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| CAS No.: | 637-69-4 |
|---|---|
| Name: | 4-Methoxystyrene |
| Article Data: | 389 |
| Molecular Structure: | |
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| Formula: | C9H10O |
| Molecular Weight: | 134.178 |
| Synonyms: | Anisole,p-vinyl- (6CI,8CI);(4-Methoxyphenyl)ethene;(4-Methoxyphenyl)ethylene;1-Ethenyl-4-methoxybenzene;1-Methoxy-4-vinylbenzene;4-Methoxystyrene;4-Methoxyvinylbenzene;NSC 408326;NSC 42171;p-Anisylethylene;p-Methoxystyrene;p-Vinylanisole; |
| EINECS: | 211-298-9 |
| Density: | 0.963 g/cm3 |
| Melting Point: | 3.3ºC |
| Boiling Point: | 220.708 °C at 760 mmHg |
| Flash Point: | 77.715 °C |
| Appearance: | Clear colourless liquid |
| Safety: | 23-24/25 |
| PSA: | 9.23000 |
| LogP: | 2.33820 |
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| Conditions | Yield |
|---|---|
| (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In tetrahydrofuran for 0.0833333h; | 100% |
| (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In tetrahydrofuran for 5h; further catalysts; | 73% |
| With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; zinc(II) chloride 1.) THF, RT, 20 min, 2.) RT, 1 h; Yield given. Multistep reaction; |
| Conditions | Yield |
|---|---|
| With cesium fluoride; palladium diacetate In 1,4-dioxane at 100℃; for 3h; Stille cross-coupling; | 99% |
| With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; cesium fluoride; 3-tert-butyl-5-methyl-1-(2-(diphenylphosphino)phenyl)-1H-pyrazole In toluene at 60℃; for 10h; Stille coupling; Inert atmosphere; | 88% |
| With cesium fluoride In 1,4-dioxane at 100 - 110℃; for 22h; Stille Cross Coupling; | 80% |
| Conditions | Yield |
|---|---|
| With hydrogen; 3-azapentane-1,5-diamine In methanol at 25℃; for 6h; | 99% |
| With pyridine; hydrogen at 25℃; under 760.051 Torr; for 6h; Reagent/catalyst; Solvent; Green chemistry; chemoselective reaction; | 96% |
| With hydrogen In methanol at 20℃; for 40h; chemoselective reaction; | 95% |
| Conditions | Yield |
|---|---|
| With [CuCl(ClIPr)]; sodium t-butanolate; tert-butyl alcohol In tetrahydrofuran; hexane at 40℃; for 20h; Inert atmosphere; chemoselective reaction; | 99% |
| Conditions | Yield |
|---|---|
| With 1-butyl-3-methyl-3H-imidazol-1-ium fluoride In acetonitrile at 70℃; Hiyama Coupling; Inert atmosphere; | 98% |
| With sodium hydroxide; 4-hydroxyacetophenone oxime-derived palladacycle In water at 120℃; for 0.166667h; Hiyama reaction; microwave irradiation; | 82% |
| With trans-[1,3-bis(2,6-diisopropylphenyl)imidazolin-2-ylidene]PdCl2(NC5H5); sodium hydroxide In 1,4-dioxane; water at 80℃; for 7h; Hiyama cross-coupling; | 41 %Chromat. |
| Conditions | Yield |
|---|---|
| With sodium hydroxide; tributylmethylammonium bis(trifluoromethanesulfonyl)imide salt at 160℃; for 5h; | 97.5% |
| With 1,10-Phenanthroline; copper hydroxide In 1-methyl-pyrrolidin-2-one at 210℃; for 1h; Inert atmosphere; Green chemistry; | 68% |
| With copper(I) sulfate; copper(II) sulfate; hydroquinone In quinoline for 0.5h; Heating; | 29.1% |
| Conditions | Yield |
|---|---|
| With sodium hydroxide In methanol; water at 100℃; for 5h; Reagent/catalyst; Solvent; Temperature; Hiyama Coupling; Sealed tube; | 97% |
