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inquiryProduct Description Product website: http://www.finerchem.com Product Name 1-Bromo-2,5-dimethoxybenzene CAS N
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inquiryBoiling point 130-131 °C/10 mmHg (lit.) density 1.445 g/mL at 25 °C (lit.) refractive index 1.569-1.571 Fp >110°C Specific Gravity1.445 Water Solubility Insoluble in water. BRN 2441884
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1-Bromo-2,5-dimethoxybenzene cas 25245-34-5Appearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:intermediate Transportation:by air, by sea, by express
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inquiry1,4-dimethoxybezene
1-bromo-2,5-dimethoxybenzene
Conditions | Yield |
---|---|
With (CH3)4Br In liquid sulphur dioxide at -23℃; Rate constant; | 100% |
With (CH3)4Br In liquid sulphur dioxide at -23℃; | 100% |
With Selectfluor; sodium bromide In acetonitrile at 20℃; for 113h; | 100% |
Conditions | Yield |
---|---|
With potassium carbonate In acetone at 20℃; Inert atmosphere; Cooling with ice; | 97.9% |
Conditions | Yield |
---|---|
Stage #1: 2-bromo-4-methoxyphenol With potassium carbonate In acetone at 20℃; for 0.166667h; Stage #2: dimethyl sulfate In acetone at 20℃; for 12h; | 97% |
Conditions | Yield |
---|---|
With sodium hydride | 83% |
2,5-dimethoxyphenylboronic acid
1-bromo-2,5-dimethoxybenzene
Conditions | Yield |
---|---|
With tetrabutylammomium bromide; copper(ll) bromide In water at 100℃; Sealed tube; | 78% |
1-bromo-2,5-dimethoxybenzene
Conditions | Yield |
---|---|
With tetra-N-butylammonium tribromide In tetrahydrofuran; water at 20℃; for 0.333333h; chemoselective reaction; | 72% |
With tetra-N-butylammonium tribromide In tetrahydrofuran; water at 20℃; for 0.333333h; chemoselective reaction; | 72% |
Conditions | Yield |
---|---|
With alkali |
1,4-dimethoxybezene
A
1,4-dibromo-2,5-dimethoxybenzene
B
1-bromo-2,5-dimethoxybenzene
Conditions | Yield |
---|---|
With phosphorus pentabromide Erwaermen auf dem Dampfbad; | |
With hydrogenchloride; potassium nitrate; sodium bromide In diethyl ether; water at 25℃; for 4h; Time; |
phosphorus pentabromide
1,4-dimethoxybezene
A
1,4-dibromo-2,5-dimethoxybenzene
B
1-bromo-2,5-dimethoxybenzene
4-methoxy-phenol
1-bromo-2,5-dimethoxybenzene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: N-Bromosuccinimide / acetonitrile / 3 h / 0 - 20 °C 2.1: potassium carbonate / acetone / 0.17 h / 20 °C 2.2: 12 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: bromine / dichloromethane / 2 h / Cooling with ice 2: potassium carbonate / acetone / 20 °C / Inert atmosphere; Cooling with ice View Scheme |
hydroquinone
1-bromo-2,5-dimethoxybenzene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: potassium carbonate / acetone / 12 h / 20 °C 2: bromine; acetic acid / 1 h / 0 - 20 °C View Scheme |
Conditions | Yield |
---|---|
Stage #1: 1-bromo-2,5-dimethoxybenzene With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Stage #2: cyclohexane-1,2-epoxide With boron trifluoride diethyl etherate In tetrahydrofuran at -78℃; | 100% |
1-bromo-2,5-dimethoxybenzene
2-methyl-but-3-yn-2-ol
2-methyl-4-(2,5-dimethoxyphenyl)-3-butyn-2-ol
Conditions | Yield |
---|---|
