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Cas Database |
| Name |
1-(2-Nitrovinyl)benzene |
EINECS | 203-066-0 |
| CAS No. | 5153-67-3 | Density | 1.177 g/cm3 |
| PSA | 45.82000 | LogP | 2.45720 |
| Solubility | Insoluble in water. | Melting Point |
55-58 °C |
| Formula | C8H7NO2 | Boiling Point | 255.8 °C at 760 mmHg |
| Molecular Weight | 149.149 | Flash Point | 117.5 °C |
| Transport Information | UN2811 | Appearance | yellow crystals. |
| Safety | S26;S36 | Risk Codes | R36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
Benzene,(2-nitroethenyl)-, (E)-;Styrene, b-nitro-, (E)- (8CI);(E)-(2-Nitroethenyl)benzene;(E)-1-Nitro-2-phenylethene;(E)-1-Nitro-2-phenylethylene;(E)-b-Nitrostyrene;[(1E)-2-Nitroethenyl]benzene;trans-1-Nitro-2-phenylethylene;trans-b-Nitrostyrene; |
Article Data | 205 |
1-(2-Nitrovinyl)benzene Synthetic route
| Conditions | Yield |
|---|---|
| With sulfonic acid amine MCM-41 mesoporous silica nanoparticles at 90℃; for 20h; Temperature; | 99% |
| With m-aminobenzoic acid-(L)-phenylglycinol ammonium at 20℃; for 40h; | 99% |
| With ammonium acetate In toluene at 100℃; for 22h; | 99% |
- 141377-54-0, 145920-96-3, 149495-00-1, 15990-45-1
2-nitro-1-phenylethan-1-ol
- 5153-67-3
nitrostyrene
| Conditions | Yield |
|---|---|
| Stage #1: 2-nitro-1-phenylethan-1-ol With potassium carbonate In water for 0.25h; Green chemistry; Stage #2: With hydrogenchloride In water pH=6; Green chemistry; | 96% |
| With H-Y zeolite In toluene for 8h; Heating; | 93% |
| With H-Y zeolite In toluene for 8h; Product distribution; Heating; also with other zeolites; | 93% |
- 292638-84-7
styrene
- 5153-67-3
nitrostyrene
| Conditions | Yield |
|---|---|
| With silver(I) nitrite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In 1,2-dichloro-ethane at 70℃; for 12h; Kinetics; Reagent/catalyst; Solvent; Concentration; Molecular sieve; Inert atmosphere; stereoselective reaction; | 95% |
| With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In 1,4-dioxane at 80℃; for 1h; Reagent/catalyst; Solvent; Green chemistry; stereoselective reaction; | 95% |
| Stage #1: styrene With chloro-trimethyl-silane; copper(ll) sulfate pentahydrate; guanidine nitrate In acetonitrile at 0 - 20℃; Inert atmosphere; Stage #2: With triethylamine In acetonitrile at 20℃; for 0.5h; Inert atmosphere; stereoselective reaction; | 92% |
| Conditions | Yield |
|---|---|
| With tetranitromethane In acetonitrile Irradiation; | 95% |
- 75-52-5
nitromethane
- 100-52-7
benzaldehyde
A
- 5153-67-3
nitrostyrene
B
- 117538-84-8
(1,3-dinitropropan-2-yl)benzene
| Conditions | Yield |
|---|---|
| aminopropyl-functionalized silica at 90℃; for 2h; Product distribution; Further Variations:; Catalysts; | A 95% B 3% |
| MCM-41-NHMe at 90℃; for 1h; | A 81% B n/a |
| With azide amine MCM-41 mesoporous silica nanoparticles at 90℃; for 20h; | A 42% B 47% |
| Conditions | Yield |
|---|---|
| With copper(II) nitrate In acetonitrile at 110℃; for 8h; Reagent/catalyst; Solvent; Temperature; Sealed tube; Green chemistry; regioselective reaction; | 94% |
| With pyridine; Iron(III) nitrate nonahydrate In toluene at 100℃; for 12h; Reagent/catalyst; Solvent; | 90% |
| With chloro-trimethyl-silane; copper(II) nitrate trihydrate In acetonitrile at 100℃; for 2h; Reagent/catalyst; stereoselective reaction; | 89% |
