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Conditions | Yield |
---|---|
With nickel(II) chloride dihydrate In acetonitrile at 80℃; Molecular sieve; Inert atmosphere; | 100% |
With oxalyl dichloride; Triphenylphosphine oxide In chloroform-d1 at 20℃; for 1h; | 99% |
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In tetrahydrofuran; ethyl acetate at 20℃; Beckmann rearrangement; Inert atmosphere; | 95% |
Conditions | Yield |
---|---|
With copper(I) chloride; 4 A molecular sieve; oxygen In pyridine at 60℃; for 24h; | 96% |
With potassium hydroxide; nickel copper formate; (Bu4N)2S2O8 In 1,2-dichloro-ethane at 20℃; for 10h; Oxidation; | 92% |
With potassium hydroxide In water at 30℃; for 4h; electrolysis at a Ni(OH)2 anode and a steel cathode, current - 2 A, cell voltage - 2.0 V; | 90% |
Conditions | Yield |
---|---|
With aluminum oxide; hydroxylamine hydrochloride; methanesulfonyl chloride at 100℃; for 0.75h; | 95% |
With ammonium hydroxide; N-Bromosuccinimide at 0℃; for 0.166667h; | 94% |
With hydroxylamine hydrochloride; methanesulfonyl chloride In neat (no solvent) at 70℃; for 2h; | 91% |
butanamide
triphenylphosphine
A
propyl cyanide
B
Triphenylphosphine oxide
Conditions | Yield |
---|---|
With aluminum oxide; LutClO4 In dichloromethane constant current electrolysis; | A 95% B n/a |
Conditions | Yield |
---|---|
With aluminum oxide; methanesulfonyl chloride at 100℃; for 0.0833333h; | 95% |
With N,N-dimethyl-formamide at 135℃; for 48h; | 76% |
Conditions | Yield |
---|---|
With nitrogen; ammonia at 240℃; Catalytic behavior; Heating; | 94% |
With ammonia at 230℃; Inert atmosphere; | 86% |
With potassium hydroxide; ammonium bicarbonate; (Bu4N)2S2O8; copper(II) formate; nikel(II) formate In isopropyl alcohol at 25℃; for 2h; | 85% |
Conditions | Yield |
---|---|
With ammonia at 220℃; for 40h; Autoclave; | 94% |
valeraldoxime
anthranilic acid nitrile
A
propyl cyanide
B
anthranilic acid amide
Conditions | Yield |
---|---|
With linear poly(4-vinylpyridine) supported [Cp*IrCl2]2 complex by coordinative immobilization In tert-Amyl alcohol at 125℃; for 15h; Schlenk technique; Inert atmosphere; | A n/a B 93% |
Conditions | Yield |
---|---|
With ammonia; zinc(II) oxide at 420℃; | A 92.2% B n/a |
With ammonia; zinc(II) oxide at 340℃; Product distribution; 1:4 molar ratio n-butyl alcohol/NH3, other temperature (300-420 deg C), other catalyst (oxidized form of SMS-4 Zn-Cr-O);; | A 86.7% B 6% |
Conditions | Yield |
---|---|
With lead acetate In dichloromethane for 12h; Catalytic behavior; Solvent; Reagent/catalyst; Time; Reflux; | 92% |
With pyridine; <(chlorosulfinyloxy)methylene>dimethylammonium chloride In dichloromethane for 6h; Ambient temperature; | 70% |
With phosphorus pentoxide |
Conditions | Yield |
---|---|
With oxygen In para-xylene at 110℃; for 1h; | A 10% B 90% |
Conditions | Yield |
---|---|
With nickel In tetrahydrofuran at 20℃; for 12h; | 85% |
butanethioamide
benzyl chloride
A
propyl cyanide
B
dibenzyl sulfide
Conditions | Yield |
---|---|
With sodium hydroxide; tetrabutylammomium bromide In water; benzene at 30℃; for 2h; Product distribution; | A 75% B 80% |
Conditions | Yield |
---|---|
