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inquiry1,4-DICYANO-2-BUTENE Basic information Product Name: 1,4-DICYANO-2-BUTENE Synonyms: 3-HEXENEDINITRILE;3-HEXENE DIOIC ACID DINITRILE;1,4-DICYANO-2-BUTENE;1,4-DICYANO BUTENE-2;DIHYDROMUCON
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Conditions | Yield |
---|---|
With hydrogenchloride; copper; copper(l) chloride; sodium chloride |
trans-3-Hexene
but-3-enenitrile
A
crotononitrile
B
ethene
C
1,4-dicyano-2-butene
Conditions | Yield |
---|---|
aluminum oxide; rhenium(VII) oxide on aluminum oxide; tetraethyltin; tetramethylstannane for 24h; Product distribution; Ambient temperature; heterogeneous self-metathesis, co-metathesis; |
Conditions | Yield |
---|---|
With 1,1,3,3-tetramethyl-1,3-disiletane; tungsten(IV) chloride In benzene at 60℃; under 0.001 Torr; for 10h; other temperature; metathesis of allyl cyanide; | |
aluminum oxide; rhenium(VII) oxide on aluminum oxide; tetraethyltin; tetramethylstannane for 24h; Product distribution; Ambient temperature; heterogeneous metathesis; | |
With 1,1,3,3-tetramethyl-1,3-disiletane; tungsten(IV) chloride In benzene at 60℃; under 0.01 Torr; for 10h; Yield given; |
Conditions | Yield |
---|---|
1,1,3,3-tetramethyl-1,3-disiletane; tungsten(VI) chloride In benzene at 60℃; for 10h; | 83 % Turnov. |
acrylonitrile
A
1,4-dicyano-2-butene
B
2-hexenedinitrile
C
2,4-dicyano-1-butene
D
4,7-Bis-<2-cyan-aethyl>-4,7-dicyan-decen-(5)-disaeure-dinitril
Conditions | Yield |
---|---|
With isopropyl diphenylphosphinite; isopropyl alcohol In toluene at 60℃; Rate constant; Equilibrium constant; Thermodynamic data; other phosphinite catalysts; activation parameters (EA, ΔS(act., 298 K); kinetics and mechanism of the phosphinite-catalyzed dimerization of acrylonitrile; |
Conditions | Yield |
---|---|
With ruthenium In dichloromethane for 2h; Heating; Title compound not separated from byproducts; |
potassium hexafluorophosphate
[Re2Cl4(μ-bis(diphenylphosphino)methane)2]
1,4-dicyano-2-butene
Re2Cl3((C6H5)2PCH2P(C6H5)2)2(NCC4H6NC)2(1+)*PF6(1-)=Re2Cl3(P(C6H5)2CH2P(C6H5)2)2(NCC4H6CN)2PF6
Conditions | Yield |
---|---|
In acetone mixt. of Re-complex, KPF6 and ligand in acetone was stirred at room temp. for 2 h under N2; vol. was reduced by vac. evaporator, filtered, filtrate was treated with Et2O, stirred for 30 min, extracted into CH2Cl2, vol. of extract was reduced, Et2O was added; elem. anal.; | 91% |
Conditions | Yield |
---|---|
With formic acid In methanol; water at 100℃; for 12h; Green chemistry; chemoselective reaction; | 88% |
With hydrogen; (o-OC6H4CH3)3PRuCl(PPh3)2 at 130℃; under 3620.04 Torr; for 20h; | 78 % Chromat. |
With hydrogen; (o-OC6H4CH3)3PRuCl(PPh3)2 at 130℃; under 3620.04 Torr; for 20h; Product distribution; | 78 % Chromat. |
Conditions | Yield |
---|---|
With triethylamine at 120℃; for 0.0333333h; | 39% |
Conditions | Yield |
---|---|
With ethanol; sodium ethanolate |
Conditions | Yield |
---|---|
With sodium hydroxide; cobalt at 120℃; under 397174 - 441305 Torr; Hydrogenation; |
Conditions | Yield |
---|---|
With pyridine; potassium cyanide at 80℃; |
1,4-dicyano-2-butene
hexane-1,3,6-triyltriamine
Conditions | Yield |
---|---|
With ammonia; water; hydrogen; cobalt |
1,4-dicyano-2-butene
Conditions | Yield |
---|---|
With methanol; sodium hydroxide; cobalt at 120℃; under 397174 - 441305 Torr; Hydrogenation; |
1,4-dicyano-2-butene
Dihydromuconsaeure-nitril-amidooxim
Conditions | Yield |
---|---|
With hydroxylamine In butan-1-ol |
1,4-dicyano-2-butene
meso-β,β'-Dibromadipodinitril
Conditions | Yield |
---|---|
With bromine |
1,4-dicyano-2-butene
1,4-Dicyan-2,3-bis-(difluoramino)-butan
Conditions | Yield |
---|---|
With tetrafluorohydrazine In tetrachloromethane |
1,4-dicyano-2-butene
acrylonitrile
4,7-Bis-<2-cyan-aethyl>-4,7-dicyan-decen-(5)-disaeure-dinitril
Conditions | Yield |
---|---|
With N-benzyl-trimethylammonium hydroxide In tert-butyl alcohol |
1,4-dicyano-2-butene
diphenyl diselenide
3-Fluoro-4-phenylselanyl-hexanedinitrile
Conditions | Yield |
---|---|
With xenon difluoride 1) CH2Cl2, -20 deg C, 10 min; Yield given. Multistep reaction; |
1,4-dicyano-2-butene
3-fluoro-1-buten-1,4-dinitrile
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1) XeF2 / 1) CH2Cl2, -20 deg C, 10 min 2: 88 percent / H2O2 View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: potassium cyanide; pyridine / 80 °C 2: sulfuric acid / 135 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: potassium cyanide; pyridine / 80 °C 2: aqueous hydrochloric acid / 140 °C View Scheme |
1,4-dicyano-2-butene
oxalic acid diethyl ester
diethyl 3,6-dicyano-2,7-hydroxyocta-2,4,6-trienedioate
Conditions | Yield |
---|---|
Stage #1: oxalic acid diethyl ester With ethanol; sodium ethanolate at 0℃; for 0.5h; Stage #2: 1,4-dicyano-2-butene at 20℃; | 11.9 g |
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