| Conditions | Yield |
|---|---|
| With lepidocricite; water In acetonitrile at 105℃; for 48h; Henry Nitro Aldol Condensation; Inert atmosphere; | 93% |
| With phosphotungstic acid immobilized on amine-grafted mesoporous silica at 50℃; for 12h; Inert atmosphere; | 92% |
| With sulfonic acid and 3-aminopropyltriethoxysilane functionalized at K10-montmorillonite (SO3H-APTES at K10-MMT) at 90℃; for 2h; Reagent/catalyst; Time; Henry Nitro Aldol Condensation; | 99.2 %Chromat. |
| Stage #1: benzaldehyde dimethyl acetal With highly porous and stable acid-base bifunctional metal-organic framework chromium(III) terephthalate containing sulfonic acid and amine groups (MIL-101-NH2-SO3H) In o-xylene at 49.84℃; Stage #2: nitromethane In o-xylene at 49.84℃; Henry Nitro Aldol Condensation; |
| Conditions | Yield |
|---|---|
| With FeO2H; water In acetonitrile at 105℃; for 48h; Reagent/catalyst; Henry Nitro Aldol Condensation; Inert atmosphere; | A 93% B 6% |
| With lepidocricite; water In acetonitrile at 80℃; for 12h; Reagent/catalyst; Henry Nitro Aldol Condensation; Inert atmosphere; | A 41.6% B 57% |
- 5153-67-3
nitrostyrene
| Conditions | Yield |
|---|---|
| With sodium iodide; tin(ll) chloride In ethanol for 0.116667h; Reflux; Green chemistry; | 92% |
- 31771-33-2
2-phenyl-4,4,6-trimethyltetrahydro-(2H)-1,3-oxazine
- 75-52-5
nitromethane
- 5153-67-3
nitrostyrene
| Conditions | Yield |
|---|---|
| With acetic acid In acetonitrile for 5h; Heating; | 90% |
1-(2-Nitrovinyl)benzene Specification
The 1-(2-Nitrovinyl)benzene with the cas number 5153-67-3, is also called trans-beta-Nitrostyrene. The systematic name is Benzene, (2-nitroethenyl)-, (E)- (9CI) and IUPAC name is [(E)-2-nitroethenyl]benzene. This chemical is Yellow crystals. Its product categories is Ethanes/ethenes.
Properties Computed from Structure: (1)Molecular Weight: 149.14668 [g/mol]; (2)Molecular Formula: C8H7NO2; (3)XLogP3 2.1 ; (4)H-Bond Donor: 0; (5)H-Bond Acceptor: 2; (6)Rotatable Bond Count: 1; (7)Tautomer Count: 2; (8)Exact Mass: 149.047678; (9)MonoIsotopic Mass: 149.047678; (10)Topological Polar Surface Area: 45.8; (11)Heavy Atom Count: 11; (12)Formal Charge: 0; (13)Complexity: 154; (14)Isotope Atom Count: 0; (15)Defined Atom StereoCenter Count: 0; (16)Undefined Atom StereoCenter Count: 0; (17)Defined Bond StereoCenter Count: 1; (18)Undefined Bond StereoCenter Count: 0; (19)Covalently-Bonded Unit Count: 1.
Uses: This chemical can react with benzene-1,2-diamine, to product 2-phenyl-1H-benzoimidazole. This reaction needs solvent ethanol at heating condition. The reaction time is 3.0 hours. The yield is 40%.
When you are using this chemical, please be cautious about it as the following: (1)Irritating to eyes, respiratory system and skin; (2)In case of contact with eyes, rinse immediately with plenty of water and seek medical advice; (3)Wear suitable protective clothing.
You can still convert the following datas into molecular structure:
(1)SMILES: [N+](\C=C\c1ccccc1)([O-])=O
(2)InChI: InChI=1/C8H7NO2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H/b7-6+
(3)InChIKey: PIAOLBVUVDXHHL-VOTSOKGWSA-N
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LDLo | intraperitoneal | 33mg/kg (33mg/kg) | Chimica Therapeutica. Vol. 6, Pg. 186, 1971. |
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