As a leading manufacturer and supplier of chemicals in China, DayangChem not only supply popular chemicals, but also DayangChem’s R&D center offer custom synthesis according to the contract research and development services for t
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inquiryAppearance:clear yellow-orange liquid Storage:Room temperature Package:25kg/Barrel Application:Used as a daily chemical intermediate Transportation:Express/Sea/Air Port:Any port in china
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inquiry4-Bromo-1,2-(methylenedioxy)benzene CAS:2635-13-4 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in high qualit
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inquiryHenan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod
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inquiryAppearance:off-white to white solid Storage:Store in a cool,dry place and keep away from direct strong light Package:As customer request Application:Used for Synthesis API and Research Transportation:By Sea/Air/Courier Port:Qingdao
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inquiry4-Bromo-1,2-(methylenedioxy)benzene CAS 2635-13-4 Our advantage 1.Top quality: Using high quality material and establishing a strict quality control system,assigning specific persons in charge of each part of production,from raw material purc
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inquiry4-Bromo-1,2-(methylenedioxy)benzene CAS 2635-13-4 Purity: 99% Min Application: Intermediates Appearance: Powder Package: Bag Delivery: 3-5days Our Advantage & Service 1.Top quality: Using high quality material and establishing a stri
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inquiryProduct name: 4-Bromo-1,2-(Methylenedioxy)Benzene CAS No.:2635-13-4 Molecule Formula:C7H5BrO2 Molecule Weight:201.01 Purity: 98% Package: 200kg/drum Description:Yellow liquid Manufacture Standards:Enterprise Standard TESTING ITEM
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inquiryProduct Name: 4-Bromo-1,2-(methylenedioxy)benzene Synonyms: 5-bromobenzo[d][1,3]dioxole;4-BROMO-1,2-(METHYLENEDIOXY)ENZENE;4-Bromo-1,2-methylenedioxybenzene 99%;5-Bromo-1,3-benzodioxole 99%;BROMOBENZODIOXOLE;4-Bromo-1,2-(methylenedioxy)benzene-
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inquiryfactory?direct?saleAppearance:White Powder Storage:Store In Dry, Cool And Ventilated Place Package:25kg/drum, also according to the clients requirement Application:It is widely used as a thickener, emulsifier and stabilizer Transportation:By Sea Or B
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inquiryConditions | Yield |
---|---|
With ammonium cerium(IV) nitrate; lithium bromide In acetonitrile at 20℃; for 2h; | 99% |
With N-Bromosuccinimide; methyl bis[4-(trifluoromethyl)phenyl]selenonium tetrafluoroborate In 1,2-dichloro-ethane at 23℃; for 48h; Inert atmosphere; Darkness; | 99% |
With N-Bromosuccinimide; (Z)-N-[3,5-bis(trifluoromethyl)phenyl]-4-(dimethyliminio)pyridine-1(4H)-carbimidothioate In dichloromethane at 25℃; for 36h; Darkness; regioselective reaction; | 98% |
1,3-dihydroisobenzofuran-5-yl trifluoromethanesulfonate
1,2-(methylenedioxy)-4-bromobenzene
Conditions | Yield |
---|---|
