicylonitril; ammonium salt With ammonia; water at 15 - 60℃; Stage #2: In N,N-dimethyl-formamide at 60℃; under 37.5038 - 75.0075 Torr; Product distribution / selectivity; | 72% |
Conditions | Yield |
---|---|
With tris(6,6'-diamino-2,2'-bipyridine); 4,4-diphenyl-1,3,5,7,8-pentamethyl-2,6-diethyl-4-bora-3a,4a-diaza-s-indacene; Br2Ni*3H2O; water; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide; acetonitrile at 20℃; for 24h; Glovebox; Irradiation; Inert atmosphere; | 97% |
With potassium hydroxide; water; polyaniline-supported palladium In 1,4-dioxane at 100℃; for 8h; | 80% |
With oxygen; triethylamine; sodium iodide In acetonitrile at 32℃; for 24h; Schlenk technique; UV-irradiation; | 64% |
With formic acid; oxygen; triethylamine; copper(ll) bromide In acetonitrile at 20℃; for 48h; Irradiation; | 61% |
Conditions | Yield |
---|---|
With iron(III) chloride; hydroxylamine hydrochloride In N,N-dimethyl-formamide for 4h; Reflux; | 96% |
With hydroxylamine hydrochloride In acetonitrile at 70℃; for 15h; | 96% |
With trifluorormethanesulfonic acid; trimethylsilylazide In acetonitrile at 25℃; for 0.00277778h; Schmidt Reaction; Flow reactor; | 96% |
ethanol
benzo[d]isoxazol-3-yl(phenyl)methanone
A
salicylonitrile
B
benzoic acid ethyl ester
Conditions | Yield |
---|---|
With potassium hydroxide for 16h; Ambient temperature; | A 95% B 90% |
5-chloro-2-hydroxybenzonitrile
salicylonitrile
Conditions | Yield |
---|---|
With isopropyl alcohol Substitution; Photolysis; | 95% |
Conditions | Yield |
---|---|
With Aloe vera mediated silver nanoparticles In water at 50℃; for 1h; Green chemistry; | 94% |
benzoimidazole
o-cyanophenylboronic acid-1,3-propylene glycol ester
A
salicylonitrile
B
benzonitrile
C
2-(1H-benzo[d]imidazol-1-yl)benzonitrile
Conditions | Yield |
---|---|
With pyridine; water; copper diacetate In N,N-dimethyl-formamide at 30℃; for 24h; Kinetics; Product distribution; Further Variations:; Reaction partners; amount of water; | A n/a B n/a C 93% |
2-Cyanophenylboronic acid
salicylonitrile
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In 1,4-dioxane at 20℃; under 760.051 Torr; for 28h; Irradiation; Green chemistry; | 93% |
With 1,10-Phenanthroline; copper(II) sulfate; potassium hydroxide In water at 20℃; for 5h; | 82% |
With C38H34Cl2NP3Pd; oxygen; triethylamine In chloroform at 24.84℃; for 24h; | 76% |
Conditions | Yield |
---|---|
With sodium methylate; sodium ethanolate In methanol; ethanol at 170℃; under 760.051 Torr; | 93% |
With oxygen; triethylamine; sodium iodide In acetonitrile at 32℃; for 24h; Schlenk technique; UV-irradiation; | 52% |
Conditions | Yield |
---|---|
In toluene | 92.5% |
Conditions | Yield |
---|---|
With 1,3-dimethyl-2-imidazolidinone; lithium diisopropyl amide In tetrahydrofuran; n-heptane; ethylbenzene at 185℃; for 12h; further reagent: NaN(SiMe3)2; | 91% |
With aluminium(III) iodide; N,N-dimethyl-formamide dimethyl acetal In acetonitrile at 80℃; for 18h; | 10% |
With aluminium(III) iodide; N,N-dimethyl-formamide dimethyl acetal In acetonitrile at 80℃; for 18h; | 10% |
salicylonitrile
Conditions | Yield |
---|---|
Stage #1: 2-(2-trimethylsilanylethoxy)benzonitrile With cesium fluoride In N,N-dimethyl-formamide at 60℃; for 1h; Inert atmosphere; Stage #2: With water In N,N-dimethyl-formamide Inert atmosphere; | 91% |
Conditions | Yield |
---|---|
With ammonia; boron phosphate at 400℃; for 0.000277778h; | 90% |
With sodium hexamethyldisilazane In tetrahydrofuran at 185℃; for 24h; | 85% |
Multi-step reaction with 2 steps 1: alcohol; ammonia / 100 °C 2: phosphorus pentoxide View Scheme |
Conditions | Yield |
---|---|
With aluminum oxide; hydroxylamine hydrochloride; methanesulfonyl chloride at 100℃; for 0.583333h; | 90% |
With Mont KSF; hydroxylamine hydrochloride; silica gel for 0.0666667h; microwave irradiation; | 89% |
With 1,3-dimethyl-2-imidazolidinone; sodium hexamethyldisilazane In tetrahydrofuran at 185℃; for 12h; | 88% |
Conditions | Yield |
---|---|