With bis(acetylacetonate)oxovanadium In tetrachloromethane at 150℃; for 6h; Autoclave; | 80% |
butyraldehyde oxime
dimethylbromosulphonium bromide
A
propyl cyanide
B
dimethyl sulfoxide
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 4h; | A 76% B n/a |
Conditions | Yield |
---|---|
With sodium tetrahydroborate In pyridine; methanol at 120℃; for 2h; | 75% |
With Amberlite IRA-400; borohydride form; copper(II) sulfate; cyclohexene In methanol at 20℃; for 1h; Reduction; | 99 % Chromat. |
With triethylsilane; sulfuric acid; 5%-palladium/activated carbon In tetrahydrofuran at 20℃; for 16h; | 67 %Spectr. |
With 1,2,3-trimethoxybenzene; hydrogen In ethyl acetate at 20℃; under 750.075 Torr; Flow reactor; Green chemistry; chemoselective reaction; | 99 %Spectr. |
Conditions | Yield |
---|---|
With nickel In tetrahydrofuran for 15h; Heating; | 75% |
butanal N,N-dimethylhydrazone
propyl cyanide
Conditions | Yield |
---|---|
With 3-chloro-benzenecarboperoxoic acid In dichloromethane for 4h; | 71% |
1-aminocyclobutane-1-carboxylic acid
A
propyl cyanide
B
3,4-dehydro-L-proline
Conditions | Yield |
---|---|
With ammonium hydroxide; [CuII(2,2'-bipyridine)(1-aminocyclobutane-1-carboxylic acid(H-))]ClO4*H2O; dihydrogen peroxide In water; N,N-dimethyl-formamide at 35℃; Kinetics; Overall yield = 20 %; | A 33% B 67% |
Conditions | Yield |
---|---|
phenol In benzene at 35 - 50℃; for 16h; | 52% |
Conditions | Yield |
---|---|
With potassium hydroxide at 90℃; under 0.0750075 Torr; | A 7% B 51% |
Conditions | Yield |
---|---|
With potassium carbonate; dibenzo-18-crown-6 In benzene for 5h; Heating; | 46% |
N-butylamine
A
propyl cyanide
B
(butylidene)butylamine
C
butyraldehyde
Conditions | Yield |
---|---|
With oxygen In water at 225℃; under 750.075 Torr; for 1h; Catalytic behavior; Mechanism; Time; Concentration; Flow reactor; | A 34% B n/a C n/a |
Conditions | Yield |
---|---|
With sulfuric acid; hydroxylamine-O-sulfonic acid; iron(II) sulfate In water at 80℃; for 2h; | A 30% B 0.1% |
Conditions | Yield |
---|---|
With C26H41Br2FeNP2; hydrogen; potassium hexamethylsilazane; sodium triethylborohydride In tetrahydrofuran at 140℃; under 45004.5 Torr; for 36h; High pressure; Autoclave; | A 19% B 66 %Chromat. |
but-2-enenitrile
A
propyl cyanide
B
2-aminobutyronitrile
C
2,3-Diethylsuccinodinitril
Conditions | Yield |
---|---|
With ammonia for 3h; Irradiation; | A 6% B 4.5% C 6% |
1-cyano-propane-1-carboxylic acid
A
propyl cyanide
B
methylammonium carbonate
Conditions | Yield |
---|---|
beim Erhitzen; |
Conditions | Yield |
---|---|
With nickel at 360 - 380℃; |
propyl cyanide
5‐propyl‐1H‐1,2,3,4‐tetrazole
Conditions | Yield |
---|---|
With sodium azide; triethylamine hydrochloride In toluene at 110℃; for 16h; Inert atmosphere; | 100% |
With sodium azide; triethylamine hydrochloride In toluene at 110℃; for 16h; Inert atmosphere; | 100% |
With sodium azide; triethylamine hydrochloride In N,N-dimethyl-formamide at 130℃; for 4h; Microwave irradiation; Inert atmosphere; | 95% |
Conditions | Yield |
---|---|
With manganese(IV) oxide; silica gel In hexane for 16h; Heating; | 100% |
With potassium hydroxide In water; dimethyl sulfoxide at 60℃; for 8h; High pressure; Green chemistry; | 99.9% |
