Product Name

  • Name

    3,4-Methylenedioxy-beta-nitrostyrene

  • EINECS -0
  • CAS No. 1485-00-3
  • Article Data93
  • CAS DataBase
  • Density 1.401 g/cm3
  • Solubility
  • Melting Point 159-163 °C
  • Formula C9H7NO4
  • Boiling Point 334.862 °C at 760 mmHg
  • Molecular Weight 193.159
  • Flash Point 168.837 °C
  • Transport Information
  • Appearance yellow powder
  • Safety 26-36/37/39
  • Risk Codes 22-36/37/38
  • Molecular Structure Molecular Structure of 1485-00-3 (3,4-Methylenedioxy-beta-nitrostyrene)
  • Hazard Symbols R22:; R36/37/38:;
  • Synonyms Styrene,3,4-(methylenedioxy)-b-nitro- (6CI,7CI,8CI);1-(2-Nitrovinyl)-3,4-methylenedioxybenzene;3,4-(Methylenedioxy)-b-nitrostyrene;3,4-Methylenedioxy-1-(2-nitrovinyl)benzene;5-(2-Nitrovinyl)-1,3-benzodioxole;5-(2-Nitrovinyl)benzodioxole;NSC 10120;NSC105303;NSC 170724;
  • PSA 64.28000
  • LogP 2.18590

Synthetic route

piperonal
120-57-0

piperonal

nitromethane
75-52-5

nitromethane

5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

Conditions
ConditionsYield
With sodium acetate; methylamine In methanol; ethanol for 2h; Henry Nitro Aldol Condensation;91%
With aluminum oxide; potassium carbonate for 0.0666667h; microwave irradiation;90%
With ethylenediamine functionalized magnetic Fe3O4 supported on SiO2 nanoparticles; air at 80℃; for 4h;89%
1,3-benzodioxol-5-ylmethyl amine
2620-50-0

1,3-benzodioxol-5-ylmethyl amine

nitromethane
75-52-5

nitromethane

5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

Conditions
ConditionsYield
With 4-(4-fluorophenyl)naphthalene-1,2-dione; oxygen at 80℃; for 12h;53%
sodium compound of nitromethyl-<3.4-methylenedioxy-phenyl>-carbinol

sodium compound of nitromethyl-<3.4-methylenedioxy-phenyl>-carbinol

5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

Conditions
ConditionsYield
With acetic acid; zinc(II) chloride
benzene-1,2-diol
120-80-9

benzene-1,2-diol

5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium hydroxide / dimethyl sulfoxide / 95 - 120 °C
2: trichlorophosphate
3: sodium acetate; methylamine / ethanol; methanol / 2 h
View Scheme
Methylenedioxybenzene
274-09-9

Methylenedioxybenzene

5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: trichlorophosphate
2: sodium acetate; methylamine / ethanol; methanol / 2 h
View Scheme
piperonal
120-57-0

piperonal

5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

Conditions
ConditionsYield
With ammonium acetate; acetic acid at 100℃;
5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

3,4-methylenedioxyphenylethylamine
1484-85-1

3,4-methylenedioxyphenylethylamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 20 - 70℃; for 4h;100%
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 4h;95%
With diisobutylaluminium hydride In 1,4-dioxane at 60℃; for 3h;82%
5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

cyclohexanone
108-94-1

cyclohexanone

(S)-2-((R)-1-(benzo[d][1,3]dioxol-6-yl)-2-nitroethyl)cyclohexanone

(S)-2-((R)-1-(benzo[d][1,3]dioxol-6-yl)-2-nitroethyl)cyclohexanone

Conditions
ConditionsYield
Stage #1: cyclohexanone With (S)-1-(2,3,4,6-tetra-O-acetyl)glucosyl-3-(pyrrolidin-2-ylmethyl)-thiourea trifluoroacetate; triethylamine at 20℃; for 0.333333h;
Stage #2: 5-(2-nitrovinyl)benzo[1,3]dioxole With butyric acid at -15℃; for 52h; Michael condensation;
99%
Stage #1: cyclohexanone With C2HF3O2*C17H19N2O2PS; triethylamine at 25℃; for 0.5h;
Stage #2: With benzoic acid for 0.25h;
Stage #3: 5-(2-nitrovinyl)benzo[1,3]dioxole at -30℃; for 40h; Michael addition; optical yield given as %ee; enantioselective reaction;
95%
With C12H21N4O2(1+)*Cl(1-); triethylamine In methanol at 20℃; for 36h; Michael Addition; enantioselective reaction;95%
1-methylindole
603-76-9