With trisodium tris(3-sulfophenyl)phosphine; palladium diacetate; triethylamine In water; acetonitrile at 80℃; for 8h; Sonogashira Cross-Coupling; | 99% |
With piperidine; copper(l) iodide; triphenylphosphine; palladium dichloride at 80℃; for 12h; Sonogashira Cross-Coupling; | 90% |
With copper(l) iodide; triethylamine; triphenylphosphine; palladium diacetate at 80℃; Sonogashira coupling; | 40% |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; for 12h; Sonogashira cross-coupling; |
2-[4,5-dihexyl(1,1'-biphenyl)-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
1-bromo-2,5-dimethoxybenzene
2,5-dimethoxy-4',5'-dihexyl-1,1':2',1''-terphenyl
Conditions | Yield |
---|---|
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate monohydrate; palladium diacetate In water; toluene at 20 - 100℃; for 0.05h; Suzuki coupling; | 99% |
1-bromo-2,5-dimethoxybenzene
(±)-2-methyl-but-3-yne-1,2-diol
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); N-butylamine for 21h; Sonogashira Cross-Coupling; Inert atmosphere; Heating; | 99% |
dimethylmonochlorosilane
1-bromo-2,5-dimethoxybenzene
(2,5-dimethoxyphenyl)dimethylsilane
Conditions | Yield |
---|---|
With iodine; magnesium In tetrahydrofuran at 20℃; Inert atmosphere; Schlenk technique; | 99% |
1-bromo-2,5-dimethoxybenzene
1-bromo-2,5-dimethoxy-4-nitrobenzene
Conditions | Yield |
---|---|
With nitric acid In acetic acid at 20℃; for 0.25h; | 98% |
With nitric acid; acetic acid for 0.5h; | 92% |
With cerium(IV) ammonium nitrate supported on silica In dichloromethane for 0.25h; Ambient temperature; | 87% |
1-bromo-2,5-dimethoxybenzene
2,2',5,5'-tetramethoxybiphenyl
Conditions | Yield |
---|---|
With (i-Pent2(C6H3))2(C3H2N2))PdCl2((C5H4N)Cl); tert.-butyl lithium In toluene at 20℃; for 1h; Schlenk technique; Inert atmosphere; | 98% |
With bis(triphenylphosphine)nickel(II) chloride; tetraethylammonium iodide; zinc In tetrahydrofuran at 50℃; for 20h; Inert atmosphere; | 70% |
With iron; sodium bromide; (2,2'-bipyridine)nickel(II) dibromide In methanol; ethanol Reduction; Electrolysis; | 29% |
With n-butyllithium; Trimethyl borate; sodium carbonate; tetrakis(triphenylphosphine) palladium(0) 1) THF, -78 deg C -> room temperature, 4 h; room temperature, overnight, 2) THF, EtOH, H2O, toluene, reflux, 24 h; Yield given. Multistep reaction; |
1-bromo-2,5-dimethoxybenzene
phenylboronic acid
2,5-dimethoxy-1,1′-biphenyl
Conditions | Yield |
---|---|
With potassium fluoride; 2-(diphenylphosphino)phenylferrocene; tris-(dibenzylideneacetone)dipalladium(0) In tetrahydrofuran at 20℃; for 24h; Suzuki-Miyaura coupling; | 98% |
With dihydrogen dichloro-bis(di-tert-butylphosphinito-κP)palladium(2-); caesium carbonate In 1,4-dioxane at 100℃; for 20h; Suzuki-Miyaura cross-coupling reaction; | 97% |
With potassium carbonate In water; isopropyl alcohol at 60℃; for 4h; Catalytic behavior; Suzuki-Miyaura Coupling; | 92% |
1-bromo-2,5-dimethoxybenzene
Lithium enolate of the acetaldehyde
2,5-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-ol
Conditions | Yield |
---|---|
With 2,2,6,6-tetramethylpiperidinyl-lithium In tetrahydrofuran at -78℃; regioselective reaction; | 98% |
With 2,2,6,6-tetramethylpiperidinyl-lithium In tetrahydrofuran; hexane at -78℃; Inert atmosphere; | 61% |
Conditions | Yield |
---|---|
