Conditions | Yield |
---|---|
With dihydrogen peroxide; triethylamine In tert-butyl alcohol at 60℃; under 6000.6 Torr; | 96.5% |
Conditions | Yield |
---|---|
With sodium carbonate; sodium nitrite In water at 30℃; for 3h; Reagent/catalyst; Temperature; | 84% |
With sodium nitrite In water at 60℃; | 75% |
With water; sodium carbonate; sodium nitrite zuletzt bei 120grad; |
Conditions | Yield |
---|---|
With nitronium tetrafluoborate In sulfolane at 80℃; for 2h; Product distribution; Mechanism; other alkyl- and allylsilanes; other temperature, var. solvents; | A 80% B n/a |
6-chloro-1-hexanol
methyl 2-nitroacetate
A
nitromethane
B
carbon dioxide
Conditions | Yield |
---|---|
With di(n-butyl)tin oxide at 100℃; for 1.5h; Sealed tube; Inert atmosphere; | A n/a B n/a C 76% |
Conditions | Yield |
---|---|
With di(n-butyl)tin oxide at 100℃; for 1.5h; Catalytic behavior; Reagent/catalyst; Temperature; Sealed tube; Inert atmosphere; | A n/a B n/a C 69% |
Conditions | Yield |
---|---|
With tetrabutylammonium nitrite In chloroform-d1 at 20℃; | A 67% B 28 % Spectr. |
With silver(I) nitrite | |
With silver nitrate |
(+/-)-2-pentanol
methyl 2-nitroacetate
A
nitromethane
B
carbon dioxide
Conditions | Yield |
---|---|
With di(n-butyl)tin oxide at 100℃; for 1.5h; Sealed tube; Inert atmosphere; | A n/a B n/a C 66% |
methyl 2-nitroacetate
allyl alcohol
A
nitromethane
B
carbon dioxide
C
allyl 2-nitroacetate
Conditions | Yield |
---|---|
With di(n-butyl)tin oxide at 100℃; for 1.5h; Sealed tube; Inert atmosphere; | A n/a B n/a C 66% |
ethanol
methyl 2-nitroacetate
A
nitroacetic acid ethyl ester
B
nitromethane
C
carbon dioxide
Conditions | Yield |
---|---|
With di(n-butyl)tin oxide at 100℃; for 1.5h; Catalytic behavior; Reagent/catalyst; Temperature; Sealed tube; Inert atmosphere; | A 61% B n/a C n/a |
Conditions | Yield |
---|---|
With tetrabutylammonium nitrite In chloroform-d1 at 20℃; | A 60% B 29 % Spectr. |
sodium salt of nitromethane
A
nitromethane
B
difluoro-nitro-methane
C
fluorotrinitromethane
Conditions | Yield |
---|---|
With calcium fluoride; fluorine at -70 - -65℃; | A 24% B 20% C 45% |
Conditions | Yield |
---|---|
With tetrabutylammonium nitrite In chloroform-d1 at 20℃; | A 41% B 41 % Spectr. |
Conditions | Yield |
---|---|
With tetrabutylammonium nitrite In chloroform-d1 at 20℃; | A 38% B 56 % Spectr. |
Conditions | Yield |
---|---|
With calcium fluoride; fluorine at -80 - -75℃; | A 24% B 20% C 23% |
Conditions | Yield |
---|---|
With Cu(MeNO2)2+ Thermodynamic data; free energie for exchange of both ligands; | |
With water; sodium hydrogencarbonate; iron(II) sulfate; sodium nitrite | |
With sulfuric acid; sodium nitrite |
Conditions | Yield |
---|---|
With sodium nitrite bei pH 6-10; |
Conditions | Yield |
---|---|
With sodium nitrite bei pH 6-10; |
Conditions | Yield |
---|---|
With nitric acid at 400℃; Nebenprod.2:Nitroaethan; |
Conditions | Yield |
---|---|
With magnesium hydrosilicate at 120 - 130℃; |
Conditions | Yield |
---|---|
at 160 - 219℃; Kinetics; unter vermindertem Druck.Pyrolysis; |
Conditions | Yield |
---|---|
at 95℃; unter vermindertem Druck.Photolysis; |
methane
nitromethane
Conditions | Yield |
---|---|
With nitric acid at 475℃; | |
With nitric acid | |
With oxygen; nitric acid |
Conditions | Yield |
---|---|
at 420℃; beim Nitrieren in der Dampfphase; |
Conditions | Yield |
---|---|
bei der Nitrierung; |
Conditions | Yield |
---|---|
bei der Nitrierung; | |
With nitric acid | |
With oxygen; nitric acid | |
With nitric acid; acetic acid In water at 235℃; under 72402.6 Torr; for 0.05h; |
Conditions | Yield |
---|---|
bei der Nitrierung; |
Conditions | Yield |
---|---|
bei der Nitrierung; |
Conditions | Yield |
