1-nitro-3-vinyl-benzene
3-vinylaniline
Conditions | Yield |
---|---|
With carbon monoxide; water In DMA at 150℃; under 6840.46 Torr; for 3h; Autoclave; chemoselective reaction; | 99% |
With hydrazine hydrate In ethanol at 50℃; for 3h; Inert atmosphere; | 99% |
With hydrazine hydrate In ethanol at 59.84℃; under 760.051 Torr; Reagent/catalyst; Inert atmosphere; chemoselective reaction; | 99.4% |
3-acetylenephenylamine
3-vinylaniline
Conditions | Yield |
---|---|
Stage #1: 3-acetylenephenylamine With tetrakis(triphenylphosphine) palladium(0); triethylamine In 1,4-dioxane at 20℃; for 0.25h; Inert atmosphere; Stage #2: With formic acid In 1,4-dioxane at 80℃; for 3h; Inert atmosphere; | 90% |
Pd-CaCO3 In tetrahydrofuran; quinoline | |
With carbon monoxide; water In ethanol at 60℃; under 7600.51 Torr; for 3h; Autoclave; Green chemistry; chemoselective reaction; |
Conditions | Yield |
---|---|
With ammonia borane; gold on titanium oxide In ethanol at 20℃; for 0.333333h; Inert atmosphere; | A 84% B 10% |
With hydrogen; silver In dodecane at 110℃; under 4500.45 Torr; for 6h; Time; | A 78% B 17% |
With ammonium formate In ethylene glycol at 120℃; for 12h; |
1-nitro-3-vinyl-benzene
A
3-vinylaniline
B
N,N'-bis-(3-vinylphenyl)hydrazine
Conditions | Yield |
---|---|
With samarium; 1,1’-di-n-octyl-4,4’-bipyridinium dibromide In methanol at 20℃; for 2h; | A 82% B 8% |
3-bromostyrene
3-vinylaniline
Conditions | Yield |
---|---|
Stage #1: 3-bromostyrene With magnesium In tetrahydrofuran Inert atmosphere; Stage #2: With C10H17NO In tetrahydrofuran; toluene at -78℃; for 2h; Inert atmosphere; Stage #3: With ammonium chloride In tetrahydrofuran; water; toluene Inert atmosphere; | 72% |
1-nitro-3-vinyl-benzene
A
3-vinylaniline
B
1,2-bis(3-vinylphenyl)diazene oxide
Conditions | Yield |
---|---|
With Ru/C; sodium hydroxide In tetrahydrofuran; ethanol at 70℃; for 24h; Microwave irradiation; | A 20% B 63% |
With hydrazine hydrate In ethanol at 20℃; for 4h; |
1-nitro-3-vinyl-benzene
A
3-vinylaniline
B
bis-(3-vinyl-phenyl)-diazene-N-oxide
Conditions | Yield |
---|---|
With carbon monoxide; hexasulfonated 2,2'-bis-diphenylphosphinomethylene binaphthyl; palladium dichloride In water; xylene at 100℃; under 90007.2 Torr; for 20h; Yields of byproduct given; | A 50% B n/a |
1-nitro-3-vinyl-benzene
A
3-vinylaniline
B
1,2-bis(3-vinylphenyl)diazene
Conditions | Yield |
---|---|
With Ru/C; sodium hydroxide In tetrahydrofuran; ethanol at 100℃; for 24h; Microwave irradiation; | A 22% B 44% |
Conditions | Yield |
---|---|
With C15H25Cl2N3NiO3; potassium tert-butylate In toluene at 110℃; for 12h; Schlenk technique; Inert atmosphere; | 40% |
dimethylsulfone
3-aminobenzenemethanol
A
3-vinylaniline
B
hydrogen
Conditions | Yield |
---|---|
With 1,10-Phenanthroline; potassium tert-butylate; iron(II) chloride In toluene at 120℃; for 8h; Julia Olefin Synthesis; Inert atmosphere; Schlenk technique; | A 35% B n/a |
3-(1-hydroxyethyl)aniline
3-vinylaniline
Conditions | Yield |
---|---|
aluminum oxide at 275℃; |
Conditions | Yield |
---|---|
With sodium hydroxide In acetic acid; ethyl acetate |
1-(3-aminophenyl)ethanone
3-vinylaniline
Conditions | Yield |
---|---|
With sodium borohydrid In isopropyl alcohol |
1-nitro-3-vinyl-benzene
A
3-ethylnitrobenzene
B
3-vinylaniline
C
m-ethylaniline
Conditions | Yield |
---|---|
