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inquiry2,4,6-Cycloheptatriene-1-carbonitrile cas 13612-59-4Appearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:intermediate Transportation:by air, by sea, by express
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inquiryChinese name: 2 minus 2 - ring heptyl triene - 1 - a nitrile Three Chinese alias: 7 - cyano ring g ene English name: 2 minus 2-1 - carbonitrile Cycloheptatriene - English alias: 7 - Cyanocyclohetatriene CAS no. : 13612-59-4 Molecular form
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cyclohepta-2,4,6-triene-1-carbonitrile
Conditions | Yield |
---|---|
In benzene at 20℃; for 0.25h; Substitution; cyanation; | 90% |
Conditions | Yield |
---|---|
In water | 81% |
4-diazo-1,2,3-triazole
benzene
A
cyclohepta-2,4,6-triene-1-carbonitrile
B
3-Cyanocycloheptatrien
C
2-cyanocycloheptatriene
D
cycloheptatrienecarbonitrile
E
5-phenyl-1H-1,2,3-triazole
Conditions | Yield |
---|---|
for 6h; Heating; other 4-diazo-1,2,3-triazole derivatives, photolysis; | A n/a B n/a C n/a D n/a E 53% |
4-diazo-1,2,3-triazole
benzene
A
cyclohepta-2,4,6-triene-1-carbonitrile
B
2-cyanocycloheptatriene
C
cycloheptatrienecarbonitrile
D
5-phenyl-1H-1,2,3-triazole
Conditions | Yield |
---|---|
for 6h; Heating; Further byproducts given; | A n/a B n/a C n/a D 53% |
for 3h; Irradiation; Further byproducts given; | A n/a B n/a C n/a D 26% |
4-diazo-1,2,3-triazole
benzene
A
cyclohepta-2,4,6-triene-1-carbonitrile
B
3-Cyanocycloheptatrien
C
cycloheptatrienecarbonitrile
D
5-phenyl-1H-1,2,3-triazole
Conditions | Yield |
---|---|
for 3h; Irradiation; Further byproducts given; | A n/a B n/a C n/a D 26% |
7-ethoxy-1,3,5-cycloheptatriene
potassium cyanide
cyclohepta-2,4,6-triene-1-carbonitrile
Conditions | Yield |
---|---|
With hydrogenchloride |
diazoacetonitrile
benzene
A
cyclohepta-2,4,6-triene-1-carbonitrile
B
3-Cyanocycloheptatrien
C
2-cyanocycloheptatriene
D
cycloheptatrienecarbonitrile
Conditions | Yield |
---|---|
Irradiation; |
sodium O-ethyl dithiocarbonate
trans-8exo-cyano-oxa-bis-ς-homobenzene
cyclohepta-2,4,6-triene-1-carbonitrile
Conditions | Yield |
---|---|
In isopropyl alcohol at 0℃; for 48h; Yield given; |
sodium cyanide
tropylium tetrafluoroborate
cyclohepta-2,4,6-triene-1-carbonitrile
(1R,4R,5R,6R)-5-Hydroxy-4-thiocyanato-bicyclo[4.1.0]hept-2-ene-7-carbonitrile
A
cyclohepta-2,4,6-triene-1-carbonitrile
trans-8exo-cyano-oxa-bis-ς-homobenzene
Conditions | Yield |
---|---|
With triethylamine In ethyl acetate var. reag.: K2CO3; | |
With triethylamine In ethyl acetate Product distribution; K2CO3; |
2-((1R,2R,3R,6R)-7-Cyano-2-hydroxy-bicyclo[4.1.0]hept-4-en-3-yl)-isothiourea; compound with sulfuric acid
cyclohepta-2,4,6-triene-1-carbonitrile
Conditions | Yield |
---|---|
With pH8 buffer solution at 0℃; |
potassium cyanide
cyclohepta-2,4,6-triene-1-carbonitrile
trans-8exo-cyano-oxa-bis-ς-homobenzene
cyclohepta-2,4,6-triene-1-carbonitrile
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 13 percent / H2SO4 / diethyl ether / 0 °C 2: pH8 buffer solution / 0 °C View Scheme |
Conditions | Yield |
---|---|
In dimethyl sulfoxide |
tropylium tetrafluoroborate
cyclohepta-2,4,6-triene-1-carbonitrile
Conditions | Yield |
---|---|
With 18-crown-6 ether In [D3]acetonitrile for 0.0833333h; Inert atmosphere; |
trimethylsilyl cyanide
tropylium tetrafluoroborate
cyclohepta-2,4,6-triene-1-carbonitrile