With [2,2]bipyridinyl; water; palladium diacetate at 70℃; for 24h; Catalytic behavior; Mechanism; Temperature; Reagent/catalyst; Schlenk technique; Sealed tube; | 97% |
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In methanol at 20℃; for 29h; | 100% |
With palladium 10% on activated carbon; ammonium acetate; hydrogen In methanol at 20℃; under 760.051 Torr; for 29h; | 82% |
propyl cyanide
para-methoxynitrobenzene
A
N-butyl-4-methoxyaniline
B
N,N-dibutyl-4-methoxylaniline
Conditions | Yield |
---|---|
Stage #1: para-methoxynitrobenzene With ammonium formate; palladium on activated charcoal In methanol; water at 20℃; Stage #2: propyl cyanide In methanol; water | A 100% B n/a |
Conditions | Yield |
---|---|
Stage #1: 2-Nitroanisole With ammonium formate; palladium on activated charcoal In methanol; water at 20℃; Stage #2: propyl cyanide In methanol; water | 100% |
propyl cyanide
1-methyl-3-nitrobenzene
A
N-butyl-m-toluidine
B
N-butyl-N-(3-methyl-n-propyl)-m-toluidine
Conditions | Yield |
---|---|
Stage #1: 1-methyl-3-nitrobenzene With ammonium formate; palladium on activated charcoal In methanol; water at 20℃; Stage #2: propyl cyanide In methanol; water | A 100% B n/a |
propyl cyanide
1-methyl-4-nitrobenzene
A
N,N-dibutyl-4-methylaniline
B
N-butyl-4-methylaniline
Conditions | Yield |
---|---|
Stage #1: 1-methyl-4-nitrobenzene With ammonium formate; palladium on activated charcoal In methanol; water at 20℃; Stage #2: propyl cyanide In methanol; water | A n/a B 100% |
Conditions | Yield |
---|---|
Stage #1: 1-methyl-2-nitrobenzene With ammonium formate; palladium on activated charcoal In methanol; water at 20℃; for 4.5h; Stage #2: propyl cyanide In methanol; water | 100% |
Conditions | Yield |
---|---|
With ammonium formate; palladium on activated charcoal In methanol; water at 20℃; for 4.5h; | 100% |
Conditions | Yield |
---|---|
With ammonium formate; palladium on activated charcoal In methanol; water at 20℃; for 3.5h; | 100% |
propyl cyanide
p-toluidine
A
N,N-dibutyl-4-methylaniline
B
N-butyl-4-methylaniline
Conditions | Yield |
---|---|
With ammonium formate; palladium on activated charcoal In methanol; water at 20℃; for 5.5h; | A n/a B 100% |
propyl cyanide
4-methoxy-aniline
A
N-butyl-4-methoxyaniline
B
N,N-dibutyl-4-methoxylaniline
Conditions | Yield |
---|---|
With ammonium formate; palladium on activated charcoal In methanol; water at 20℃; for 3.9h; | A 100% B n/a |
Conditions | Yield |
---|---|
With ammonium formate; palladium on activated charcoal In methanol; water at 20℃; for 8.6h; | A 100% B n/a |
propyl cyanide
1-amino-3-methylbenzene
A
N-butyl-m-toluidine
B
N-butyl-N-(3-methyl-n-propyl)-m-toluidine
Conditions | Yield |
---|---|
With ammonium formate; palladium on activated charcoal In methanol; water at 20℃; for 2.5h; | A 100% B n/a |
Conditions | Yield |
---|---|
With ammonium formate; palladium on activated charcoal In methanol; water at 20℃; | 100% |
propyl cyanide
di-tert-butyl dicarbonate
2-cyanobutyric acid tert-butyl ester
Conditions | Yield |
---|---|
Stage #1: propyl cyanide With lithium diisopropyl amide In tetrahydrofuran at -78 - 20℃; for 1h; Inert atmosphere; Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran at -78℃; for 2.5h; Inert atmosphere; | 100% |