With [Cp*Ru(CH3CN)3]OTf; lithium bromide at 100℃; for 12h; Inert atmosphere; | 94% |
With potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0); t-BuBrettPhos; potassium bromide In 1,4-dioxane at 130℃; for 16h; Inert atmosphere; | 83% |
N-Bromosuccinimide
Methylenedioxybenzene
1,2-(methylenedioxy)-4-bromobenzene
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 0.25h; Flow reactor; UV-irradiation; | 79% |
1,2-(methylenedioxy)-4-bromobenzene
Conditions | Yield |
---|---|
With acetic acid; lithium bromide In dimethyl sulfoxide at 100℃; for 8h; Schlenk technique; | 75% |
7-bromo-1-oxaspiro<2.5>octa-5,7-dien-4-one
1,2-(methylenedioxy)-4-bromobenzene
Conditions | Yield |
---|---|
With tert-butyldimethylsilyl chloride In tetrachloromethane at 70℃; for 4.5h; | 70% |
N-Bromosuccinimide
Methylenedioxybenzene
chloroform
1,2-(methylenedioxy)-4-bromobenzene
7-bromo-1-oxaspiro<2.5>octa-5,7-dien-4-one
A
1,2-(methylenedioxy)-4-bromobenzene
Conditions | Yield |
---|---|
With chloro-trimethyl-silane In toluene Ambient temperature; |
Conditions | Yield |
---|---|
With sulfuric acid; sodium nitrite at 0℃; Diazotization.Zersetzen des Diazoniumsalzes mit einer waessr. Loesung von Kaliumbromid, Natriumhypophosphit und Kupfersulfat; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 60 percent / NaIO4 2: 70 percent / TBDMSCl / CCl4 / 4.5 h / 70 °C View Scheme | |
Multi-step reaction with 2 steps 1: 60 percent / NaIO4 2: TMSCl / toluene / Ambient temperature View Scheme |
Methylenedioxybenzene
A
1,2-(methylenedioxy)-4-bromobenzene
B
5,6-dibromo-1,3-benzodioxole
Conditions | Yield |
---|---|
With N-Bromosuccinimide; chloro-trimethyl-silane In acetonitrile at 20℃; for 1h; Overall yield = 181 mg; regioselective reaction; |
1,2-(methylenedioxy)-4-bromobenzene
5-chloro-2-methyl-benzenamine
N-(3,4-methylenedioxy)benzo-5-chloro-o-toluidine
Conditions | Yield |
---|---|
With di-tert-butyl(2,2-diphenyl-1-methyl-1-cyclopropyl)phosphine; bis(η3-allyl-μ-chloropalladium(II)); potassium tert-butylate In water at 20℃; for 4h; Inert atmosphere; Micellar solution; | 100% |
1,2-(methylenedioxy)-4-bromobenzene
phenylboronic acid
3,4-methylenedioxybiphenyl
Conditions | Yield |
---|---|
With palladium diacetate; N,N-diisopropyl-1,1-diphenylphosphanamine; potassium carbonate In tetrahydrofuran for 12h; Suzuki-Miyamura cross-coupling reaction; Heating; | 99% |
With potassium phosphate In ethanol; water at 20℃; for 1h; Suzuki-Miyaura Coupling; Inert atmosphere; Green chemistry; | 98% |
With sodium carbonate In ethanol; water at 80℃; for 8h; Suzuki-Miyaura coupling; | 97% |
1,2-(methylenedioxy)-4-bromobenzene
4-methoxyphenylboronic acid
4'-methoxy-3,4-(methylenedioxy-)biphenyl
Conditions | Yield |
---|---|
With sodium carbonate; tris[(perfluoroalkyl)phenyl]phosphane palladium In methanol at 75℃; for 2h; Suzuki coupling; | 99% |
With sodium carbonate In ethanol; water at 20℃; for 8h; Suzuki-Miyaura Coupling; Inert atmosphere; | 93% |
With sodium carbonate In ethanol; water at 80℃; for 8h; Suzuki-Miyaura coupling; | 91% |
With tetraamminepalladium(II) chloride; tetra(n-butyl)ammonium hydroxide In water at 45℃; for 2h; Suzuki-Miyaura Coupling; Green chemistry; | 66% |
1,2-(methylenedioxy)-4-bromobenzene
2-Methylphenylboronic acid
Conditions | Yield |
---|---|