| With sodium hydroxide; 4-hydroxyacetophenone oxime-derived palladacycle In water at 120℃; for 0.166667h; Hiyama reaction; microwave irradiation; | 84% |
| With tetrabutyl ammonium fluoride; palladium dichloride In tetrahydrofuran at 65℃; for 9h; Hiyama coupling; | 78% |
| Conditions | Yield |
|---|---|
| With potassium hydrogensulfate at 190℃; under 22 Torr; Pressure; Temperature; Large scale; | 96.3% |
| With phosphotungstic acid In dimethyl sulfoxide at 100℃; for 1h; Inert atmosphere; | 91% |
| With 1,1,1-trichloro-3,3,3-trifluoro-propan-2-one; toluene-4-sulfonic acid; hydroquinone In benzene for 10h; Heating; | 88% |
| Conditions | Yield |
|---|---|
| With hydrogen In hexane at 50℃; under 760.051 Torr; for 10h; | A 96% B 4% |
| With hydrogen In methanol at 20℃; under 760.051 Torr; for 24h; | |
| With hydrogen In methanol at 25℃; for 2h; | A 89 %Chromat. B 11 %Chromat. |
| Conditions | Yield |
|---|---|
| Stage #1: 4-Methoxybenzyl alcohol With triethylphosphine hydrobromide at 100℃; for 0.166667h; Microwave irradiation; Stage #2: formaldehyd With potassium carbonate In water at 100℃; for 0.0833333h; Microwave irradiation; | 96% |
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Specification
The IUPAC name of 4-Methoxystyrene is 1-Ethenyl-4-methoxybenzene. With the CAS registry number 637-69-4, it is also named as Benzene,1-ethenyl-4-methoxy-. The product's categories are styrenes and aromatic compound. its EINECS is 211-298-9. It is clear colourless liquid, which should be stored in sealed containers at the temperature of 2-8 °C and placed in cooland dry place where is far away from oxidizing agents. In addition, its molecular formula is C9H10O and molecular weight is 134.17. Besides, when you are using this chemical, please do not breathe vapour and avoid contact with skin and eyes.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.87; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.874; (4)ACD/LogD (pH 7.4): 2.874; (5)ACD/BCF (pH 5.5): 89.93; (6)ACD/BCF (pH 7.4): 89.93; (7)ACD/KOC (pH 5.5): 871.395; (8)ACD/KOC (pH 7.4): 871.395; (9)H bond acceptors: 1; (10)H bond donors: 0; (11)Freely Rotating Bonds: 2; (12)Polar Surface Area: 9.23 Å2; (13)Index of Refraction: 1.542; (14)Molar Refractivity: 43.856 cm3; (15)Molar Volume: 139.384 cm3; (16)Polarizability: 17.386×10-24cm3; (17)Surface Tension: 31.007 dyne/cm; (18)Density: 0.963 g/cm3; (19)Flash Point: 77.715 °C; (20)Enthalpy of Vaporization: 43.853 kJ/mol; (21)Boiling Point: 220.708 °C at 760 mmHg; (22)Vapour Pressure: 0.165 mmHg at 25 °C.
Preparation of 4-Methoxystyrene: this chemical can be prepared by 3t-(4-Methoxy-phenyl)-acrylic acid.
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This reaction needs quinoline and Cu at temperature of 185 - 195 °C. The yield is 50 %.
Uses of 4-Methoxystyrene: it can reacts with Ethenetetracarbonitrile to get 1,1,2,2-Tetracyano-3-(p-methoxyphenyl)cyclobutane.
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This reaction needs toluene to heating. The reaction time is 3 days. The yield is 21 %.
People can use the following data to convert to the molecule structure.
SMILES:COc1ccc(cc1)C=C
InChI:InChI=1/C9H10O/c1-3-8-4-6-9(10-2)7-5-8/h3-7H,1H2,2H3
InChIKey:UAJRSHJHFRVGMG-UHFFFAOYAN
Std. InChI:InChI=1S/C9H10O/c1-3-8-4-6-9(10-2)7-5-8/h3-7H,1H2,2H3
Std. InChIKey:UAJRSHJHFRVGMG-UHFFFAOYSA-N