4-Methoxystyrene supplier | CasNO.637-69-4

Name
4-Methoxystyrene
EINECS 211-298-9
CAS No. 637-69-4
Article Data389
CAS DataBase
Density 0.963 g/cm³
Solubility
Melting Point 3.3ºC
Formula C₉H₁₀O
Boiling Point 220.708 °C at 760 mmHg
Molecular Weight 134.178
Flash Point 77.715 °C
Transport Information
Appearance Clear colourless liquid
Safety 23-24/25
Risk Codes
Molecular Structure
Hazard Symbols
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;
PSA 9.23000
LogP 2.33820

Synthetic route

: 696-62-8
para-iodoanisole

: 1826-67-1
vinyl magnesium bromide

: 637-69-4
4-Methoxystyrene

Conditions

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;

: 104-92-7
1-bromo-4-methoxy-benzene

: 7486-35-3
tri-n-butyl(vinyl)tin

: 637-69-4
4-Methoxystyrene

Conditions

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%

: 768-60-5
4-methoxyphenylacetylen

: 637-69-4
4-Methoxystyrene

Conditions

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%

: 104-45-0
4-n-propylanisole

: 637-69-4
4-Methoxystyrene

Conditions

Conditions	Yield
With [CuCl(ClIPr)]; sodium t-butanolate; tert-butyl alcohol In tetrahydrofuran; hexane at 40℃; for 20h; Inert atmosphere; chemoselective reaction;	99%

: 2768-02-7
(vinyl)trimethoxylsilane

: 696-62-8
para-iodoanisole

: 637-69-4
4-Methoxystyrene

Conditions

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.

: 830-09-1
3-(4'-methoxyphenyl)propenoic acid

: 637-69-4
4-Methoxystyrene

Conditions

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%

: 78-08-0
Triethoxyvinylsilane

: 696-62-8
para-iodoanisole

: 637-69-4
4-Methoxystyrene

Conditions

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%

: 3319-15-1
rac-1-(4-methoxyphenyl)-ethanol

: 637-69-4
4-Methoxystyrene

Conditions

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%

: 768-60-5
4-methoxyphenylacetylen

A: 637-69-4
4-Methoxystyrene

B: 1515-95-3
p-ethylanisole

Conditions

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.

: 50-00-0
formaldehyd

: 105-13-5
4-Methoxybenzyl alcohol

: 637-69-4
4-Methoxystyrene

Conditions

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%

: 2628-16-2
p-acetoxystyrene

: 74-88-4
methyl iodide

: 637-69-4
4-Methoxystyrene

Conditions

Conditions	Yield
With potassium hydroxide In water; acetone at 20℃; for 124h;	96%

: 1227062-94-3
tert-butyl (3R,αR)-3-[N-benzyl-N-(α-methyl-p-methoxybenzyl)amino]-7-iodoheptanoate

A: 637-69-4
4-Methoxystyrene

B: 1227062-91-0
tert-butyl (R)-2-[N(1)-benzylpiperidin-2-yl]acetate

Conditions

Conditions	Yield
In acetonitrile at 80℃; for 16h;	A 65% B 94%

: 84809-63-2
Cl-Mo(O)=CH2

: 123-11-5
4-methoxy-benzaldehyde

: 637-69-4
4-Methoxystyrene

Conditions

Conditions	Yield
In tetrahydrofuran; diethyl ether 1) -70 deg C, 1-2 h, 2) -70 - 20 deg C, 15 h;	93%
In tetrahydrofuran	91%
In tetrahydrofuran; ethanol at -70℃; for 12h; Product distribution; use of var. solvents (H2O and H2O/EtOH), var. temp. and other reagent (Cl3Mo=CH2);	92 % Chromat.
In tetrahydrofuran; ethanol for 12h; -70 degC to room temp.;	92 % Chromat.