With potassium fluoride; monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium(0) In toluene at 20℃; for 3h; Suzuki coupling; | 99% |
With KF; monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium(0) In toluene | 99% |
1,2-(methylenedioxy)-4-bromobenzene
copper(I) iodide
acetonitrile
Methyl 6-benzyloxy-4-oxo-4H-chromen-3-carboxylate
Conditions | Yield |
---|---|
With magnesium In tetrahydrofuran; toluene | 99% |
1,2-(methylenedioxy)-4-bromobenzene
diisopropyl hydrogenphosphonate
diisopropyl benzo[d][1,3]dioxol-5-ylphosphonate
Conditions | Yield |
---|---|
With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; N-ethyl-N,N-diisopropylamine In acetonitrile for 24h; modified Hirao coupling reaction; Heating; | 99% |
Diethyl disulfide
1,2-(methylenedioxy)-4-bromobenzene
5-(ethylthio)-1,3-benzodioxole
Conditions | Yield |
---|---|
Stage #1: 1,2-(methylenedioxy)-4-bromobenzene With n-butyllithium In tetrahydrofuran; hexanes at -78℃; for 0.5h; Stage #2: Diethyl disulfide In tetrahydrofuran; hexanes for 0.5h; | 99% |
1,2-(methylenedioxy)-4-bromobenzene
2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-benzodioxole
Conditions | Yield |
---|---|
Stage #1: 1,2-(methylenedioxy)-4-bromobenzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; Inert atmosphere; Stage #2: 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane In tetrahydrofuran; hexane at -78℃; Inert atmosphere; | 99% |
1,2-(methylenedioxy)-4-bromobenzene
Conditions | Yield |
---|---|
Stage #1: 1-ethyl-2,3-bis(4-methoxyphenyl)-1-(2-methylallyl)guanidine hydrochloride With tris-(dibenzylideneacetone)dipalladium(0); nixantphos In toluene at 20℃; for 0.0333333h; Inert atmosphere; Stage #2: 1,2-(methylenedioxy)-4-bromobenzene In toluene at 20 - 107℃; for 16h; | 99% |
Conditions | Yield |
---|---|
With [(2-di-tert-butylphosphino-2′,4′,6′-triisopropyl-1, 1′-biphenyl)-2-(2′-amino-1,1′-biphenyl)] palladium(II) methanesulfonate In tetrahydrofuran; water at 40℃; for 18h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With copper acetylacetonate; N1-(4-hydroxy-2,6-dimethylphenyl)-N2-(4-hydroxy-3,5-dimethylphenyl)oxalamide; water In water; dimethyl sulfoxide at 80℃; for 24h; Schlenk technique; Inert atmosphere; | 99% |
With tris(6,6'-diamino-2,2'-bipyridine); 4,4-diphenyl-1,3,5,7,8-pentamethyl-2,6-diethyl-4-bora-3a,4a-diaza-s-indacene; Br2Ni*3H2O; water; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide; acetonitrile at 120℃; for 24h; Glovebox; Irradiation; Inert atmosphere; | 72% |
Stage #1: 1,2-(methylenedioxy)-4-bromobenzene With magnesium In tetrahydrofuran Inert atmosphere; Stage #2: With oxaziridine In tetrahydrofuran at 0 - 25℃; for 2h; Inert atmosphere; Stage #3: With ammonium chloride In tetrahydrofuran; water Inert atmosphere; | 63% |
Conditions | Yield |
---|---|
With [(π-cinnamyl)Pd(tBuXPhos)]OTf In water at 45℃; for 16h; | 99% |
methanol
1,2-(methylenedioxy)-4-bromobenzene
5-methoxybenzo[d]1,3-dioxole
Conditions | Yield |
---|---|
With triethylamine at 20℃; for 48h; Irradiation; Schlenk technique; | 99% |
1,2-(methylenedioxy)-4-bromobenzene
piperonal
(1,3-benzodioxol-5-yl)-1,3-benzodioxole-5-methanol
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.25h; | 98% |
With n-butyllithium In hexane; ethyl acetate | 83% |