---|---|
bei der Nitrierung; |
Conditions | Yield |
---|---|
With water at 130 - 150℃; | |
at 245.6℃; under 55 Torr; Kinetics; Further Variations:; Pressures; Temperatures; also in the presence of free radical inhibitors; |
nitroacetic acid
A
nitromethane
B
methylammonium carbonate
Conditions | Yield |
---|---|
at 25℃; Geschwindigkeit in saurer Loesung bei verschiedenen pH und Einfluss von verschiedenen anorganischen und organischen Salzen; | |
at 15℃; Geschwindigkeit in saurer Loesung bei verschiedenen pH und Einfluss von verschiedenen anorganischen und organischen Salzen; | |
at 15℃; Geschwindigkeit in saurer Loesung bei verschiedenen pH und Einfluss von Glucose und Rohrzucker; |
p-benzyloxybenzaldehyde
nitromethane
(E)-1-(benzyloxy)-4-(2-nitrovinyl)benzene
Conditions | Yield |
---|---|
Stage #1: p-benzyloxybenzaldehyde; nitromethane With sodium methylate In methanol at 0 - 20℃; for 0.166667h; Stage #2: With hydrogenchloride; water In methanol at 0 - 20℃; for 0.25h; | 100% |
Stage #1: p-benzyloxybenzaldehyde; nitromethane With sodium methylate In methanol at 0 - 20℃; for 0.166667h; Stage #2: With hydrogenchloride In methanol; water at 0 - 20℃; for 0.25h; | 100% |
Stage #1: p-benzyloxybenzaldehyde; nitromethane With sodium methylate In methanol at 0 - 20℃; Stage #2: With hydrogenchloride In methanol; water at 0 - 20℃; | 100% |
nitromethane
crotonic acid methyl ester
methyl 3-methyl-4-nitro-butyrate
Conditions | Yield |
---|---|
With N,N,N',N'-tetramethylguanidine at 20℃; for 576h; | 100% |
With DBN In methanol at 60℃; for 6h; Inert atmosphere; | 71.44% |
With methanol; potassium carbonate | |
With N-benzyl-trimethylammonium hydroxide In methanol | |
With 1,8-diazabicyclo[5.4.0]undec-7-ene In methanol Michael addition; |
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran; butan-1-ol at 23℃; Inert atmosphere; | 100% |
With silica gel; triethylamine at 20℃; for 3h; Henry Nitro Aldol Condensation; | 95% |
With potassium tert-butylate In tetrahydrofuran; tert-butyl alcohol at 20℃; for 18.5h; Henry reaction; | 94% |
nitromethane
2-chloro-3,4-dimethoxybenzaldehyde
(E)-2-chloro-3,4-dimethoxy-1-(2-nitrovinyl)benzene
Conditions | Yield |
---|---|
With ammonium acetate; acetic acid for 4h; Inert atmosphere; Reflux; | 100% |
With ammonium acetate In acetic acid for 3h; Heating; | 95% |
With ammonium acetate; acetic acid |
Conditions | Yield |
---|---|
With C62H54N2O2; copper diacetate In ethanol at 10℃; for 48h; Henry Nitro Aldol Condensation; enantioselective reaction; | 100% |
With C62H48CuN2O2; copper diacetate; benzaldehyde In ethanol at 10℃; for 48h; Reagent/catalyst; Henry Nitro Aldol Condensation; | 100% |
With (2-hydroxyethyl)ammonium formate at 20℃; for 0.8h; Knoevenagel condensation; Ionic liquid; | 95% |
Conditions | Yield |
---|---|
With copper(II) ferrite In dimethyl sulfoxide at 120℃; for 0.0333333h; Microwave irradiation; | 100% |
With bridged diamino-functionalized periodic mesoporous organosilicas with high nitrogen contents at 90℃; for 5h; Henry Nitro Aldol Condensation; | 99% |
With acetic acid; benzylamine at 78 - 80℃; for 3.5h; Product distribution / selectivity; | 97.1% |
Conditions | Yield |
---|---|
With polymer supported 4-DMAP at 20℃; for 0.416667h; Reagent/catalyst; Henry Nitro Aldol Condensation; | 100% |
With triethylamine at 80℃; for 0.0166667h; Henry reaction; microwave irradiation; | 99% |
With Musca acuminata (banana) peel ash In neat (no solvent) at 20℃; for 0.333333h; Henry Nitro Aldol Condensation; Green chemistry; | 98% |
Conditions | Yield |
---|---|
With C57H78N12; copper(II) acetate monohydrate In methanol; dichloromethane for 72h; Henry reaction; Inert atmosphere; | 100% |