With bis(η3-allyl-μ-chloropalladium(II)); 5-(di(adamantan-1-yl)phosphino)-1′,3′,5′-triphenyl-1′H-1,4′-bipyrazole; potassium phenolate In 1,4-dioxane at 100℃; for 6h; Sealed tube; Inert atmosphere; | 98% |
With bis(η3-allyl-μ-chloropalladium(II)); 5-(di(adamantan-1-yl)phosphino)-1′,3′,5′-triphenyl-1′H-1,4′-bipyrazole; potassium phenolate In 1,4-dioxane at 100℃; for 6h; Sealed tube; Glovebox; | 98% |
1-bromo-2,5-dimethoxybenzene
1-t-Butoxycarbonylpiperazine
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); potassium tert-butylate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 100℃; for 16h; Inert atmosphere; | 97.01% |
(E)-1-octen-1-ylboronic acid
1-bromo-2,5-dimethoxybenzene
Conditions | Yield |
---|---|
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate In tetrahydrofuran at 40℃; for 24h; Suzuki-Miyaura coupling; | 97% |
1-bromo-2,5-dimethoxybenzene
4-nitrophenylboronic acid
2,5-dimethoxy-4'-nitro-1,1'-biphenyl
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In ethanol; water; toluene at 80℃; for 8h; Suzuki Coupling; Inert atmosphere; | 95.83% |
1-bromo-2,5-dimethoxybenzene
chloro-diphenylphosphine
(2,5-dimethoxyphenyl)diphenylphosphine oxide
Conditions | Yield |
---|---|
With sodium hydrogen sulfate; n-butyllithium; ammonium chloride; dihydrogen peroxide In tetrahydrofuran; methanol; hexane; dichloromethane | 95.8% |
1-bromo-2,5-dimethoxybenzene
2,5-dimethoxyaniline
Conditions | Yield |
---|---|
With bis(tri-ortho-tolylphosphine)palladium(0); (R)-(-)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyl-di-tert-butylphosphine; ammonia; sodium t-butanolate In 1,4-dioxane at 100℃; for 12h; Inert atmosphere; | 95% |
With copper(I) oxide; sodium azide; L-proline In dimethyl sulfoxide at 100℃; for 6h; Inert atmosphere; | 71% |
With potassium amide In ammonia | 62% |
Stage #1: 1-bromo-2,5-dimethoxybenzene With magnesium In tetrahydrofuran Inert atmosphere; Stage #2: With C10H17NO In tetrahydrofuran; toluene at -45℃; for 2h; Inert atmosphere; Stage #3: With ammonium chloride In tetrahydrofuran; water; toluene Inert atmosphere; | 58% |
1-bromo-2,5-dimethoxybenzene
1β,2α-dimethyl-5α-(t-butyldimethylsilyloxy)-1,2,4aβ,5,6,7,8,8aα-octahydronaphthalene-1α-carboxaldehyde
Conditions | Yield |
---|---|
Stage #1: 1-bromo-2,5-dimethoxybenzene With magnesium; ethylene dibromide In tetrahydrofuran; diethyl ether for 2.5h; Metallation; Heating; Stage #2: 1β,2α-dimethyl-5α-(t-butyldimethylsilyloxy)-1,2,4aβ,5,6,7,8,8aα-octahydronaphthalene-1α-carboxaldehyde In tetrahydrofuran; diethyl ether at 0℃; for 0.5h; Grignard reaction; | 95% |
1-bromo-2,5-dimethoxybenzene
trimethylsilylacetylene
((2,5-dimethoxyphenyl)ethynyl)trimethylsilane
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine; triphenylphosphine In N,N-dimethyl-formamide at 120℃; for 0.5h; Sonogashira Cross-Coupling; Microwave irradiation; Inert atmosphere; | 95% |
With piperidine; copper(l) iodide; triphenylphosphine; palladium dichloride for 24h; Sonogashira coupling; Heating; | 89% |
1-bromo-2,5-dimethoxybenzene
propargyl alcohol
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); N-butylamine for 21h; Sonogashira Cross-Coupling; Inert atmosphere; Heating; | 95% |
With copper(l) iodide; diisopropylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 80℃; for 18h; | 29% |