With n-butyllithium In tetrahydrofuran at -78 - 20℃; | 79% |
With n-butyllithium In tetrahydrofuran at 20℃; | 64% |
With n-butyllithium 1.) hexane, THF, -78 deg C, 1 h, 2.) THF, hexane, from -78 deg C to RT; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With di-tert-butyl{2′-isopropoxy-[1,1′-binaphthalen]-2-yl}phosphane; sodium t-butanolate; bis(dibenzylideneacetone)-palladium(0) In toluene at 110℃; for 16h; | 98% |
With potassium phosphate; copper(l) iodide; N′,N′-diphenyl-1H-pyrrole-2-carbohydrazide In diethylene glycol at 60℃; for 3h; Sealed tube; Molecular sieve; | 83% |
With copper(l) iodide; N′-phenyl-1H-pyrrole-2-carbohydrazide; tetrabutylammomium bromide; potassium hydroxide In water at 20 - 130℃; Ullmann-Goldberg reaction; Microwave irradiation; | 80% |
With N-methoxy-1H-pyrrole-2-carboxamide; potassium phosphate; copper(II) acetate monohydrate at 90℃; for 12h; Sealed tube; | 72% |
1,2-(methylenedioxy)-4-bromobenzene
4-Vinylphenylboronic acid
4-styryl-1,2-(methylenedioxy)benzene
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran at 75℃; for 48h; Suzuki coupling; Inert atmosphere; | 98% |
1,2-(methylenedioxy)-4-bromobenzene
sodium methylate
5-methoxybenzo[d]1,3-dioxole
Conditions | Yield |
---|---|
With Methyl formate; copper(l) chloride In methanol at 110℃; for 2h; Autoclave; | 98% |
Conditions | Yield |
---|---|
Stage #1: 1,2-(methylenedioxy)-4-bromobenzene With magnesium In tetrahydrofuran; ethylene dibromide at 60℃; for 1h; Inert atmosphere; Stage #2: bis(p-methoxyphenyl)methanone In tetrahydrofuran at 60℃; for 2h; Inert atmosphere; | 98% |
Conditions | Yield |
---|---|
With potassium hexafluorophosphate; bis(1,3-bis((4-methyl-2-pyridyl)imino)isoindolinato)nickel(II); C22H19N5NiO2 In N,N-dimethyl acetamide at 20℃; Inert atmosphere; Electrolysis; Sealed tube; | 98% |
1,2-(methylenedioxy)-4-bromobenzene
5‐bromo‐6‐(6‐bromo‐2H‐1,3‐benzodioxol‐5‐yl)‐2H‐1,3‐benzodioxole
Conditions | Yield |
---|---|
Stage #1: 1,2-(methylenedioxy)-4-bromobenzene With 2,2,6,6‐tetrakis(trifluoromethyl)‐4λ3‐broma‐3,5‐dioxatricyclo[5.3.1.04,11]undeca‐1(11),7,9‐triene In dichloromethane at -30℃; Inert atmosphere; Stage #2: With trimethylsilyl trifluoromethanesulfonate at -30℃; for 3h; Inert atmosphere; | 98% |
1,2-(methylenedioxy)-4-bromobenzene
1-bromo-2-iodo-4,5-(methylenedioxy)benzene
Conditions | Yield |
---|---|
With iodine; silver trifluoroacetate In dichloromethane for 10h; | 97% |
With N-iodo-succinimide; trifluoroacetic acid In acetonitrile at 20℃; for 24h; | 91% |
With N-iodo-succinimide; trifluoroacetic acid In acetonitrile at 20℃; for 24h; | 91% |
1,2-(methylenedioxy)-4-bromobenzene
2,4,6-trimethylaniline
N-mesityl-3,4-(methylenedioxy)aniline
Conditions | Yield |
---|---|
With johnphos; sodium t-butanolate; tris(dibenzylideneacetone)dipalladium (0) In toluene at 80℃; for 2h; Arylation; | 97% |
1,2-(methylenedioxy)-4-bromobenzene
diphenylamine
N-(3,4-methylenedioxyphenyl)diphenylamine
Conditions | Yield |
---|---|
With di-tert-butyl(2,2-diphenyl-1-methyl-1-cyclopropyl)phosphine; bis(η3-allyl-μ-chloropalladium(II)); sodium t-butanolate In toluene at 100℃; for 3h; Inert atmosphere; | 97% |
1,2-(methylenedioxy)-4-bromobenzene
Conditions | Yield |
---|---|