With polymer supported 4-DMAP at 20℃; for 0.333333h; Reagent/catalyst; Henry Nitro Aldol Condensation; | 100% |
With P(i-PrNCH2CH2)3N; magnesium sulfate for 0.0833333h; Ambient temperature; | 99% |
nitromethane
benzaldehyde
2-nitro-1-phenylethan-1-ol
Conditions | Yield |
---|---|
palladium/alumina at 60℃; for 1h; | 100% |
With 1-butyl-4-aza-1-azoniabicyclo[2.2.2]octane hydroxide In neat (no solvent) at 20℃; for 0.166667h; Reagent/catalyst; Henry Nitro Aldol Condensation; Green chemistry; | 99% |
With 1-butyl-4-aza-1-azoniabicyclo[2.2.2]octane hydroxide In neat (no solvent) at 20℃; for 0.166667h; Catalytic behavior; Reagent/catalyst; Henry Nitro Aldol Condensation; Ionic liquid; Green chemistry; | 99% |
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol; water at 0℃; for 0.166667h; Addition; Henry reaction; | 100% |
With P(i-PrNCH2CH2)3N; magnesium sulfate for 0.666667h; Ambient temperature; | 98% |
With rac-1',2',3',4'-tetrahydro-1,1'-bisisoquinoline In tetrahydrofuran at 20℃; for 24h; Henry Nitro Aldol Condensation; | 98% |
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran; tert-butyl alcohol at 0 - 20℃; for 24h; Henry reaction; | 100% |
With potassium tert-butylate In tetrahydrofuran; tert-butyl alcohol Addition; | 99% |
With (S,S)-1,2-diaminocyclohexane; copper(II) acetate monohydrate In ethanol at 20℃; for 12h; Henry reaction; Inert atmosphere; enantioselective reaction; | 99% |
Conditions | Yield |
---|---|
With potassium carbonate In ethanol Michael condensation; Reflux; | 100% |
With alkaline hydroxide In ethanol at 60℃; for 12h; Michael addition; | 100% |
With potassium fluoride In ethanol at 20℃; for 2h; Addition; | 98% |
nitromethane
o-carboxybenzaldehyde
3-(nitromethyl)-isobenzofuran-1-(3H)-one
Conditions | Yield |
---|---|
With sodium hydroxide In methanol at 15 - 30℃; for 1h; | 100% |
With alkaline solution |
nitromethane
cyclohexanecarbaldehyde
1-cyclohexyl-2-nitroethanol
Conditions | Yield |
---|---|
tris(bis(trimethylsilyl)amido)samarium(III) In tetrahydrofuran for 25h; Ambient temperature; | 100% |
With potassium fluoride In isopropyl alcohol at 0 - 20℃; for 24h; Inert atmosphere; | 100% |
With calcium oxide at 50℃; for 12h; | 99% |
nitromethane
cyclohexanone
phenylmethanethiol
1-benzylthio-1-nitromethylcyclohexane
Conditions | Yield |
---|---|
With piperidine In benzene | 100% |
With piperidine In acetonitrile for 4h; Heating; | 96% |
With piperidine In acetonitrile for 4h; Heating / reflux; | 22% |
With piperidine In benzene Heating; |
nitromethane
cyclopentanone
phenylmethanethiol
1-benzylthio-1-nitromethylcyclopentane
Conditions | Yield |
---|---|
With piperidine In benzene | 100% |
With piperidine In acetonitrile for 4h; Heating; | 94% |
With piperidine In benzene Heating; |
3-phenyl-propionaldehyde
nitromethane
1-nitro-4-phenylbutan-2-ol
Conditions | Yield |
---|---|
(anthracenebisresorcinol(4-):2La(3+))polymer In benzene at 20℃; for 0.333333h; Addition; nitroaldol reaction; | 100% |
With potassium fluoride In isopropyl alcohol at 0 - 20℃; for 24h; Inert atmosphere; | 100% |
With silica gel; triethylamine at 20℃; for 2h; Catalytic behavior; Reagent/catalyst; Henry Nitro Aldol Condensation; | 99% |
nitromethane
2-Formyl-2,3-dihydronaphtho<1,8-bc>pyran
1-(1-Hydroxy-2-nitroethyl)-2,3-dihydronaphtho<1,8-bc>pyran
Conditions | Yield |
---|---|
With triethylamine 1) 15 min, cooling 2) 2 h, r.t.; | 100% |
nitromethane
(+)-(4S,5S,6R)-6-acetamido-N-(benzyloxycarbonyl)-4,5-(isopropylidenedioxy)-3-piperidinone
(-)-(2R,3S,4S,5R)-2-acetamido-N-(benzyloxycarbonyl)-3,4-O-isopropylidene-5-(nitromethyl)-3,4,5-piperidinetriol
Conditions | Yield |
---|---|
