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Cas Database |
| Name |
4-Aminostyrene |
EINECS | 216-185-8 |
| CAS No. | 1520-21-4 | Density | 1.012 g/cm3 |
| PSA | 26.02000 | LogP | 2.49300 |
| Solubility | N/A | Melting Point |
23 °C |
| Formula | C8H9N | Boiling Point | 238.8 °C at 760 mmHg |
| Molecular Weight | 119.166 | Flash Point | 108.6 °C |
| Transport Information | N/A | Appearance | liquid |
| Safety | 26-36/37 | Risk Codes | 36/37/38-48/20/21/22-43-40-33 |
| Molecular Structure |
|
Hazard Symbols |
 Xn;  T;  Xi
|
| Synonyms |
Aniline,p-vinyl- (6CI,7CI,8CI);4-Ethenylbenzenamine;4-Vinylaniline;4-Vinylbenzenamine;4-Vinylphenylamine;p-Aminostyrene;p-Ethenylaniline;p-Vinylaniline; |
Article Data | 154 |
4-Aminostyrene Synthetic route
| Conditions | Yield |
|---|---|
| With sodium tetrahydroborate In water for 0.233333h; Kinetics; Catalytic behavior; Reagent/catalyst; | 100% |
| With hydrazine hydrate In ethanol at 40℃; for 0.5h; | 99% |
| With hydrogen; silver In dodecane at 110℃; under 4500.45 Torr; for 6h; | 98% |
- 14235-81-5
4-Ethynylaniline
- 1520-21-4
4-vinyl benzylamine
| Conditions | Yield |
|---|---|
| With hydrogen In toluene at 20℃; under 22801.5 Torr; for 12h; Autoclave; chemoselective reaction; | 99% |
| With hydrogen; 3-azapentane-1,5-diamine In methanol at 25℃; for 6h; | 90% |
| With Au0998Ag0002; hydrogen; diethylamine at 90℃; under 6080.41 Torr; for 24h; chemoselective reaction; | 76% |
| Conditions | Yield |
|---|---|
| With potassium fluoride; Pd (0.87 wt%)/MgO In N,N-dimethyl-formamide at 130℃; under 1500.15 Torr; for 5h; Reagent/catalyst; Time; Hiyama Coupling; Inert atmosphere; | 97% |
| Conditions | Yield |
|---|---|
| With hydrogen In hexane; toluene at 30℃; under 760.051 Torr; for 8h; | A 95% B 5% |
| With hydrogen In 1,4-dioxane at 20℃; for 24h; chemoselective reaction; | |
| With hydrogen In 1,4-dioxane at 85℃; under 4500.45 Torr; for 14h; chemoselective reaction; | A 24 %Chromat. B n/a |
| With carbon monoxide; hydrogen In tetrahydrofuran at 70℃; under 7757.43 Torr; for 6h; Autoclave; |
- 42254-91-1
4,4'-divinylazobenzene
- 1520-21-4
4-vinyl benzylamine
| Conditions | Yield |
|---|---|
| With aminomethylpolystyrene-supported formate; palladium on activated charcoal In methanol at 20℃; for 4h; | 94% |
| With polystyrene-CH2-NH3(+)HCO2(-); magnesium In methanol at 20℃; for 0.333333h; | 93% |
| With zinc In methanol at 25℃; for 0.166667h; Inert atmosphere; | 93% |
| With aminomethyl polystyrene resin formic acid salt; zinc In methanol at 20℃; for 0.3h; | 92% |
| With magnesium In methanol at 25℃; for 0.2h; Inert atmosphere; | 92% |
| Conditions | Yield |
|---|---|
| With borane-ammonia complex In ethanol at 20℃; for 0.25h; Reagent/catalyst; Schlenk technique; | A 91.53% B 8.47% |
| With borane-ammonia complex In methanol at 24.84℃; for 2h; Schlenk technique; Inert atmosphere; Irradiation; | A 71% B 29% |
| With hydrogenchloride; iron In water for 3h; Reflux; Overall yield = 0.25 g; |
- 1112-55-6
tetravinylsilane
- 540-37-4
p-aminoiodobenzene
A
- 1520-21-4
4-vinyl benzylamine
B
- 621-96-5
4,4'-diaminostilbene
| Conditions | Yield |
|---|---|
| With potassium fluoride; Pd (1.04 wt%)/TiO2 In N,N-dimethyl-formamide at 130℃; under 1500.15 Torr; for 10h; Hiyama Coupling; Inert atmosphere; | A 91% B 6% |
| Conditions | Yield |