Conditions | Yield |
---|---|
In [D3]acetonitrile for 0.25h; Inert atmosphere; |
sodium cyanide
Cyclohepta-1,3,5-triene
cyclohepta-2,4,6-triene-1-carbonitrile
Conditions | Yield |
---|---|
Stage #1: Cyclohepta-1,3,5-triene With bromine In chloroform Stage #2: Heating; Stage #3: sodium cyanide In water |
cyclohepta-2,4,6-triene-1-carbonitrile
2-cyanocycloheptatriene
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In acetonitrile at 45℃; for 30h; | 96% |
With N-ethyl-N,N-diisopropylamine In acetonitrile at 44℃; for 5h; Rate constant; Product distribution; Mechanism; Ea, ΔF(excit.), ΔH(excit.), ΔS(excit.); other amines; other temp. and solvents; | |
With potassium hydroxide In ethanol |
cyclohepta-2,4,6-triene-1-carbonitrile
cyclohepta-2,4,6-trien-1-ylmethanamine
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride at 0℃; for 2h; | 95% |
cyclohepta-2,4,6-triene-1-carbonitrile
methylamine
(1RS)-8-methyl-8-azabicyclo[3.2.1]oct-2-ene-2-carbonitrile
Conditions | Yield |
---|---|
In tert-butyl alcohol at 85℃; for 24h; | 87% |
[5-(2-iodo-ethyl)-5-methyl-cyclopent-1-enyloxy]-trimethyl-silane
cyclohepta-2,4,6-triene-1-carbonitrile
(1R)-1-[2-(1-methyl-2-oxocyclopentyl)ethyl]cyclohepta-2,4,6-triene-1-carbonitrile
Conditions | Yield |
---|---|
Stage #1: cyclohepta-2,4,6-triene-1-carbonitrile With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78℃; for 0.166667h; Stage #2: [5-(2-iodo-ethyl)-5-methyl-cyclopent-1-enyloxy]-trimethyl-silane With N,N,N,N,N,N-hexamethylphosphoric triamide In tetrahydrofuran at -20℃; for 16h; | 71% |
cyclohepta-2,4,6-triene-1-carbonitrile
(1RS)-8-methyl-8-azabicyclo[3.2.1]oct-2-ene-2-carbonitrile
Conditions | Yield |
---|---|
With sodium hydroxide; methylamine In methanol | 70% |
1-(4-methylbenzensulfonyl)-4-phenyl-1H-1,2,3-triazole
cyclohepta-2,4,6-triene-1-carbonitrile
2-(cyclohepta-2,4,6-trienyl)-4-phenyl-1-tosyl-1H-imidazole
Conditions | Yield |
---|---|
With rhodium (II) octanoate dimer In chloroform at 140℃; for 0.25h; Microwave irradiation; | 67% |
cyclohepta-2,4,6-triene-1-carbonitrile
bicyclo<3.2.0>hepta-2,6-diene-1-carbonitrile
Conditions | Yield |
---|---|
for 9.5h; Ambient temperature; Irradiation; | 62% |
cyclohepta-2,4,6-triene-1-carbonitrile
4-methyl-1,2,4-triazoline-3,5-dione
A
anti-3-cyano-6,7-diaza-exo-tricyclo<3.2.2.02,4>non-9-ene-6,7-dicarboxylic acid methylimide
B
syn-3-cyano-6,7-diaza-exo-tricyclo<3.2.2.02,4>non-8-ene-6,7-dicarboxylic acid methylimide
Conditions | Yield |
---|---|
In diethyl ether; acetone at 0℃; for 0.5h; | A 55% B 8% |
tricarbonyltrispyridinechromium(0)
cyclohepta-2,4,6-triene-1-carbonitrile
A
pentacarbonyl(pyridine)chromium(0)
B
exo-NCC7H7Cr(CO)3
C
endo-(C7H7CN)Cr(CO)3
Conditions | Yield |
---|---|
In diethyl ether in the presence of BF3;; | A n/a B 53% C 12% D 20% |
ethanol
cyclohepta-2,4,6-triene-1-carbonitrile
ethyl cyclohepta-2,4,6-trienecarboxylate
Conditions | Yield |
---|---|
With sulfuric acid for 35h; Heating; | 46.3% |
cyclohepta-2,4,6-triene-1-carbonitrile
Conditions | Yield |
---|---|
at 100℃; for 20h; | 30% |
cyclohepta-2,4,6-triene-1-carbonitrile
A
C8H7NO2
B
C8H7NO2
Conditions | Yield |
---|---|
With hematoporphyrin In acetone Irradiation; Further byproducts given; | A 20% B 2% C 24% D 28% |
cyclohepta-2,4,6-triene-1-carbonitrile
A
C8H7NO2
B
o-formylbenzonitrile
Conditions | Yield |
---|---|
With hematoporphyrin In acetone Irradiation; Further byproducts given; | A 20% B 3% C 24% D 28% |