1-methylindole

5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

3-(1-(benzo[d][1,3]dioxol-5-yl)-2-nitroethyl)-1-methyl-1H-indole

3-(1-(benzo[d][1,3]dioxol-5-yl)-2-nitroethyl)-1-methyl-1H-indole

3-(1-(benzo[d][1,3]dioxol-5-yl)-2-nitroethyl)-1-methyl-1H-indole

3-(1-(benzo[d][1,3]dioxol-5-yl)-2-nitroethyl)-1-methyl-1H-indole

Conditions
ConditionsYield
With 1-((1S,2S)-2-aminocyclohexyl)-3-(((1R,4aS,10aR)-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl)methyl)thiourea; zinc trifluoromethanesulfonate In toluene at 35℃; for 3h; Friedel-Crafts Alkylation; Inert atmosphere; enantioselective reaction;A 99%
B n/a
5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

1,3,5-tris(benzo[d][1,3]dioxol-5-yl)benzene

1,3,5-tris(benzo[d][1,3]dioxol-5-yl)benzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 0.2h; Sealed tube;98%
5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

C21H25O6P

C21H25O6P

C25H22NO7P

C25H22NO7P

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; C41H50N4O2P2 In toluene at 40℃; for 24h; stereoselective reaction;98%
5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

butyraldehyde
123-72-8

butyraldehyde

(2S,3R)-3-(benzo[d][1,3]dioxol-5-yl)-2-ethyl-4-nitrobutanal

(2S,3R)-3-(benzo[d][1,3]dioxol-5-yl)-2-ethyl-4-nitrobutanal

Conditions
ConditionsYield
Stage #1: 5-(2-nitrovinyl)benzo[1,3]dioxole With 4-methyl-morpholine; C25H31F6N5O2S*C2HF3O2; benzoic acid In dichloromethane at -10℃; for 0.166667h; Michael Addition; Inert atmosphere;
Stage #2: butyraldehyde In dichloromethane at -10 - 20℃; Inert atmosphere; enantioselective reaction;
97%
5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

3-(3-chlorophenyl)propanal
136415-83-3

3-(3-chlorophenyl)propanal

(2S,3R)-3-(benzo[d][1,3]dioxol-5-yl)-2-(3-chlorobenzyl)-4-nitrobutanal

(2S,3R)-3-(benzo[d][1,3]dioxol-5-yl)-2-(3-chlorobenzyl)-4-nitrobutanal

Conditions
ConditionsYield
Stage #1: 5-(2-nitrovinyl)benzo[1,3]dioxole With 4-methyl-morpholine; C25H31F6N5O2S*C2HF3O2; benzoic acid In dichloromethane at -10℃; for 0.166667h; Michael Addition; Inert atmosphere;
Stage #2: 3-(3-chlorophenyl)propanal In dichloromethane at -10 - 20℃; Inert atmosphere; enantioselective reaction;
97%
5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

3-(4-methoxyphenyl)propional
20401-88-1

3-(4-methoxyphenyl)propional

(2S,3R)-3-(benzo[d][1,3]dioxol-5-yl)-2-(4-methoxybenzyl)-4-nitrobutanal

(2S,3R)-3-(benzo[d][1,3]dioxol-5-yl)-2-(4-methoxybenzyl)-4-nitrobutanal

Conditions
ConditionsYield
Stage #1: 5-(2-nitrovinyl)benzo[1,3]dioxole With 4-methyl-morpholine; C25H31F6N5O2S*C2HF3O2; benzoic acid In dichloromethane at -10℃; for 0.166667h; Michael Addition; Inert atmosphere;
Stage #2: 3-(4-methoxyphenyl)propional In dichloromethane at -10 - 20℃; Inert atmosphere; enantioselective reaction;
97%
prop-2-ene-1-thiol
870-23-5

prop-2-ene-1-thiol

5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

2-(allylthio)-2-(3,4-(methylenedioxy)phenyl)-1-nitroethane
128869-28-3

2-(allylthio)-2-(3,4-(methylenedioxy)phenyl)-1-nitroethane

Conditions
ConditionsYield
With piperidine In diethyl ether96%
5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