: 1112-55-6
tetravinylsilane

: 696-62-8
para-iodoanisole

: 637-69-4
4-Methoxystyrene

Conditions

Conditions	Yield
With palladium(II) acetylacetonate; potassium fluoride In N,N-dimethyl-formamide at 130℃; under 1500.15 Torr; for 3h; Reagent/catalyst; Time; Hiyama Coupling; Inert atmosphere;	93%

: 1779-49-3
Methyltriphenylphosphonium bromide

: 123-11-5
4-methoxy-benzaldehyde

: 637-69-4
4-Methoxystyrene

Conditions

Conditions	Yield
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran at -78℃; for 0.25h; Inert atmosphere; Stage #2: 4-methoxy-benzaldehyde In tetrahydrofuran Inert atmosphere;	91%
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran at -78℃; for 2h; Stage #2: 4-methoxy-benzaldehyde In tetrahydrofuran at 20℃;	88.9%
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran for 0.25h; Stage #2: 4-methoxy-benzaldehyde In tetrahydrofuran Wittig olefination; Further stages.;	82%

: 24680-50-0, 71277-11-7, 1963-36-6
4-methoxy-trans-cinnamaldehyde

: 637-69-4
4-Methoxystyrene

Conditions

Conditions	Yield
With palladium 10% on activated carbon; oxygen; sodium carbonate In isopropyl alcohol at 120℃; for 24h; regioselective reaction;	91%
With pyridine; palladium diacetate; triphenylphosphine In water at 100℃; for 24h; Inert atmosphere;	72%
With palladium 10% on activated carbon; sodium carbonate In isopropyl alcohol at 120℃; for 6h; Inert atmosphere;

: 5406-18-8
3-(p-methoxyphenyl)-1-propanol

: 637-69-4
4-Methoxystyrene

Conditions

Conditions	Yield
With methoxy(cyclooctadiene)rhodium(I) dimer; N,N-Dimethylacrylamide; 3-Methoxybenzoic acid; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In toluene at 90℃; for 24h; Inert atmosphere; Glovebox; Sealed tube; chemoselective reaction;	91%

: 123-11-5
4-methoxy-benzaldehyde

: 637-69-4
4-Methoxystyrene

Conditions

Conditions	Yield
With Methyltriphenylphosphonium bromide; potassium carbonate In 1,4-dioxane at 100℃; for 16h; Microwave irradiation; Sealed tube; Inert atmosphere;	90%
With aluminium silicate; acetic anhydride at 400℃;
Multi-step reaction with 3 steps 1: 85 percent / tetrahydrofuran 2: 96 percent / H2O2, (NH4)6MoO7*4H2O / ethanol / 65 h / Ambient temperature 3: 63 percent / LDA / tetrahydrofuran / 1) -78 deg C, 1 h, 2) r.t., 1 h View Scheme

: 104-92-7
1-bromo-4-methoxy-benzene

: 74-85-1
ethene

: 637-69-4
4-Methoxystyrene

Conditions

Conditions	Yield
With palladium diacetate; C22H27P; triethylamine In 1,4-dioxane; Hexadecane at 120℃; for 20h; Reagent/catalyst; Heck Reaction; Schlenk technique; Inert atmosphere; Autoclave;	90%
With tributyl-amine; potassium carbonate; palladium In N,N-dimethyl-formamide at 150℃; under 7757.43 Torr; for 1h; Heck reaction; microwave irradiation;	67%
With dichloro bis(acetonitrile) palladium(II); C9H13N3O; triethylamine In N,N-dimethyl-formamide at 160℃; under 4500.45 Torr; for 2h; Catalytic behavior; Heck Reaction; regioselective reaction;	26%
With lithium perchlorate; triethylamine; triphenylphosphine In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide electrolysis;	70 % Chromat.
With dichlorobis(tri-O-tolylphosphine)palladium; triethylamine In acetonitrile at 70℃; under 3345.86 Torr; Temperature; Reagent/catalyst; Heck Reaction;