1-bromo-2,5-dimethoxybenzene
2-methyl-1-buten-3-yne
1,4-dimethoxy-2-(3-methylbut-3-en-1-yn-1-yl)benzene
Conditions | Yield |
---|---|
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); N-butylamine at 0 - 100℃; for 21h; Catalytic behavior; Temperature; Sonogashira Cross-Coupling; Inert atmosphere; | 94% |
dimethylmonochlorosilane
1-bromo-2,5-dimethoxybenzene
Conditions | Yield |
---|---|
With 2,2,6,6-tetramethylpiperidinyl-lithium In tetrahydrofuran; diethyl ether at -110 - -80℃; for 1h; Solvent; Temperature; Glovebox; Inert atmosphere; | 94% |
With 2,2,6,6-tetramethylpiperidinyl-lithium In tetrahydrofuran; diethyl ether at -110 - -80℃; Inert atmosphere; | 94% |
1-bromo-2,5-dimethoxybenzene
allyl bromide
2-allyl-1,4-dimethoxybenzene
Conditions | Yield |
---|---|
With magnesium In diethyl ether at 0 - 20℃; for 2h; Grignard Reaction; Inert atmosphere; | 93% |
With n-butyllithium; copper (I) iodide Yield given. Multistep reaction; | |
Stage #1: 1-bromo-2,5-dimethoxybenzene With iodine; magnesium In tetrahydrofuran for 4h; Reflux; Inert atmosphere; Stage #2: allyl bromide With copper(I) bromide; lithium bromide In tetrahydrofuran at 20℃; Inert atmosphere; |
1-bromo-2,5-dimethoxybenzene
isobutyl vinylacetate
Conditions | Yield |
---|---|
With bis(tri-t-butylphosphine)palladium(0); N-Methyldicyclohexylamine In toluene at 110℃; for 12h; Heck Reaction; Inert atmosphere; | 93% |
salicylonitrile
1-bromo-2,5-dimethoxybenzene
Conditions | Yield |
---|---|
With magnesium; triphenylphosphine In tetrahydrofuran; toluene at 90℃; for 4h; Reagent/catalyst; | 93% |
1-bromo-2,5-dimethoxybenzene
acetyl chloride
1-(4-bromo-2,5-dimethoxyphenyl)ethanone
Conditions | Yield |
---|---|
With aluminium trichloride In nitrobenzene for 2h; Ambient temperature; | 92% |
1-bromo-2,5-dimethoxybenzene
(R)-2-methyl-2-[2'-(phenylmethoxy)ethyl]oxirane
(S)-4-benzyloxy-1-(2',5'-dimethoxyphenyl)-2-methylbutan-2-ol
Conditions | Yield |
---|---|
Stage #1: 1-bromo-2,5-dimethoxybenzene With iodine; magnesium In tetrahydrofuran for 4h; Metallation; Heating; Stage #2: (R)-2-methyl-2-[2'-(phenylmethoxy)ethyl]oxirane With dilithium tetrachlorocuprate In tetrahydrofuran at -78 - -20℃; Ring cleavage; Grignard reaction; | 92% |
1-bromo-2,5-dimethoxybenzene
4-bromo-1-(4-bromo-2,5-dimethoxyphenyl)-2,5-dimethoxybenzene
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate; bis-[(trifluoroacetoxy)iodo]benzene In dichloromethane at -40℃; for 1.5h; | 91% |
With iron(III) chloride In dichloromethane | 70% |
With iron(III) chloride In dichloromethane | 68% |
With aluminium trichloride; iron(III) chloride 1.) nitromethane, 30 min, RT 2.) nitromethane, RT, 5 h; Yield given. Multistep reaction; | |
Multi-step reaction with 2 steps 1: bis(triphenylphosphine)nickel(II) chloride; tetraethylammonium iodide; zinc / tetrahydrofuran / 20 h / 50 °C / Inert atmosphere 2: N-Bromosuccinimide / dichloromethane / 10 h / Reflux View Scheme |
1-bromo-2,5-dimethoxybenzene
(2R,4R,5R,6R)-4-acetyl-5-benzyloxy-2-phenyl-6-vinyl-[1,3]dioxane
Conditions | Yield |
---|---|
With n-butyllithium; cerium(III) chloride In tetrahydrofuran at -78℃; for 2h; | A 2% B 91% |
With n-butyllithium In tetrahydrofuran at 0℃; | A 58% B 32% |
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