butyraldehyde
123-72-8

butyraldehyde

(2R,3S)-3-(benzo[d][1,3]dioxol-5-yl)-2-ethyl-4-nitrobutyraldehyde
1241905-72-5

(2R,3S)-3-(benzo[d][1,3]dioxol-5-yl)-2-ethyl-4-nitrobutyraldehyde

Conditions
ConditionsYield
Stage #1: 5-(2-nitrovinyl)benzo[1,3]dioxole With benzoic acid; <(S)-2'-hydroxymethylpyrrolidinyl-N'-carboxy>-(S)-proline In dichloromethane at -20℃; for 0.333333h; Michael addition;
Stage #2: butyraldehyde In dichloromethane at -20℃; for 60h; Michael addition; optical yield given as %ee; enantioselective reaction;
96%
5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

isovaleraldehyde
590-86-3

isovaleraldehyde

A

(2S,3R)-3-(benzo[d][1,3]dioxol-5-yl)-2-isopropyl-4-nitrobutanal

(2S,3R)-3-(benzo[d][1,3]dioxol-5-yl)-2-isopropyl-4-nitrobutanal

B

C14H17NO5

C14H17NO5

Conditions
ConditionsYield
Stage #1: 5-(2-nitrovinyl)benzo[1,3]dioxole With 4-methyl-morpholine; C25H31F6N5O2S*C2HF3O2; benzoic acid In dichloromethane at -10℃; for 0.166667h; Michael Addition; Inert atmosphere;
Stage #2: isovaleraldehyde In dichloromethane at -10 - 20℃; Inert atmosphere; enantioselective reaction;
A 96%
B n/a
5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

4-Methoxycarbonyl-buten-(3)-yl-(1)-malonsaeurediaethylester
17171-26-5

4-Methoxycarbonyl-buten-(3)-yl-(1)-malonsaeurediaethylester

A

diethyl 2-(benzo[d][1,3]dioxol-5-yl)-4-(2-methoxy-2-oxoethyl)-3-nitrocyclohexane-1,1-dicarboxylate

diethyl 2-(benzo[d][1,3]dioxol-5-yl)-4-(2-methoxy-2-oxoethyl)-3-nitrocyclohexane-1,1-dicarboxylate

B

(2R,3R,4S)-diethyl 2-(benzo[d][1,3]dioxol-5-yl)-4-(2-methoxy-2-oxoethyl)-3-nitrocyclohexane-1,1-dicarboxylate
1408234-32-1

(2R,3R,4S)-diethyl 2-(benzo[d][1,3]dioxol-5-yl)-4-(2-methoxy-2-oxoethyl)-3-nitrocyclohexane-1,1-dicarboxylate

Conditions
ConditionsYield
With 1-(3,5-bis(trifluoromethyl)phenyl)-3-((S)-(6-methoxyquinolin-4-yl)((2S,4S,8R)-8-vinylquinuclidin-2-yl)methyl)thiourea In toluene at 20℃; for 360h; Overall yield = 95 %; Overall yield = 88.4 mg; stereoselective reaction;A n/a
B 95%
5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

methyl 1-acetyl-3-oxoindoline-2-carboxylate
143466-17-5

methyl 1-acetyl-3-oxoindoline-2-carboxylate

(S)-methyl 1-acetyl-2-((S)-1-(benzo[d][1,3]dioxol-5-yl)-2-nitroethyl)-3-oxoindoline-2-carboxylate
1415352-26-9

(S)-methyl 1-acetyl-2-((S)-1-(benzo[d][1,3]dioxol-5-yl)-2-nitroethyl)-3-oxoindoline-2-carboxylate

Conditions
ConditionsYield
With C30H29F6N3OS In dichloromethane at 0℃; for 24h; Reagent/catalyst; Solvent; Time; Michael Addition; enantioselective reaction;95%
5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

dimethyl (prop-2-yn-1-yl)malonate
95124-07-5

dimethyl (prop-2-yn-1-yl)malonate

dimethyl 2-(1-(benzo[d][1,3]dioxol-5-yl)-2-nitroethyl)-2-(prop-2-yn-1-yl)malonate

dimethyl 2-(1-(benzo[d][1,3]dioxol-5-yl)-2-nitroethyl)-2-(prop-2-yn-1-yl)malonate

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran at -78℃; for 4h; Inert atmosphere;95%
5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