|---|---|
| With bis(η3-allyl-μ-chloropalladium(II)); tris(diethylamino)sulfonium difluorotrimethylsiliconate In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide at 50℃; for 2h; | 85% |
| With potassium fluoride; Pd (0.87 wt%)/MgO In N,N-dimethyl-formamide at 130℃; under 1500.15 Torr; for 9h; Hiyama Coupling; Inert atmosphere; | 73% |
- 100-13-0
4-nitrostyrene
A
- 100-12-9
4-ethylnitrobenzene
B
- 1520-21-4
4-vinyl benzylamine
C
- 589-16-2
4-aminoethylbenzene
| Conditions | Yield |
|---|---|
| With borane-ammonia complex In ethanol at 20℃; for 0.25h; Reagent/catalyst; Schlenk technique; | A 10.86% B 76.84% C 12.25% |
| With 4-methylcyclohexene In methanol at 69.84℃; for 1h; Inert atmosphere; | |
| With platinum doped titanium oxide In toluene at 80℃; under 7500.75 Torr; Autoclave; |
- 1520-21-4
4-vinyl benzylamine
| Conditions | Yield |
|---|---|
| Stage #1: 4-vinylazidobenzene With hydrazine hydrate for 0.166667h; Inert atmosphere; Stage #2: for 16h; Irradiation; chemoselective reaction; | 65% |
4-Aminostyrene Specification
The CAS registry number of 4-Aminostyrene is 1520-21-4. Its EINECS registry number is 216-185-8. The IUPAC name is 4-ethenylaniline. In addition, the molecular formula is C8H9N and the molecular weight is 119.16. It is also called Benzenamine,4-ethenyl-. What's more, it is a kind of liquid and belongs to the classes of Styrenes; Fluorenes, etc. (reagent for high-performance polymer research); Reagent for High-Performance Polymer Research; Functional Materials.
Physical properties about this chemical are: (1)ACD/LogP: 1.42; (2)ACD/LogD (pH 5.5): 1.35; (3)ACD/LogD (pH 7.4): 1.42; (4)ACD/BCF (pH 5.5): 6.02; (5)ACD/BCF (pH 7.4): 7.02; (6)ACD/KOC (pH 5.5): 120.32; (7)ACD/KOC (pH 7.4): 140.37; (8)#H bond acceptors: 1; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 2; (11)Polar Surface Area: 3.24 Å2; (12)Index of Refraction: 1.621; (13)Molar Refractivity: 41.41 cm3; (14)Molar Volume: 117.6 cm3; (15)Polarizability: 16.41 ×10-24cm3; (16)Surface Tension: 41.1 dyne/cm; (17)Density: 1.012 g/cm3; (18)Flash Point: 108.6 °C; (19)Enthalpy of Vaporization: 47.57 kJ/mol; (20)Boiling Point: 238.8 °C at 760 mmHg; (21)Vapour Pressure: 0.0415 mmHg at 25°C.
Preparation of 4-Aminostyrene: it can be prepared by methylmagnesium iodide and 2-(4-aminophenyl)-1,3-dithiolane. This reaction will need reagent NiCl2(dppe) and solvents tetrahydrofuran and diethyl ether. The reaction time is 16 hours by heating. The yield is about 60%.
Uses of 4-Aminostyrene: it can react with acetic acid anhydride to get acetic acid-(4-vinyl-anilide). This reaction will need reagent pyridine and solvent CH2Cl2. The yield is about 85%. This reaction is a kind of acetylation reaction.
When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. It may cause sensitization by skin contact. And it has danger of serious damage to health by prolonged exposure through inhalation, and in contact with skin and if swallowed. It has danger of cumulative effects. There is limited evidence of a carcinogenic effect. When you are using it, wear suitable protective clothing and gloves. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: C=C\c1ccc(N)cc1
(2)InChI: InChI=1/C8H9N/c1-2-7-3-5-8(9)6-4-7/h2-6H,1,9H2
(3)InChIKey: LBSXSAXOLABXMF-UHFFFAOYAN
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