: 123-11-5
4-methoxy-benzaldehyde

: 18107-18-1
diazomethyl-trimethyl-silane

: 637-69-4
4-Methoxystyrene

Conditions

Conditions	Yield
With Wilkinson's catalyst; isopropyl alcohol; 4-diphenylphosphanyl-benzoic acid 2-trimethylsilanyl-ethyl ester In tetrahydrofuran at 25℃; for 0.5h;	90%
With (IMes)CuCl; triphenylphosphine; isopropyl alcohol In 1,4-dioxane; diethyl ether at 60℃; for 16h;	82%
With tris(triphenylphosphine)rhodium(l) chloride; triphenylphosphine; isopropyl alcohol In tetrahydrofuran at 25℃; for 2h; Reagent/catalyst; chemoselective reaction;	73%
With RhCl(PPh3)3; triphenylphosphine In 1,4-dioxane; isopropyl alcohol; toluene at 50℃;	40 mg

: 696-62-8
para-iodoanisole

: 4627-10-5
4,4,6-trimethyl-2-vinyl-1,3,2-dioxaborinane

: 637-69-4
4-Methoxystyrene

Conditions

Conditions	Yield
With silver(l) oxide; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 67℃; for 24h; Suzuki-Miyaura reaction;	90%

: 123-11-5
4-methoxy-benzaldehyde

: 104644-08-8
ClWO(CH2)

: 637-69-4
4-Methoxystyrene

Conditions

Conditions	Yield
In tetrahydrofuran at 66℃; for 1.5h;	89%

: 623-12-1
4-chloromethoxybenzene

: 7486-35-3
tri-n-butyl(vinyl)tin

: 637-69-4
4-Methoxystyrene

Conditions

Conditions	Yield
With P(i-BuNCH2CH2)2(BnNCH2CH2)N; dimethyl-N-fluoroamine; tris(dibenzylideneacetone)dipalladium (0) In 1,4-dioxane at 100 - 110℃; Stille reaction;	89%
With Pd((CH3)2C6H3NC(CH3)CHC(CH3)NC6H3(CH3)2)(CH3)(P(CH2CH3)3); cesium fluoride In tetrahydrofuran at 50℃; for 6h; Stille Cross Coupling;	85%
With tris(dibenzylideneacetone)dipalladium (0); tri-tert-butyl phosphine; cesium fluoride In 1,4-dioxane at 100℃; for 48h; Stille cross-coupling;	83%

: 140-67-0
Estragole

: 74-85-1
ethene

: 637-69-4
4-Methoxystyrene

Conditions

Conditions	Yield
With Hoveyda-Grubbs catalyst second generation; di-μ-bromobis-(tritert-butylphosphine)dipalladium(I) In tetrahydrofuran at 60℃; under 7500.75 Torr; for 16h; Autoclave;	89%

: 696-62-8
para-iodoanisole

: 7486-35-3
tri-n-butyl(vinyl)tin

: 637-69-4
4-Methoxystyrene

Conditions

Conditions	Yield
With 1-methyl-pyrrolidin-2-one; copper(l) iodide; sodium chloride at 90℃; for 6h; other reagent: MnBr2, NaCl, N-methylpyrrolidone;	88%
With palladium; N,N-dimethyl-formamide In 1-methyl-pyrrolidin-2-one at 120℃; for 15h;	44%
With 9-phosphatriptycene deriv; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran at 50℃; for 2h; Stille coupling;	64 % Spectr.