C8H12O3

C8H12O3

C17H19NO7

C17H19NO7

Conditions
ConditionsYield
Stage #1: 5-(2-nitrovinyl)benzo[1,3]dioxole With C34H34FeN4O3 In dichloromethane for 0.0833333h; Michael Addition; Inert atmosphere;
Stage #2: C8H12O3 In dichloromethane at 20℃; for 4h; Michael Addition; Inert atmosphere;
94%
5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

Benzimidazol-2-thiol
134469-07-1

Benzimidazol-2-thiol

3-(benzo[d][1,3]dioxol-5-yl)benzo[4,5]imidazo[2,1-b]thiazole

3-(benzo[d][1,3]dioxol-5-yl)benzo[4,5]imidazo[2,1-b]thiazole

Conditions
ConditionsYield
With copper(II) acetate monohydrate In N,N-dimethyl-formamide at 80℃; for 8h;94%
5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

4-(benzo[d][1,3]dioxol-5-yl)-1H-1,2,3-triazole
369363-79-1

4-(benzo[d][1,3]dioxol-5-yl)-1H-1,2,3-triazole

Conditions
ConditionsYield
With sodium azide In water Heating; Green chemistry; regioselective reaction;94%
5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

2-ethoxycarbonyl-1-cyclopentanone
611-10-9

2-ethoxycarbonyl-1-cyclopentanone

ethyl (S)-1-((S)-1-(benzo[d][1,3]dioxol-5-yl)-2-nitroethyl)-2-oxocyclopentane-1-carboxylate

ethyl (S)-1-((S)-1-(benzo[d][1,3]dioxol-5-yl)-2-nitroethyl)-2-oxocyclopentane-1-carboxylate

Conditions
ConditionsYield
Stage #1: 5-(2-nitrovinyl)benzo[1,3]dioxole With C50H43CuF3N4O5S In tetrahydrofuran at -20℃; for 0.0833333h; Inert atmosphere;
Stage #2: 2-ethoxycarbonyl-1-cyclopentanone In tetrahydrofuran at -20℃; for 72h; Inert atmosphere; stereoselective reaction;
94%
3-phenyl-propionaldehyde
104-53-0

3-phenyl-propionaldehyde

5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

(2S,3R)-3-(benzo[d][1,3]dioxol-5-yl)-2-benzyl-4-nitrobutanal

(2S,3R)-3-(benzo[d][1,3]dioxol-5-yl)-2-benzyl-4-nitrobutanal

Conditions
ConditionsYield
Stage #1: 5-(2-nitrovinyl)benzo[1,3]dioxole With 4-methyl-morpholine; C25H31F6N5O2S*C2HF3O2; benzoic acid In dichloromethane at -10℃; for 0.166667h; Michael Addition; Inert atmosphere;
Stage #2: 3-phenyl-propionaldehyde In dichloromethane at -10 - 20℃; Inert atmosphere; enantioselective reaction;
94%
5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

acetone
67-64-1

acetone

(S)-4-(benzo[d][1,3]dioxol-5-yl)-5-nitropentan-2-one
1093846-34-4

(S)-4-(benzo[d][1,3]dioxol-5-yl)-5-nitropentan-2-one

Conditions
ConditionsYield
With (1R,2R)-(-)-N-diphenylthiophosphorylcyclohexane-1,2-diamine; phenol In toluene at 0℃; for 108h; Michael addition; optical yield given as %ee; enantioselective reaction;93%
With N-((1R,2R)-2-amino-1,2-diphenylethyl)-P,P-diphenylphosphinothioic amide In toluene at 20℃; for 36h; asymmetric Michael addition; optical yield given as %ee; enantioselective reaction;90%
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

5-(1,2-dicyanoethyl)-1,3-benzodioxole

5-(1,2-dicyanoethyl)-1,3-benzodioxole

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran; acetonitrile at 20℃; for 2h; Michael Addition; Inert atmosphere;93%
5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

1-methyl-5-nitro-1H-indole-2,3-dione
3484-32-0

1-methyl-5-nitro-1H-indole-2,3-dione

L-proline
147-85-3

L-proline

1-methyl-1',5-dinitro-2'-(3,4-methylenedioxyphenyl)-1',2',5',6',7',7a'-hexahydrospiro[indoline-3,3'-pyrrolizin]-2-one

1-methyl-1',5-dinitro-2'-(3,4-methylenedioxyphenyl)-1',2',5',6',7',7a'-hexahydrospiro[indoline-3,3'-pyrrolizin]-2-one