With aluminum oxide; hydrogen; platinum at 39.84℃; under 2250.23 Torr; chemoselective reaction; | |
With platinum on activated charcoal; hydrogen In toluene chemoselective reaction; | |
With hydrogen In tetrahydrofuran at 25℃; under 760.051 Torr; for 1h; Inert atmosphere; |
1-nitro-3-vinyl-benzene
benzaldehyde
A
N-benzylidene-3-vinylaniline
B
3-vinylaniline
Conditions | Yield |
---|---|
With carbon monoxide; water In triethylamine at 25℃; under 3800.26 Torr; for 3h; |
1-nitro-3-vinyl-benzene
A
3-vinylaniline
B
m-ethylaniline
C
1,2-bis(3-vinylphenyl)diazene
Conditions | Yield |
---|---|
With hydrogen at 110℃; under 4560.31 Torr; for 18h; Autoclave; chemoselective reaction; |
3-nitro-benzaldehyde
3-vinylaniline
Conditions | Yield |
---|---|
With hydrazine hydrate; Pd/C In ethanol; water at 80℃; for 0.5h; chemoselective reaction; | 95.2 %Chromat. |
Multi-step reaction with 2 steps 1: n-butyllithium / hexane 2: sodium hydroxide / acetic acid; ethyl acetate View Scheme | |
Multi-step reaction with 2 steps 1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.5 h / Reflux 1.2: 3 h / Reflux 2.1: hydrazine hydrate; / isopropyl alcohol / 0.17 h / 110 °C / Sealed tube View Scheme |
Conditions | Yield |
---|---|
With 1 wt.%Ir/ZrO2; hydrogen In ethanol at 24.84℃; under 15001.5 Torr; Kinetics; Autoclave; chemoselective reaction; | |
With carbon dioxide; Pt/Al2O3; hydrogen In tetrahydrofuran at 50℃; under 75007.5 Torr; for 1h; Autoclave; Supercritical conditions; chemoselective reaction; |
1-nitro-3-vinyl-benzene
A
3-vinylaniline
B
1,2-bis(3-vinylphenyl)diazene oxide
C
N,N'-bis-(3-vinylphenyl)hydrazine
D
m-ethylaniline
Conditions | Yield |
---|---|
With hydrazine hydrate In ethanol at 20℃; for 4h; | |
With hydrazine hydrate In ethanol at 20℃; for 4h; |
1-nitro-3-vinyl-benzene
A
3-vinylaniline
B
1,2-bis(3-vinylphenyl)diazene oxide
C
m-ethylaniline
Conditions | Yield |
---|---|
With hydrazine hydrate In ethanol at 20℃; for 4h; |
1-nitro-3-vinyl-benzene
A
3-vinylaniline
B
1,2-bis(3-vinylphenyl)diazene oxide
C
N,N'-bis-(3-vinylphenyl)hydrazine
Conditions | Yield |
---|---|
With hydrazine hydrate In ethanol at 20℃; for 4h; |
Conditions | Yield |
---|---|
With Au/Al2O3; hydrogen In toluene at 50℃; under 37503.8 Torr; Flow reactor; chemoselective reaction; | A 23.5 %Chromat. B 7.5 %Chromat. C 65 %Chromat. |
With Au/Al2O3; hydrogen at 50℃; under 37503.8 Torr; Flow reactor; | A 24 %Chromat. B 7 %Chromat. C 65 %Chromat. |
Conditions | Yield |
---|---|
With Au/Al2O3; hydrogen In toluene at 60℃; under 37503.8 Torr; Temperature; Flow reactor; chemoselective reaction; | A 13 %Chromat. B 74 %Chromat. C 8.5 %Chromat. |
With Au/Al2O3; hydrogen at 50℃; under 22502.3 Torr; Pressure; Flow reactor; | A 6 %Chromat. B 83 %Chromat. C 8 %Chromat. |
Conditions | Yield |
---|---|
With carbon monoxide; hydrogen In tetrahydrofuran at 70℃; under 7757.43 Torr; for 6h; Autoclave; |
Conditions | Yield |
---|---|
With hydrazine hydrate In chloroform for 1.25h; chemoselective reaction; |
Conditions | Yield |
---|---|
With Au/Al2O3; hydrogen at 50℃; under 37503.8 Torr; Flow reactor; | A 17 %Chromat. B 74 %Chromat. |
1-nitro-3-vinyl-benzene
A
3-vinylaniline
B
1,2-bis(3-vinylphenyl)diazene oxide
C
N,N'-bis-(3-vinylphenyl)hydrazine
D
1,2-bis(3-vinylphenyl)diazene
Conditions | Yield |
---|---|