With sodium hydride In 1,2-dimethoxyethane for 2h; Ambient temperature; | 100% |
nitromethane
benzalacetophenone
A
(R)-1,3-diphenyl-4-nitrobutane-1-one
B
(S)-4-nitro-1,3-diphenylbutan-1-one
Conditions | Yield |
---|---|
With (+)-quinidine-acrylonitrile copolymer In toluene under 661957 Torr; for 5h; | A n/a B 100% |
With 1-[3,5-bis(trifluoromethyl)phenyl]-3-[(1S,2S)-2-(dimethylamino)cyclohexyl]thiourea In toluene at 20℃; for 192h; Kinetics; Reagent/catalyst; Michael addition; enantioselective reaction; | |
Stage #1: nitromethane With (1R,1'R,2S,2'S)-1,1'-(propane-1,3-diyl)bis(2-((2,6-diisopropylphenyl)carbamoyl)pyrrolidine-1-oxide); ytterbium(III) triflate In tetrahydrofuran at 30℃; for 0.5h; Asymmetric Michael addition; Inert atmosphere; Stage #2: benzalacetophenone With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 30℃; for 48h; Asymmetric Michael addition; Inert atmosphere; optical yield given as %ee; enantioselective reaction; |
nitromethane
2-methylphenyl aldehyde
methyl-2 β-nitrostyrene
Conditions | Yield |
---|---|
ammonium acetate at 90℃; for 2h; | 100% |
With sodium hydroxide |
nitromethane
phenylmethanethiol
acetone
benzyl(2-methyl-1-nitropropan-2-yl)sulfane
Conditions | Yield |
---|---|
With piperidine In benzene | 100% |
With piperidine In tetrahydrofuran for 12h; Heating; | 96% |
With piperidine for 15h; Heating; | 49% |
In benzene at 100℃; for 22h; Dean-Stark; | 23% |
With piperidine In benzene for 10h; Reflux; Inert atmosphere; |
nitromethane
1-Phenylbut-1-en-3-one
5-nitro-4-phenylpentan-2-one
Conditions | Yield |
---|---|
With hydrotalcite for 0.1h; Michael addition; Microwave irradiation; | 100% |
With potassium fluoride; 18-crown-6 ether In acetonitrile for 168h; Heating; | 93% |
With C10H20NaO5*HO(1-); water In methanol at 25℃; for 0.833333h; Michael addition; | 90% |
nitromethane
1-O-methyl-2,3-O-isopropylidene-α-D-mannopentoaldo-1,4-furanose
6-Deoxy-2,3-O-isopropylidene-6-nitro-α-D-lyxo-hexofuranoside
Conditions | Yield |
---|---|
With sodium methylate In methanol at 0℃; for 2h; | 100% |
With sodium methylate In methanol at 0℃; for 2h; |
nitromethane
benzyloxyacetoaldehyde
(+/-)-3-benzyloxy-1-nitropropan-2-ol
Conditions | Yield |
---|---|
With potassium fluoride In isopropyl alcohol at 20℃; for 15h; Addition; Henry reaction; | 100% |
With aluminum oxide at 21℃; for 24h; | 98% |
With potassium hydroxide In methanol at 20℃; for 1.5h; | 88% |
nitromethane
Toluene-4-sulfonic acid 5-bromo-3-formyl-1H-indol-7-yl ester
(E)-5-bromo-3-nitrovinyl-7-(p-toluenesulfonyloxy)indole
Conditions | Yield |
---|---|
With ammonium acetate for 3h; Heating; | 100% |
Conditions | Yield |
---|---|
aluminum oxide at 90℃; for 0.15h; | 100% |
With piperazine-grafted reduced graphene oxide (rGO-NH) In ethanol at 60℃; for 8h; Reagent/catalyst; Michael Addition; | 72% |
With aluminum oxide at 20 - 90℃; for 0.2h; microwave irradiation; | 63% |
at 60℃; for 4h; Michael Addition; | |
With quinidine In toluene at 20℃; |
nitromethane
Conditions | Yield |
---|---|
aluminum oxide at 90℃; for 0.15h; | 100% |
With aluminum oxide at 20 - 90℃; for 0.2h; microwave irradiation; | 70% |
nitromethane
2-(2-Benzyloxy-3-methoxyphenyl)acetaldehyde
1-(2-Benzyloxy-3-methoxyphenyl)-3-nitropropan-2-ol
Conditions | Yield |
---|---|
With cetyltrimethylammonim bromide In sodium hydroxide | 100% |
With sodium hydroxide; cetyltrimethylammonim bromide Condensation; Henry condensation; | 100% |
nitromethane
(1-Formyl-7-methoxy-naphthalen-2-yloxy)-acetic acid ethyl ester
[7-Methoxy-1-((E)-2-nitro-vinyl)-naphthalen-2-yloxy]-acetic acid ethyl ester
Conditions | Yield |
---|---|
With ammonium acetate for 3h; Heating; | 100% |
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