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| CAS No.: | 1485-00-3 |
|---|---|
| Name: | 3,4-Methylenedioxy-beta-nitrostyrene |
| Article Data: | 93 |
| Molecular Structure: | |
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|
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| Formula: | C9H7NO4 |
| Molecular Weight: | 193.159 |
| 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; |
| EINECS: | -0 |
| Density: | 1.401 g/cm3 |
| Melting Point: | 159-163 °C |
| Boiling Point: | 334.862 °C at 760 mmHg |
| Flash Point: | 168.837 °C |
| Appearance: | yellow powder |
| Hazard Symbols: | R22:; R36/37/38:; |
| Risk Codes: | 22-36/37/38 |
| Safety: | 26-36/37/39 |
| PSA: | 64.28000 |
| LogP: | 2.18590 |
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| Conditions | Yield |
|---|---|
| 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% |
- 2620-50-0
1,3-benzodioxol-5-ylmethyl amine
- 75-52-5
nitromethane
- 1485-00-3
5-(2-nitrovinyl)benzo[1,3]dioxole
| Conditions | Yield |
|---|---|
| With 4-(4-fluorophenyl)naphthalene-1,2-dione; oxygen at 80℃; for 12h; | 53% |
- 1485-00-3
5-(2-nitrovinyl)benzo[1,3]dioxole
| Conditions | Yield |
|---|---|
| With acetic acid; zinc(II) chloride |
| Conditions | Yield |
|---|---|
| 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 |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: trichlorophosphate 2: sodium acetate; methylamine / ethanol; methanol / 2 h View Scheme |
| Conditions | Yield |
|---|---|
| With ammonium acetate; acetic acid at 100℃; |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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 |
- 1485-00-3
5-(2-nitrovinyl)benzo[1,3]dioxole
| Conditions | Yield |
|---|---|
| With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 0.2h; Sealed tube; | 98% |
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Chemistry
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
Uses
3,4-Methylenedioxy-beta-nitrostyrene (1485-00-3) is used as pharmaceutical intermediates, organic synthesis.
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 . |
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):
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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