With sodium tetrahydroborate In water at 20℃; chemoselective reaction; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.5 h / Reflux 1.2: 3 h / Reflux 2.1: hydrazine hydrate; / water / 0.17 h / 110 °C / Sealed tube View Scheme |
Conditions | Yield |
---|---|
With Echavarren's catalyst In dichloromethane; water at 50℃; under 1500.15 Torr; for 6h; Reagent/catalyst; Inert atmosphere; | 99% |
3-vinylaniline
methyl(3,3,3-trifluoropropyl)silane
Conditions | Yield |
---|---|
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex In dichloromethane at 0 - 20℃; for 15h; | 97.3% |
3-vinylaniline
1-<(p-methoxyphenyl)sulfonyl>-3-methyl-2-formylindole
[1-[1-(4-Methoxy-benzenesulfonyl)-3-methyl-1H-indol-2-yl]-meth-(E)-ylidene]-(2-vinyl-phenyl)-amine
Conditions | Yield |
---|---|
With molecular sieve In dichloromethane at 20℃; for 48h; | 97% |
Conditions | Yield |
---|---|
In dichloromethane at 50℃; for 24h; Inert atmosphere; | 97% |
3-vinylaniline
benzyl chloroformate
N-benzyloxycarbonyl 3-aminostyrene
Conditions | Yield |
---|---|
With 2,6-dimethylpyridine In dichloromethane at 0 - 20℃; Substitution; | 96% |
Conditions | Yield |
---|---|
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex In dichloromethane at 5 - 25℃; for 13h; | 95.6% |
Conditions | Yield |
---|---|
With platinum chloride In cyclohexane at 0 - 25℃; for 15h; | 94.4% |
Conditions | Yield |
---|---|
With platinum(IV) oxide In benzene at 5 - 20℃; for 20h; | 93.6% |
3-vinylaniline
phenyl(1-propyl)silane
Conditions | Yield |
---|---|
With dihydrogen hexachloroplatinate In dichloromethane; isopropyl alcohol at 0 - 30℃; for 12h; | 93% |
Conditions | Yield |
---|---|
With platinum chloride In cyclohexane at 0 - 35℃; for 15h; | 92.6% |
Conditions | Yield |
---|---|
With 1,10-Phenanthroline; tungsten hexacarbonyl; potassium tert-butylate In 1,4-dioxane at 130℃; for 24h; | 92% |
With dimanganese decacarbonyl; potassium tert-butylate In toluene at 20℃; for 48h; Inert atmosphere; Sealed tube; | 85% |
3-vinylaniline
m-ethylaniline
Conditions | Yield |
---|---|
With iron(II)β-diketiminate complex; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In benzene-d6 at 20℃; for 0.5h; Sealed tube; Inert atmosphere; Schlenk technique; Glovebox; | 89% |
With 1 wt.%Ir/ZrO2; hydrogen In ethanol at 24.84℃; under 15001.5 Torr; Kinetics; Autoclave; chemoselective reaction; | |
With maghemite-palladium nanocomposite; hydrogen In ethanol at 50℃; for 0.0125h; | 93 %Chromat. |
With hydrogen In methanol at 25℃; under 3750.38 Torr; Kinetics; Autoclave; chemoselective reaction; | |
With hydrogen In acetonitrile at 20℃; under 760.051 Torr; for 1.5h; Catalytic behavior; |
Conditions | Yield |
---|---|
With oxygen In toluene at 90℃; Sealed tube; | 88% |
3-vinylaniline
2,4,5-trichloropyrimidine
(2,5-dichloropyrimidin-4-yl)-3-vinylphenylamine
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20 - 80℃; for 16h; Inert atmosphere; | 87% |
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 16h; | 87% |
Conditions | Yield |
---|---|
With [carbonylchlorohydrido{bis[2-(diphenylphosphinomethyl)ethyl]amino}ethylamino] ruthenium(II); potassium tert-butylate at 150℃; for 5h; Inert atmosphere; Autoclave; | 87% |
With dimanganese decacarbonyl; potassium tert-butylate In toluene at 100℃; for 24h; Inert atmosphere; Sealed tube; | 82% |
Conditions | Yield |
---|---|