Stage #1: 1,2-(methylenedioxy)-4-bromobenzene With tris-(dibenzylideneacetone)dipalladium(0); 2′-(dicyclohexylphophanyl)-N2,N2,N6,N6-tetramethyl[1,1′-biphenyl]-2,6-diamine; sodium t-butanolate In toluene at 20℃; for 0.0166667h; Inert atmosphere; Schlenk technique; Stage #2: 1,3-dibenzyl-1-(but-3-en-1-yl)-2-cyanoguanidine In toluene at 90℃; for 1h; Schlenk technique; Inert atmosphere; | 97% |
1,2-(methylenedioxy)-4-bromobenzene
anthranilic acid nitrile
(2-Amino-phenyl)-benzo[1,3]dioxol-5-yl-methanone
Conditions | Yield |
---|---|
Stage #1: 1,2-(methylenedioxy)-4-bromobenzene With magnesium In tetrahydrofuran for 1h; Inert atmosphere; Reflux; Stage #2: anthranilic acid nitrile In tetrahydrofuran Inert atmosphere; Reflux; Stage #3: With hydrogenchloride; water In tetrahydrofuran at 20℃; Inert atmosphere; | 97% |
Conditions | Yield |
---|---|
Stage #1: carbon dioxide With o-phenylenebis(diphenylphosphine); copper(II) acetate monohydrate In 1,4-dioxane at 65℃; for 0.333333h; Schlenk technique; Stage #2: 1,2-(methylenedioxy)-4-bromobenzene With palladium diacetate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane; toluene at 100℃; for 3h; Schlenk technique; Sealed tube; | 96% |
Stage #1: carbon dioxide With o-phenylenebis(diphenylphosphine); copper(II) acetate monohydrate In 1,4-dioxane at 60℃; for 0.416667h; Schlenk technique; Stage #2: 1,2-(methylenedioxy)-4-bromobenzene With palladium diacetate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane; toluene at 100℃; for 3h; Schlenk technique; | 96% |
With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; 2-(diphenylphosphino)-2’(3-(dimethylamino)-3-oxopropyl)-6’-(3-(icosyloxy)-3-oxopropyl)biphenyl; water; palladium diacetate; N-ethyl-N,N-diisopropylamine In toluene under 760.051 Torr; for 16h; Inert atmosphere; Schlenk technique; Irradiation; | 89% |
1,2-(methylenedioxy)-4-bromobenzene
2,3,4-trimethoxyphenylboronic acid
1,2-(methylenedioxy)-4-(2',3',4'-trimethoxyphenyl)benzene
Conditions | Yield |
---|---|
With barium dihydroxide; palladium diacetate In ethanol for 2h; Product distribution; Ambient temperature; only in the absence of O2, var. of catalyst, base; | 96% |
With barium dihydroxide; palladium diacetate In ethanol for 2h; Ambient temperature; | 96% |
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; benzene for 60h; Heating; | 73% |
1,2-(methylenedioxy)-4-bromobenzene
tri(allyl)phenylsilane
3,4-methylenedioxybiphenyl
Conditions | Yield |
---|---|
With tetrabutyl ammonium fluoride; palladium dichloride; tricyclohexylphosphine In water; dimethyl sulfoxide at 80℃; for 2h; | 96% |
Stage #1: triallyl(phenyl)silane With tetrabutyl ammonium fluoride In water; dimethyl sulfoxide at 20℃; for 1h; Stage #2: 1,2-(methylenedioxy)-4-bromobenzene With tricyclohexylphosphine; palladium dichloride In water; dimethyl sulfoxide at 80℃; for 2h; | 96% |
Conditions | Yield |
---|---|
With potassium phosphate In N,N-dimethyl-formamide; cyclohexanol at 110℃; for 12h; | 96% |
With tris(dibenzylideneacetone)dipalladium (0); tris(2,4-di-tert-butylphenyl)phosphite; caesium carbonate In cyclohexanol at 120℃; for 10h; | 85 %Chromat. |
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; potassium tert-butylate; isopropyl alcohol at 100℃; Schlenk technique; Inert atmosphere; | 88%Chromat. |
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