With racemic 2-di-tert-butylphosphino-1,1'-binaphthyl; palladium(II) trifluoroacetate; zinc In N,N-dimethyl acetamide at 95℃; for 3h; | 88.4% |
With sulfuric acid; palladium diacetate; zinc; XPhos In 2,4-dichlorophenoxyacetic acid dimethylamine at 120℃; for 2h; Inert atmosphere; | 98 %Chromat. |
Conditions | Yield |
---|---|
With manganese(IV) oxide; ammonia; magnesium sulfate In tetrahydrofuran; isopropyl alcohol at 20℃; for 18h; | 87% |
Conditions | Yield |
---|---|
With potassium phosphate In N,N-dimethyl-formamide at 120℃; for 2h; | 87% |
Conditions | Yield |
---|---|
tungsten(VI) oxide at 145 - 400℃; under 0.025 Torr; for 1.23333h; Pyrolysis; | A 85% B 8% |
With H3PO4 immobilized on aluminium oxide at 480℃; | A 50.78 %Chromat. B 24.12 %Chromat. |
Conditions | Yield |
---|---|
With hydrogenchloride; sodium hydroxide; boron trichloride; aluminium chloride In 1,2-dichloro-ethane | 84% |
With hydrogenchloride; sodium hydroxide; boron tribromide; aluminium chloride In 1,2-dichloro-ethane | 79% |
With boron trichloride; sodium carbonate Product distribution; various phenols; | |
With sodium hydroxide; aluminium trichloride; boron trichloride 1.) dichloroethane, 80 deg C, 3 h, 2.) 80 deg C, 30 min; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With sodium hexamethyldisilazane In tetrahydrofuran at 185℃; for 24h; | 83% |
salicylonitrile
Conditions | Yield |
---|---|
at 40℃; under 0.5 Torr; for 3h; | 82% |
salicylonitrile
α-bromoacetophenone
(3-amino-benzofuran-2-yl)-phenyl-methanone
Conditions | Yield |
---|---|
With potassium carbonate In acetone at 60℃; for 18h; Inert atmosphere; | 100% |
With potassium carbonate In acetone at 60℃; for 18h; | 100% |
With sodium carbonate In N,N-dimethyl-formamide at 80℃; for 1h; Inert atmosphere; | 96% |
salicylonitrile
bromoacetic acid methyl ester
methyl 2-(2-cyanophenoxy)ethanoate
Conditions | Yield |
---|---|
With potassium carbonate In acetone at 25℃; for 24h; Alkylation; | 100% |
With potassium carbonate In acetone for 7h; Reflux; | 94% |
With potassium carbonate In acetone at 20℃; | 61.5% |
salicylonitrile
(R)-2-methyloctan-1-ol
Conditions | Yield |
---|---|
With triphenylphosphine; diethylazodicarboxylate | 100% |
salicylonitrile
bromoacetic acid tert-butyl ester
tert-butyl 2-(2-cyanophenoxy)acetate
Conditions | Yield |
---|---|
With potassium carbonate In acetone at 60℃; for 16h; | 100% |
With potassium carbonate In acetone for 2h; Heating / reflux; | |
With potassium carbonate In acetone for 2h; Heating / reflux; |
salicylonitrile
t-butyl 4-hydroxy piperidine-1-carboxylate
Conditions | Yield |
---|---|
Stage #1: salicylonitrile; t-butyl 4-hydroxy piperidine-1-carboxylate With di-tert-butyl-diazodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 18h; Stage #2: With hydrogenchloride; water In 1,4-dioxane at 20℃; for 18h; | 100% |
(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
salicylonitrile
azoxystrobin
Conditions | Yield |
---|---|
With potassium carbonate; quinuclidine hydrochloride In 4-methyl-2-pentanone at 60 - 80℃; for 0.5h; Product distribution / selectivity; | 100% |
With potassium carbonate; 1,4-diaza-bicyclo[2.2.2]octane In N,N-dimethyl-formamide at 48 - 65℃; for 1h; Product distribution / selectivity; | 98.3% |
Stage #1: (E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate; salicylonitrile In N,N-dimethyl-formamide at 60℃; for 0.0833333h; Stage #2: 1,4-diaza-bicyclo[2.2.2]octane In N,N-dimethyl-formamide at 60℃; for 0.0833333h; Stage #3: With potassium carbonate In N,N-dimethyl-formamide at 60 - 89℃; for 0.166667h; Product distribution / selectivity; | 97.1% |
salicylonitrile
potassium carbonate
bromoacetic acid methyl ester
B
methyl 2-(2-cyanophenoxy)ethanoate
Conditions | Yield |
---|---|
In acetone | A 100% B n/a |
Conditions | Yield |
---|---|
With potassium carbonate In tetrahydrofuran | 100% |
With potassium carbonate; N,N-dimethyl-formamide In toluene at 50℃; for 16h; Inert atmosphere; | 94% |