With (1,2-dimethoxyethane)dichloronickel(II); Ir[3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]2(4,4'-di-tert-butyl-2,2'-bipyridyl)PF6; triethylamine; 4,4'-di-tert-butyl-2,2'-bipyridine In acetonitrile at 23 - 25℃; for 24h; Sealed tube; Irradiation; chemoselective reaction; | 78% |
Conditions | Yield |
---|---|
With (1,2-dimethoxyethane)dichloronickel(II); Ir[3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]2(4,4'-di-tert-butyl-2,2'-bipyridyl)PF6; triethylamine; 4,4'-di-tert-butyl-2,2'-bipyridine In acetonitrile at 23 - 25℃; for 24h; Sealed tube; Irradiation; chemoselective reaction; | 77% |
3-vinylaniline
(5-bromo-2-methoxyphenyl)-(2,5-dichloropyrimidin-4-yl)amine
N4-(5-bromo-2-methoxyphenyl)-5-chloro-N2-(3-vinylphenyl)pyrimidine-2,4-diamine
Conditions | Yield |
---|---|
With hydrogenchloride In 1,4-dioxane; ethyl methyl ether at 110℃; for 8h; Inert atmosphere; | 76% |
Conditions | Yield |
---|---|
With Pd/C; sodium formate In toluene at 100℃; for 24h; Inert atmosphere; | 75% |
3-vinylaniline
(3-bromophenyl)-(2,5-dichloropyrimidin-4-yl)amine
N4-(3-bromophenyl)-5-chloro-N2-(3-vinylphenyl)pyrimidine-2,4-diamine
Conditions | Yield |
---|---|
With hydrogenchloride In 1,4-dioxane; ethyl methyl ether at 110℃; for 16h; Inert atmosphere; | 74% |
3-vinylaniline
(3-vinylphenyl)hydrazine
Conditions | Yield |
---|---|
Stage #1: 3-vinylaniline With hydrogenchloride; sodium nitrite In water at 0℃; for 1h; Stage #2: With hydrogenchloride; tin(ll) chloride In water at 20℃; for 1.5h; | 73% |
Stage #1: 3-vinylaniline With hydrogenchloride; sodium nitrite In water Cooling with ice; Stage #2: With sodium chloride; tin(ll) chloride In water for 2h; Cooling with ice; |
3-vinylaniline
4-([1,2,4]triazolo[1,5-a]pyridin-6-yl)-5-(6-methylpyridin-2-yl)-1H-imidazole-2-carbaldehyde
N-((4-([1,2,4]triazolo[1,5-a]pyridin-6-yl)-5-(6-methylpyridin-2-yl)-1H-imidazol-2-yl)methyl)-3-vinylaniline
Conditions | Yield |
---|---|
Stage #1: 3-vinylaniline; 4-([1,2,4]triazolo[1,5-a]pyridin-6-yl)-5-(6-methylpyridin-2-yl)-1H-imidazole-2-carbaldehyde With acetic acid In 1,2-dichloro-ethane at 80℃; for 2h; Stage #2: With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 0 - 40℃; | 63% |
3-vinylaniline
2,4,5-trichloropyrimidine
2,5-dichloro-N-(3-vinylphenyl)pyrimidin-4-amine trifluoroacetate
Conditions | Yield |
---|---|
Stage #1: 3-vinylaniline With sodium hydride In N,N-dimethyl-formamide at 0℃; Stage #2: 2,4,5-trichloropyrimidine In N,N-dimethyl-formamide at 0 - 20℃; | 60% |
The Benzenamine, 3-ethenyl-, with the CAS registry number 15411-43-5, is also known as 3-Vinylaniline. This chemical's molecular formula is C8H9N and molecular weight is 119.16376. Its IUPAC name is called 3-ethenylaniline.
Physical properties of Benzenamine, 3-ethenyl-: (1)ACD/LogP: 1.42; (2)#H bond acceptors: 1; (3)#H bond donors: 2; (4)#Freely Rotating Bonds: 2; (5)Index of Refraction: 1.621; (6)Molar Refractivity: 41.41 cm3; (7)Molar Volume: 117.6 cm3; (8)Surface Tension: 41.1 dyne/cm; (9)Density: 1.012 g/cm3; (10)Flash Point: 109.7 °C; (11)Enthalpy of Vaporization: 47.73 kJ/mol; (12)Boiling Point: 240.4 °C at 760 mmHg; (13)Vapour Pressure: 0.0381 mmHg at 25°C.
When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing.
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C=CC1=CC(=CC=C1)N
(2)InChI: InChI=1S/C8H9N/c1-2-7-4-3-5-8(9)6-7/h2-6H,1,9H2
(3)InChIKey: IFSSSYDVRQSDSG-UHFFFAOYSA-N
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