Stage #1: propyl cyanide With lithium diisopropyl amide In tetrahydrofuran; hexane at -78 - 20℃; for 1h; Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran; hexane at -78℃; for 2h; | |
Stage #1: propyl cyanide With lithium diisopropyl amide In tetrahydrofuran at -78 - 20℃; for 1.5h; Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran at -78℃; for 16h; |
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; ammonium acetate; hydrogen In methanol at 20℃; under 760.051 Torr; for 31h; | 100% |
Conditions | Yield |
---|---|
Stage #1: hydrogen fluoride; antimony pentafluoride at -196 - 20℃; Sealed tube; Stage #2: propyl cyanide at -196 - 20℃; for 0.5h; Sealed tube; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
Stage #1: hydrogen fluoride; antimony pentafluoride at -196 - 20℃; Sealed tube; Stage #2: propyl cyanide at -196 - 20℃; for 0.5h; Sealed tube; Inert atmosphere; | 100% |
propyl cyanide
Conditions | Yield |
---|---|
With arsenic pentafluoride; hydrogen fluoride at -196 - 20℃; for 0.5h; Sealed tube; | 100% |
Conditions | Yield |
---|---|
at -196 - -64℃; for 0.166667h; Sealed tube; | 100% |
propyl cyanide
Conditions | Yield |
---|---|
With arsenic pentafluoride at -196 - -64℃; for 0.166667h; Sealed tube; | 100% |
Conditions | Yield |
---|---|
With sodium tetrahydroborate In water; dimethyl sulfoxide at 60℃; for 4.5h; High pressure; Green chemistry; | 99.9% |
With sodium tetrahydroborate; nickel; sodium hydroxide In methanol; water at 30 - 60℃; | 93% |
With [DBUH(+)][C4H9COO(-)]; water; potassium formate at 70℃; for 3h; Ionic liquid; | 82% |
Conditions | Yield |
---|---|
With potassium carbonate In water; dimethyl sulfoxide at 60℃; for 8h; High pressure; Green chemistry; | 99.9% |
Stage #1: propyl cyanide With diisobutylaluminium hydride In toluene at -20℃; for 0.222222h; Flow reactor; Stage #2: With water; sodium L-tartrate In toluene at 0℃; chemoselective reaction; | 64% |
With Diisobutylaluminium hydride(1 M solution in tetrahydrofuran, 4.9 mL, 4.9 mmol) In dichloromethane at -78℃; for 1h; |
Conditions | Yield |
---|---|
With sodium tetrahydroborate; nickel dichloride In methanol at 0 - 20℃; Reduction; | 99% |
Conditions | Yield |
---|---|
Stage #1: propyl cyanide With lithium diisopropyl amide In tetrahydrofuran; hexane at -78℃; for 0.166667h; Stage #2: bromopentene In tetrahydrofuran; hexane at -78 - 20℃; for 1h; Further stages.; | 99% |
Stage #1: propyl cyanide With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 1h; Stage #2: bromopentene In tetrahydrofuran | 99% |
With lithium diisopropyl amide In tetrahydrofuran at -78℃; | 99% |
propyl cyanide
cis-bis(n-butyronitrile)dichloroplatinum(II)
Conditions | Yield |
---|---|
In not given excess nitrile; | 99% |
tetrahydrofuran
propyl cyanide
cyclopentadienylmanganese tricarbonyl
((CH3)5C5)Mn(CO)2(NCC3H7)
Conditions | Yield |
---|---|
In tetrahydrofuran Irradiation (UV/VIS); Ar-atmosphere; irradn. (120 W Hg lamp, 1 h, stirring, 3°C), nitrile addn., stirring (room temp., 4 h, dark); evapn.; | 99% |
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