Conditions
ConditionsYield
Stage #1: 5-(2-nitrovinyl)benzo[1,3]dioxole; 1-methyl-5-nitro-1H-indole-2,3-dione With 1,2-propylene cyclic carbonate In water at 90℃; for 0.25h;
Stage #2: L-proline With carbon dioxide In water at 90℃; for 1h; regioselective reaction;
92%
5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

acetylacetone
123-54-6

acetylacetone

C14H15NO6
1639342-48-5

C14H15NO6

Conditions
ConditionsYield
Stage #1: 5-(2-nitrovinyl)benzo[1,3]dioxole With C34H34FeN4O3 In dichloromethane for 0.0833333h; Michael Addition; Inert atmosphere;
Stage #2: acetylacetone In dichloromethane at 20℃; for 5h; Michael Addition; Inert atmosphere;
91%
With 3-((3,5-bis(trifluoromethyl)benzyl)amino)-4-(((1S)-(6-methoxyquinolin-4-yl)((2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)amino)cyclobut-3-ene-1,2-dione In dichloromethane at 20℃; for 24h; Michael Addition;
5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

1-methyl-5-nitro-1H-indole-2,3-dione
3484-32-0

1-methyl-5-nitro-1H-indole-2,3-dione

L-proline
147-85-3

L-proline

5-chloro-1-methyl-1'-nitro-2'-(3,4-methylenedioxyphenyl)-1',2',5',6',7',7a'-hexahydrospiro[indoline-3,3'-pyrrolizin]-2-one

5-chloro-1-methyl-1'-nitro-2'-(3,4-methylenedioxyphenyl)-1',2',5',6',7',7a'-hexahydrospiro[indoline-3,3'-pyrrolizin]-2-one

Conditions
ConditionsYield
Stage #1: 5-(2-nitrovinyl)benzo[1,3]dioxole; 1-methyl-5-nitro-1H-indole-2,3-dione With 1,2-propylene cyclic carbonate In water at 90℃; for 0.25h;
Stage #2: L-proline With carbon dioxide In water at 90℃; for 1h; regioselective reaction;
91%
indole
120-72-9

indole

5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

3-(1-(benzo[d][1,3]dioxol-5-yl)-2-nitroethyl)-1H-indole

3-(1-(benzo[d][1,3]dioxol-5-yl)-2-nitroethyl)-1H-indole

Conditions
ConditionsYield
With iron(III) chloride hexahydrate In neat (no solvent) at 80℃; for 24h; Michael Addition; Green chemistry;90%
With zinc(II) acetate dihydrate In cyclohexane at 80℃; for 18h; Michael addition;83%
With silica gel at 20℃; for 2.5h; Michael addition; Neat (no solvent);82%
With water at 100℃; for 10h; Un-catalyzed Friedel-Crafts alkylation;64%
at 100℃; for 9h; Friedel Crafts alkylation; Neat (no solvent);63%
indole
120-72-9

indole

5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

(S)-3-(1-(benzo[d][1,3]dioxol-5-yl)-2-nitroethyl)-1H-indole
1092516-33-0

(S)-3-(1-(benzo[d][1,3]dioxol-5-yl)-2-nitroethyl)-1H-indole

Conditions
ConditionsYield
With 2‐(((1S,2R)‐2‐hydroxy‐2,3‐dihydro‐1H‐inden‐1‐yl)carbamothioyl)quinolin‐1‐ium tetrakis[3,5‐bis(trifluoromethyl)phenyl]borate In chloroform at 0℃; for 19h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;90%
5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

C14H15NO8
1542155-34-9

C14H15NO8

Conditions
ConditionsYield
With Cl(1-)*C32H12BF24(1-)*C6H5N2O2(1-)*C42H48CoN6(3+) In [(2)H6]acetone at 0℃; for 24h;90%
5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

5-(2-nitroethyl)benzo[1,3]dioxole
21473-47-2

5-(2-nitroethyl)benzo[1,3]dioxole

Conditions
ConditionsYield
With zinc(II) tetrahydroborate In 1,2-dimethoxyethane at 0 - 5℃; for 6h;88%
With zinc(II) tetrahydroborate In 1,2-dimethoxyethane at 0℃; for 6h;88%
With magnesium(II) perchlorate; "grafted NADH model" reagent In acetonitrile; benzene at 80℃; for 120h;72%
5-(2-nitrovinyl)benzo[1,3]dioxole
1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