: 87305-45-1
(R,S)-NN-dimethyl-N-phenacyl-1-p-methoxyphenylethylammonium bromide

A: 637-69-4
4-Methoxystyrene

B: 62224-36-6
4,4'-(butane-2,3-diyl)bis(methoxybenzene)

C: 3319-15-1
rac-1-(4-methoxyphenyl)-ethanol

D: 87258-60-4
2-dimethylamino-3-p-methoxyphenyl-1-phenylbutan-1-one

Conditions

Conditions	Yield
With sodium hydroxide In water at 0℃; for 14h; Further byproducts given;	A 0.4% B 4% C 1.1% D 87%
With sodium hydroxide In water at 0℃; for 14h; Further byproducts given;	A 0.4% B 4% C 1.1% D 87%

...Expand

: 637-69-4
4-Methoxystyrene

: 100-06-1
1-(4-methoxyphenyl)ethanone

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; C21H19N5Pd(2+)*2BF4(1-) In decane; acetonitrile at 45℃; for 4h; Wacker Oxidation;	100%
With water; oxygen In methanol; dimethyl sulfoxide at 80℃; under 1520.1 Torr; for 20h; Wacker Oxidation; Autoclave;	99%
With palladium diacetate; 9-tert-butyl-10-methylanthracene ozonide In acetonitrile for 72h; Ambient temperature;	93%

: 637-69-4
4-Methoxystyrene

: 1515-95-3
p-ethylanisole

Conditions

Conditions	Yield
With hydrogen; 1,5-hexadienerhodium(I)-chloride dimer In hexane for 7h; Ambient temperature; pH=7.6;	100%
With C28H18Fe(1-)K(1+)C12H24O6*C4H8O; hydrogen In toluene at 60℃; under 1500.15 Torr; for 24h; Reagent/catalyst; Temperature; Pressure; Time; chemoselective reaction;	100%
With hydrogen In d(4)-methanol at 20℃; under 760.051 Torr; for 6h;	100%

: 637-69-4
4-Methoxystyrene

: 117340-79-1
2-bromo-1-(4-methoxyphenyl)ethanol

Conditions

Conditions	Yield
With N-Bromosuccinimide; water In acetonitrile at 20℃;	100%
With N,N'-dibromo-N,N'-(1,2-ethanediyl)bis(p-toluenesulfonamide); ammonium acetate; water In acetone at 20℃; for 0.0333333h;	95%
With hydrogen bromide; dimethyl sulfoxide In water at 60℃; for 12h;	93%

: 637-69-4
4-Methoxystyrene

: 51756-01-5
diisopropoxyphosphorylsulfenyl chloride

: 139488-92-9
Thiophosphoric acid S-[2-chloro-2-(4-methoxy-phenyl)-ethyl] ester O,O'-diisopropyl ester

Conditions

Conditions	Yield
In tetrachloromethane at 25℃; for 2h; Rate constant;	100%
In tetrachloromethane at 25℃; for 2h;	98%

: 637-69-4
4-Methoxystyrene

: 6388-72-3
2-(4-methoxyphenyl)oxirane

Conditions

Conditions	Yield
With 1H-imidazole; [MnIII(TPP)(OAc)]; tetra-n-butylammonium hydrogen monopersulfate In dichloromethane at 20℃; for 0.5h;	100%
With dihydrogen peroxide In ethanol; water at 50℃; for 1h; Catalytic behavior; Green chemistry;	99%
With dihydrogen peroxide; cobalt(II) acetate In water at 20℃; for 3h; Ionic liquid; Green chemistry;	98%

: 637-69-4
4-Methoxystyrene

: 123-11-5
4-methoxy-benzaldehyde

Conditions

Conditions	Yield
With sodium periodate; C31H29Br2N3Ru*CH2Cl2 In water; ethyl acetate; acetonitrile at 25℃; for 0.5h; Inert atmosphere; Schlenk technique;	100%
With ruthenium trichloride; [bis(acetoxy)iodo]benzene In dichloromethane; water at 30℃; for 2.5h; Solvent;	92.1%
With dihydrogen peroxide In acetonitrile at 65℃; for 6h;	92%

: 637-69-4
4-Methoxystyrene

: [Y(η5:η1-C5Me4SiMe2NCMe3)(THF)(μ-H)]2

: [Y(η5:η1-C5Me4SiMe2NCMe3)(CH(CH3)C6H4-4-OMe)(THF)]