With potassium carbonate In N,N-dimethyl-formamide | 93% |
Conditions | Yield |
---|---|
Stage #1: salicylonitrile With sodium hydride In 1,2-dimethoxyethane; mineral oil at 0℃; for 0.166667h; Stage #2: dimethylamino sulfonyl chloride In 1,2-dimethoxyethane; mineral oil at 0 - 20℃; for 11h; | 100% |
Conditions | Yield |
---|---|
With potassium carbonate In acetone Reflux; | 100% |
salicylonitrile
p-Tolylisocyanate
2-<(4-methylphenyl)aminocarbonyloxy>benzonitrile
Conditions | Yield |
---|---|
With triethylamine In diethyl ether | 99% |
salicylonitrile
l-cysteine hydrochloride
(R)-2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In methanol; aq. phosphate buffer for 72h; pH=6; Reflux; | 99% |
Stage #1: salicylonitrile; l-cysteine hydrochloride With sodium hydrogencarbonate In ethanol for 0.5h; Heating; Stage #2: With piperidine In ethanol for 12h; pH=9; Heating; Stage #3: With hydrogenchloride In ethanol pH=1.5; | 67% |
salicylonitrile
Methyl 2-bromopropionate
2-[1-(methoxycarbonyl)ethoxy]benzonitrile
Conditions | Yield |
---|---|
In water; N,N-dimethyl-formamide | 99% |
salicylonitrile
4,5-dichloro-2-(tetrahydro-2H-pyran-2-yl)-3(2H)-pyridazinone
2-[5-chloro-6-oxo-1-(tetrahydro-pyran-2-yl)-1,6-dihydro-pyridazin-4-yloxy]-benzonitrile
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile for 2h; Reflux; | 99% |
salicylonitrile
n-pentylmagnesium bromide
1-(2-hydroxyphenyl)hexan-1-one
Conditions | Yield |
---|---|
In tetrahydrofuran at 70℃; Inert atmosphere; | 99% |
Stage #1: salicylonitrile; n-pentylmagnesium bromide In tetrahydrofuran Inert atmosphere; Heating; Stage #2: With hydrogenchloride; water In tetrahydrofuran Cooling with ice; |
Conditions | Yield |
---|---|
With potassium carbonate at 65℃; for 18h; Sealed tube; | 99% |
Conditions | Yield |
---|---|
With potassium carbonate In acetone at 56℃; | 98.5% |
Stage #1: salicylonitrile With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 1h; Stage #2: Chloroacetamide In N,N-dimethyl-formamide at 80℃; for 3h; | |
With potassium carbonate In N,N-dimethyl-formamide at 80℃; |
salicylonitrile
2-(1H-tetrazol-5-yl)phenol
Conditions | Yield |
---|---|
With hydrogenchloride; sodium azide; water; triethylamine hydrochloride In toluene at 95 - 99℃; for 6h; | 98% |
98% | |
With sodium azide at 120℃; for 0.333333h; | 98% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 3h; | 98% |
With potassium carbonate In acetone for 2h; Heating; | 88.6% |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 12h; | 87% |
Conditions | Yield |
---|---|
With potassium carbonate for 6h; Heating; | 98% |
salicylonitrile
trifluoromethylsulfonic anhydride
2-<(trifluoromethanesulfonyl)oxy>benzonitrile
Conditions | Yield |
---|---|
With pyridine 1.) 0 deg C, 5 min, 2.) r.t., 25 h; | 98% |
With pyridine In dichloromethane at 0 - 25℃; Inert atmosphere; | 97% |
With pyridine In dichloromethane at 20℃; for 0.5h; | 95% |
salicylonitrile
azoxystrobin
Conditions | Yield |
---|---|
Stage #1: (E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 0.0833333h; Stage #2: salicylonitrile In N,N-dimethyl-formamide at 60℃; for 5h; Stage #3: 1,4-diaza-bicyclo[2.2.2]octane In N,N-dimethyl-formamide at 60 - 89℃; for 0.166667h; Product distribution / selectivity; | 98% |
Stage #1: (E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate With potassium carbonate In Isopropyl acetate at 40℃; for 0.166667h; Stage #2: salicylonitrile In Isopropyl acetate for 0.166667h; Stage #3: 1,4-diaza-bicyclo[2.2.2]octane In Isopropyl acetate at 40 - 45℃; for 0.5h; Product distribution / selectivity; | 97.5% |
Stage #1: (E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate With potassium carbonate In Isopropyl acetate at 40℃; for 0.166667h; Stage #2: 1,4-diaza-bicyclo[2.2.2]octane In Isopropyl acetate for 0.166667h; Stage #3: salicylonitrile In Isopropyl acetate at 40 - 45℃; for 0.333333 - 0.5h; Product distribution / selectivity; | 94.5% |
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