(E)-4-methyl-N-(2-(3-oxo-3-phenylprop-1-en-1-yl)phenyl)benzenesulfonamide
1195694-52-0

(E)-4-methyl-N-(2-(3-oxo-3-phenylprop-1-en-1-yl)phenyl)benzenesulfonamide

2-((2S,3R,4S)-2-(benzo[d][1,3]dioxol-5-yl)-1,2,3,4-tetrahydro-3-nitro-1-tosylquinolin-4-yl)-1-phenylethanone
1619985-25-9

2-((2S,3R,4S)-2-(benzo[d][1,3]dioxol-5-yl)-1,2,3,4-tetrahydro-3-nitro-1-tosylquinolin-4-yl)-1-phenylethanone

Conditions
ConditionsYield
Stage #1: 4-methyl-N-(2-((E)-3-oxo-3-phenylprop-1-en-1-yl)phenyl)benzenesulfonamide With 1-(3,5-Bis-trifluoromethyl-phenyl)-3-[(R)-quinolin-4-yl-((2R,4S,5R)-5-vinyl-1-aza-bicyclo[2.2.2]oct-2-yl)-methyl]-thiourea In toluene at 0℃; for 0.0833333h;
Stage #2: 5-(2-nitrovinyl)benzo[1,3]dioxole In toluene at 0℃; for 36h; Michael Addition; stereoselective reaction;
88%
Stage #1: 4-methyl-N-(2-((E)-3-oxo-3-phenylprop-1-en-1-yl)phenyl)benzenesulfonamide With C28H26F6N4S In toluene at 0℃; for 0.0833333h;
Stage #2: 5-(2-nitrovinyl)benzo[1,3]dioxole In toluene at 0℃; for 36h; stereoselective reaction;
88%

3,4-Methylenedioxy-beta-nitrostyrene Chemical Properties

IUPAC Name: 3,4-Methylenedioxy-beta-nitrostyrene
The MF of 3,4-Methylenedioxy-beta-nitrostyrene (1485-00-3) is C9H7NO4.

                                 
The MW of 3,4-Methylenedioxy-beta-nitrostyrene (1485-00-3) is 193.16.
Synonyms of 3,4-Methylenedioxy-beta-nitrostyrene (1485-00-3): 1,3-Benzodioxole, 5- (2-nitroethenyl)- ; 3,4-Methylenedioxy-.beta.-nitrostyrene ; 5-(2-Nitrovinyl)-1,3-benzodioxole ; 5-[(E)-2-Nitrovinyl]-1,3-benzodioxole ; Styrene, 3,4-methylenedioxy-.beta.-nitro- ; 1,3-Benzodioxole, 5-[(E)-2-nitroethenyl]-
Product Categories: Ethanes/ethenes
Index of Refraction: 1.64 
Form: yellow powder
Density: 1.401 g/ml 
Flash Point: 168.8 °C
Boiling Point: 334.9 °C
Melting Point: 162 °C
Sensitive: Light Sensitive
BRN: 192350

3,4-Methylenedioxy-beta-nitrostyrene Uses

  3,4-Methylenedioxy-beta-nitrostyrene (1485-00-3) is used as pharmaceutical intermediates, organic synthesis.

3,4-Methylenedioxy-beta-nitrostyrene Toxicity Data With Reference

1.    

ipr-mus LD :>500 mg/kg

    CBCCT*    “Summary Tables of Biological Tests” National Research Council Chemical-Biological Coordination Center. 6 (1954),375.
2.    

ivn-mus LD50:32 mg/kg

    CSLNX*    U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#00689 .

3,4-Methylenedioxy-beta-nitrostyrene Safety Profile

A poison by intravenous route. Moderately toxic by intraperitoneal route. When heated to decomposition it emits toxic vapors of NOx.Safety information of 3,4-Methylenedioxy-beta-nitrostyrene (1485-00-3):
Hazard Codes  Xn,Xi,T
Risk Statements 
36/37/38  Irritating to eyes, respiratory system and skin
22  Harmful if swallowed
25  Toxic if swallowed
Safety Statements 
36/37/39  Wear suitable protective clothing, gloves and eye/face protection
26  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
45  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
RIDADR  UN 2811 6.1/PG 3
RTECS  WL5270000

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