Conditions

Conditions	Yield
In benzene-d6 reaction in NMR tube, soln. was kept at room temp. for 2 h; solvent was removed in vac.; NMR;	100%

: 637-69-4
4-Methoxystyrene

: 1146-43-6
N-(4-hydroxyphenyl)-4-methylbenzenesulfonamide

: 1133046-88-4
N-(2-(4-methoxyphenyl)-2,3-dihydrobenzofuran-5-yl)-4-methylbenzenesulfonamide

Conditions

Conditions	Yield
With bis-[(trifluoroacetoxy)iodo]benzene	100%

: 637-69-4
4-Methoxystyrene

: 75-86-5
2-hydroxy-2-methylpropanenitrile

: 31007-06-4
2-(4-methoxyphenyl)propionitrile

Conditions

Conditions	Yield
With 3-[bis-(4-methoxy-phenyl)-phosphanyl]-2H-isoquinolin-1-one; N-{6-[bis-(4-methoxy-phenyl)-phosphanyl]-pyridin-2-yl}-2,2-dimethyl-propionamide; bis(1,5-cyclooctadiene)nickel (0) In toluene at 35℃; for 25h; Inert atmosphere; regioselective reaction;	100%

: 637-69-4
4-Methoxystyrene

: 1-(1-azido-2-chloroethyl)-4-methoxybenzene

Conditions

Conditions	Yield
With 1-chloro-1λ3-benzo[d][1,2]iodaoxol-3(1H)-one; trimethylsilylazide; cesium fluoride In dichloromethane at 0℃; for 12h; Mechanism; Reagent/catalyst; Temperature; Solvent;	100%

: 623-03-0
4-Cyanochlorobenzene

: 637-69-4
4-Methoxystyrene

: 57193-97-2
(E)-4-cyano-4'-methoxystilbene

Conditions

Conditions	Yield
With C28H24FN2O3PPd; tetrabutylammomium bromide; sodium acetate at 140℃; for 12h; Catalytic behavior; Inert atmosphere; Schlenk technique; regioselective reaction;	100%

: 67-56-1
methanol

: 637-69-4
4-Methoxystyrene

: 42866-92-2
2-(4-methoxyphenyl)acetaldehyde dimethyl acetal

Conditions

Conditions	Yield
With Pyridine-2,6-dicarboxylic acid; iron(II) tetrafluoroborate hexahydrate; [bis(acetoxy)iodo]benzene at 20℃; for 20h; Molecular sieve; Inert atmosphere; regioselective reaction;	99%
With ammonium iodide; Oxone at 30℃; for 3h; Green chemistry; regioselective reaction;	78%
With thallium(III) nitrate
Stage #1: methanol; 4-Methoxystyrene With ammonium iodide for 0.0166667h; Inert atmosphere; Stage #2: With Oxone at 30℃;

: 637-69-4
4-Methoxystyrene

: 55962-05-5
[N-(p-tolylsulfonyl)imino]phenyliodinane

: 155721-36-1
2-(4-methoxyphenyl)-1-tosylaziridine

Conditions

Conditions	Yield
With [CuI(tris[(tetramethylguanidino)-phenyl]amine)][PF6] In acetonitrile for 2h; Inert atmosphere; Molecular sieve;	99%
With C12H18CuN6(2+)*2C16AlF36O4(1-) In acetonitrile at 25℃; for 0.0166667h; Inert atmosphere;	93%
With iodine In water at 20℃; for 12h; Green chemistry;	87%

: 637-69-4
4-Methoxystyrene

: 74-85-1
ethene

: 18272-83-8
1-methoxy-4-(1-methyl-2-propenyl)benzene

Conditions

Conditions	Yield
With 2-benzyloxymethylphenyldiphenylphosphine; bi(allylnickel bromide); sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate In dichloromethane at 0 - 23℃; under 760.051 Torr; for 72h; Schlenk technique;	99%
With hexakis(acetonitrile)nickel(II) tetrafluoroborate; diethylaluminium chloride; triphenylphosphine In dichloromethane; toluene at 20℃; under 7500.6 Torr; for 1h; hydrovinylation;	76%
With 2; diethylaluminium chloride; triphenylphosphine In dichloromethane; toluene under 7500.6 Torr; for 0.5h; Yield given;