iron pentacarbonyl
cyclohepta-2,4,6-triene-1-carbonitrile
tricarbonyl(1-4-η-6-cyanocyclohepta-1,3,5-triene)iron
Conditions | Yield |
---|---|
In not given Irradiation (UV/VIS); C7H7CN and Fe(CO)5 were irradiated externally with a 60 W fluorescent lamp through Pyrex at 115°C for 23 h.; Then filtered through Celite and the filtrate was concentrated and chromatographed on silica gel. Elem. anal.; | 28% |
Conditions | Yield |
---|---|
With manganese(III) triacetate dihydrate In acetic acid at 80℃; Inert atmosphere; | A 25% B 28% C 8% D 8% |
3,6-bis(trifluoromethyl)-1,2,4,5-tetrazine
cyclohepta-2,4,6-triene-1-carbonitrile
1-exo-Cyan-4,7-bis(trifluormethyl)-1a,5,7a,7b-tetrahydro-1H-cyclopropaphthalazin
1-exo-Cyan-4,7-bis(trifluormethyl)-1a,7b-dihydro-1H-cyclopropaphthalazin
Conditions | Yield |
---|---|
In chloroform for 15h; Mechanism; Heating; other 7-substituted cycloheptatrienes; | A 26% B 15% |
In chloroform for 15h; Heating; | A 26% B 15% |
3,6-bis(trifluoromethyl)-1,2,4,5-tetrazine
cyclohepta-2,4,6-triene-1-carbonitrile
1-exo-Cyan-4,7-bis(trifluormethyl)-1a,7b-dihydro-1H-cyclopropaphthalazin
Conditions | Yield |
---|---|
In dichloromethane for 168h; Heating; | 22% |
cyclohepta-2,4,6-triene-1-carbonitrile
benzenediazonium-2-carboxylate hydrochloride
A
Exo-7-cyano-2,5-benzo-tricyclo[4.1.0]hept-3-ene
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane for 48h; Heating; | A 22% B 16% |
cyclohepta-2,4,6-triene-1-carbonitrile
A
2-cyanocycloheptatriene
B
7-cyano-7-(ethoxy-1,3-diphenylcycloprop-2-en-1-yl)cycloheptatriene
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In acetonitrile for 10.5h; Ambient temperature; | A n/a B 21% |
cyclohepta-2,4,6-triene-1-carbonitrile
7-cyano-7-(ethoxy-1,3-diphenylcycloprop-2-en-1-yl)cycloheptatriene
Conditions | Yield |
---|---|
With diisopropylamine In acetonitrile | 21% |
diiron nonacarbonyl
cyclohepta-2,4,6-triene-1-carbonitrile
tricarbonyl(η4-1-cyanocycloheptatriene)iron
Conditions | Yield |
---|---|
In toluene C7H7CN is reacted with Fe2(CO)9 in toluene at reflux temp. for 1 h, allowed to cool; chromd. (Al2O3, toluene-ethyl acetate (3:1)), evapd. in vac., treated with Et2O and 60% HPF6 soln., filtered, washed with Et2O, deprotonated inacetone soln. with Et3N, extd. with Et2O-water, org. layer sepd., dried, evapd., distd.; elem. anal.; | 20% |
Conditions | Yield |
---|---|
In chloroform at 95℃; for 432h; Further byproducts given; | A n/a B n/a C 8% D n/a |
cyclohepta-2,4,6-triene-1-carbonitrile
Tropontosylhydrazon-Na-salz
Conditions | Yield |
---|---|
In diethylene glycol dimethyl ether at 120℃; for 0.25h; | 7% |
cyclohepta-2,4,6-triene-1-carbonitrile
cyclohepta-2,4,6-trienecarboxylic acid
Conditions | Yield |
---|---|
With hydrogenchloride; methanol; diethyl ether anschliessend mit H2O behandeln und Behandeln des Reaktionsprodukts mit NaHCO3 in wss. Methanol und anschliessend mit wss. NaOH; | |
Multi-step reaction with 2 steps 1: 46.3 percent / conc. H2SO4 / 35 h / Heating 2: 74 percent / HaHCO3, H2O / methanol / 2 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1: HCl 2: aq. NaOH, NaHCO3 / methanol View Scheme | |
Multi-step reaction with 2 steps 2: aq. H2SO4 View Scheme |
cyclohepta-2,4,6-triene-1-carbonitrile
cyclohepta-2,4,6-trienecarboxamide
Conditions | Yield |
---|---|
With dihydrogen peroxide; sodium carbonate; acetone |
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