: 637-69-4
4-Methoxystyrene

: 32345-64-5, 147159-72-6, 147254-29-3, 13603-63-9
1-(4-methoxyphenyl) ethane-1,2-diol

Conditions

Conditions	Yield
With dmap; osmium(VIII) oxide; 4-methylmorpholine N-oxide In water; acetone at 20℃;	99%
Stage #1: 4-Methoxystyrene With formic acid; 2,6-dichloropyridine N-oxide; dichlororuthenium(IV) meso-tetrakis(2,6-dichlorophenyl)porphyrin In chloroform at 20℃; Darkness; Stage #2: With potassium carbonate In methanol	95%
With osmium(VIII) oxide; 4-methylmorpholine N-oxide In tetrahydrofuran; water; tert-butyl alcohol at 20℃; for 12h; Sealed tube;	94%

: 637-69-4
4-Methoxystyrene

: 13296-94-1
2-bromo-4-nitroaniline

: 178970-21-3
2-amino-5-nitro-4'-methoxystilbene

Conditions

Conditions	Yield
With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine In N,N-dimethyl-formamide at 120℃; for 72h;	99%

: 637-69-4
4-Methoxystyrene

: 60556-87-8
2-carbonyl-3-butenenitrile

: 3,4-dihydro-2-(4-methoxyphenyl)-2H-pyran-6-carbonitrile

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 22h; hetero-Diels-Alder cycloaddition;	99%

: 637-69-4
4-Methoxystyrene

: 586-78-7
para-nitrophenyl bromide

A: 4648-33-3
(E)-1-methoxy-4-(4-nitrostyryl)benzene

B: 28358-68-1
1-(4-methoxyphenyl)-1-(4-nitrophenyl)ethylene

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium carbonate; bis-<(4-Cl-2-PdCl-Ph)-(4-Cl-Ph)-methanone oxime> In N,N-dimethyl-formamide at 130℃; for 4h; Product distribution; Further Variations:; Reaction partners; Reagents; Temperatures; Heck-Mizoroki-Jeffery reaction;	A 99% B n/a

...Expand

: 637-69-4
4-Methoxystyrene

: 556-82-1
3-methyl-2-buten-1-ol

: 2-iodo-1-(3-methylbut-2-enyl)oxy-1-(4-methoxyphenyl)ethane

Conditions

Conditions	Yield
With N-iodo-succinimide In dichloromethane at -78 - 0℃;	99%
Stage #1: 4-Methoxystyrene; 3-methyl-2-buten-1-ol In dichloromethane at 20℃; for 0.0833333h; Stage #2: With N-iodo-succinimide In dichloromethane at -78 - 0℃; Further stages.;	99%

: 637-69-4
4-Methoxystyrene

: (E)-4,4'-(but-1-ene-1,3-diyl)bis(methoxybenzene)

Conditions

Conditions	Yield
With bromodichloromethane; sodium iodide In acetonitrile at 90℃; for 12h; Reagent/catalyst; Solvent; Schlenk technique; Inert atmosphere; Sealed tube;	99%
With bis(acetylacetonato)palladium(II); trifluoroacetic acid In dichloromethane at 20℃; for 0.0833333h; stereoselective reaction;	92%
With ethanol; triphenylphosphine; zinc; bis(triphenylphosphine)dichlorocobalt(II) In acetonitrile at 80℃; for 18h;	82%
With ruthenium trichloride In tetrahydrofuran	81%

: 637-69-4
4-Methoxystyrene

: 2759-28-6
1-phenylmethylpiperazine

: 266674-64-0
N-benzyl-N'-[2-(4-methoxyphenyl)ethyl]piperazine

Conditions

Conditions	Yield
Stage #1: 1-phenylmethylpiperazine With n-butyllithium In tetrahydrofuran; hexane at 20℃; for 0.166667h; Stage #2: 4-Methoxystyrene In tetrahydrofuran; hexane at 20℃; for 24h; Further stages.;	99%

: 637-69-4
4-Methoxystyrene

: 35059-50-8
t-butyl diazoacetate

: tert-butyl (1R*,2S*)-2-(4-methoxyphenyl)cyclopropane-1-carboxylate

Conditions

Conditions	Yield
With C67H51IrN2O2 In tetrahydrofuran at -50℃; for 24.1667h; optical yield given as %ee; enantioselective reaction;	99%
chiral phenyliridium(III)-salen complex In tetrahydrofuran at -50 - 20℃;	99 % Spectr.

: 637-69-4
4-Methoxystyrene

Ph3 P: Ph3 P

: 7732-18-5
water

: 942-54-1
2-(4-methoxyphenyl)propanoic acid

Conditions

Conditions	Yield
With CO In tetrahydrofuran	99%

...Expand

: 637-69-4
4-Methoxystyrene

: 74-85-1
ethene

: 1-methoxy-4-[(1S)-1-methylprop-2-en-1-yl]benzene

Conditions

Conditions	Yield
With bi(allylnickel bromide); C43H34NO2P; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate In dichloromethane at -78℃; under 760.051 Torr; for 1h; Reagent/catalyst;	99%
With bi(allylnickel bromide); {benzyl[(S)-1-(1-naphthyl)ethyl]amino}[(R)-1,1'-binaphthyl-2,2'-diyldioxy]phosphine; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate In dichloromethane at -78℃; for 1h; Inert atmosphere; enantioselective reaction;

: 637-69-4
4-Methoxystyrene

: 352-34-1
4-fluoro-1-iodobenzene

: 39769-24-9
1-(4-methoxystyryl)-4-fluorobenzene

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); 2,5-di(2,4,6-trimethylphenyl)-1,2,5-thiadiazolidine-1-oxide; triethylamine In N,N-dimethyl-formamide at 200℃; for 0.166667h; Heck reaction; Microwave irradiation;	99%
With tris-(dibenzylideneacetone)dipalladium(0); 2,5-di(2,4,6-trimethylphenyl)-1,2,5-thiadiazolidine-1-oxide; triethylamine In N,N-dimethyl-formamide at 200℃; for 0.166667h; Mizoroki-Heck reaction; Microwave irradiation;	99%

: 637-69-4
4-Methoxystyrene

: 460-00-4
1-Bromo-4-fluorobenzene

: 39769-24-9
1-(4-methoxystyryl)-4-fluorobenzene

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); 2,5-di(2,4,6-trimethylphenyl)-1,2,5-thiadiazolidine-1-oxide; tetrabutylammomium bromide; sodium acetate In 1-methyl-pyrrolidin-2-one at 200℃; for 0.5h; Heck reaction; Microwave irradiation;	99%
With 2,5-di(2,4,6-trimethylphenyl)-1,2,5-thiadiazolidine-1-oxide; tetrabutylammomium bromide; sodium acetate; bis(dibenzylideneacetone)-palladium(0) In 1-methyl-pyrrolidin-2-one at 200℃; for 0.5h; Mizoroki-Heck reaction; Microwave irradiation;	99%
With dichloro bis(acetonitrile) palladium(II); 10F6P(1-)*C235H200N20O10(10+); potassium hydroxide In 1-methyl-pyrrolidin-2-one at 160℃; for 5h; Heck Reaction; Inert atmosphere;	95%
With potassium phosphate; C34H46Br4N8Pd2 In N,N-dimethyl-formamide at 110℃; for 4h; Heck Reaction;	73%

4-Methoxystyrene 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.

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.

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

Product Name

4-Methoxystyrene

Synthetic route

4-Methoxystyrene Specification

Related Products

Hot Products