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104-92-7

Basic Information
CAS No.: 104-92-7
Name: 4-Bromoanisole
Molecular Structure:
Molecular Structure of 104-92-7 (4-Bromoanisole)
Formula: C7H7BrO
Molecular Weight: 187.04
Synonyms: 4-Methoxyphenyl bromide;1-bromo-4-methoxy-benzene;1-Bromo-4-methoxybenzene;p-Bromanisole;p-Methoxyphenyl bromide;Anisyl bromide;4-Methoxy-1-bromobenzene;Benzene, 1-bromo-4-methoxy-;p-Bromophenyl methyl ether;4-Methoxybromobenzene;p-Bromoanisole;Anisole, p-bromo-;p-Anisyl bromide;p-Methoxybromobenzene;4-bromomethoxybenzene;4-Bromo Anisole;p-bromoanisole(4-bromoanisole);
EINECS: 203-252-1
Density: 1.443 g/cm3
Melting Point: 9-10 °C(lit.)
Boiling Point: 222.999 °C at 760 mmHg
Flash Point: 96.648 °C
Solubility: immiscible
Appearance: colourless liquid
Hazard Symbols: HarmfulXn
Risk Codes:
Safety: 23-24/25
Transport Information:
PSA: 9.23000
LogP: 2.45770
Synthetic route
100-66-3

methoxybenzene

104-92-7

1-bromo-4-methoxy-benzene

Conditions
ConditionsYield
With benzyltriphenylphosphonium peroxodisulfate; potassium bromide In acetonitrile for 3.5h; Heating;100%
With Selectfluor; sodium bromide In acetonitrile at 20℃; for 21h;100%
With bis[1-methyl-3-(3-sulfopropyl)imidazolium] hexafluorotitanate; dihydrogen peroxide; sodium bromide In water at 25℃; for 3h; Reagent/catalyst; Concentration; Solvent; Temperature; Green chemistry;100%
106-41-2

4-bromo-phenol

616-38-6

carbonic acid dimethyl ester

104-92-7

1-bromo-4-methoxy-benzene

Conditions
ConditionsYield
With N,N'-dimethylimidazolium-2-carboxylate In acetonitrile at 160℃; for 2h; Microwave irradiation; Green chemistry;100%
With layered double hydroxide - supported L-methionine at 180℃; for 6h; Autoclave; chemoselective reaction;95%
With magnesium oxide In N,N-dimethyl-formamide at 170℃; for 0.5h; Microwave irradiation; Green chemistry;95%
5720-07-0

4-methoxyphenylboronic acid

104-92-7

1-bromo-4-methoxy-benzene

Conditions
ConditionsYield
With N-Bromosuccinimide In dichloromethane at 20℃; for 0.166667h;100%
With N-Bromosuccinimide In acetonitrile at 80℃; for 12h;96%
With tetrabutylammomium bromide; copper(ll) bromide In water at 100℃; Sealed tube;85%
With N-Bromosuccinimide In acetonitrile at 81℃; for 1.5h;82%
With 1,10-Phenanthroline; oxygen; potassium bromide; copper(ll) bromide In N,N-dimethyl-formamide at 130℃; for 20h;70%
19231-06-2

4,4'-dimethoxy-diphenyliodonium bromide

104-92-7

1-bromo-4-methoxy-benzene

Conditions
ConditionsYield
In benzene-d6 at 120℃; for 5h; Sealed tube;100%
3319-15-1

rac-1-(4-methoxyphenyl)-ethanol

104-92-7

1-bromo-4-methoxy-benzene

Conditions
ConditionsYield
With lithium bromide monohydrate; [bis(acetoxy)iodo]benzene In 2,2,2-trifluoroethanol at 20℃; for 0.166667h; regiospecific reaction;100%
106-41-2

4-bromo-phenol

77-78-1

dimethyl sulfate

104-92-7

1-bromo-4-methoxy-benzene

Conditions
ConditionsYield
With potassium carbonate In diethyl ether; acetone99.5%
Stage #1: 4-bromo-phenol With potassium carbonate In acetone for 0.25h;
Stage #2: dimethyl sulfate In acetone for 12h; Reflux;
95%
With aluminum oxide; potassium hydroxide for 6h; microwave irradiation;87%
With sodium hydroxide In diethyl ether for 2h; Heating;59%
100-66-3

methoxybenzene

A

104-92-7

1-bromo-4-methoxy-benzene

B

578-57-4

2-bromoanisole

C

21702-84-1

2,4-dibromoanisole

Conditions
ConditionsYield
With bromine; tetramethylammonium bromide In liquid sulphur dioxide at -23℃; Rate constant; Product distribution; Thermodynamic data; in H2O at 25 deg C, NaBr, HClO4; ΔH (excit), -ΔS (excit);A 98.99%
B 0.56%
C 0.43%
With (CH3)4Br In liquid sulphur dioxide at -23℃; Kinetics; Thermodynamic data; Product distribution; ΔH(excit.); ΔS(excit.);A 98.99%
B 0.56%
C 0.43%
With (CH3)4Br In liquid sulphur dioxide at -23℃;A 98.99%
B 0.56%
C 0.43%
100-09-4

4-methoxybenzoic acid

104-92-7

1-bromo-4-methoxy-benzene

Conditions
ConditionsYield
With potassium phosphate; tetrabuthylammonium tribromide In acetonitrile at 100℃; for 16h;98%
With 2,2'-azobis(isobutyronitrile); Bromotrichloromethane; 2,2’-disulfanediyldipyridine-1-oxide 2.) 100 deg C; Yield given. Multistep reaction;
With potassium phosphate; tetra-N-butylammonium tribromide In acetonitrile at 100℃; for 16h;
77-78-1

dimethyl sulfate

Amberlite IRA-400 p-bromophenoxide anion

Amberlite IRA-400 p-bromophenoxide anion

104-92-7

1-bromo-4-methoxy-benzene

Conditions
ConditionsYield
In methanol for 0.4h; Methylation;98%
100-66-3

methoxybenzene

A

104-92-7

1-bromo-4-methoxy-benzene

B

623-12-1

4-chloromethoxybenzene

Conditions
ConditionsYield
With sodium chlorite; silica gel; manganese(III) acetylacetonate; sodium bromide In dichloromethane at 25℃; for 2h;A 97%
B 3%
With tetraethylammonium chloride; tetraethylammonium bromide Product distribution; 1.) CH2Cl2, RT, 1 h, electrolysis, 2.) CH2Cl2, RT, 24 h; other halogenating agents; other benzene derivatives and olefins;
100-66-3

methoxybenzene

A

104-92-7

1-bromo-4-methoxy-benzene

B

578-57-4

2-bromoanisole

Conditions
ConditionsYield
With Oxone; potassium bromide In methanol at 20℃; for 1h;A 97%
B 2%
With Oxone; potassium bromide In acetonitrile at 20℃; for 24h;A 84%
B 15%
With PyHBrCl2 In methanol at 20℃; for 0.0833333h;A 78%
B 18%
459-64-3

4-methoxybenzenediazonium tetrafluoroborate

104-92-7

1-bromo-4-methoxy-benzene

Conditions
ConditionsYield
With dibenzo-18-crown-6; potassium bromide; copper(ll) bromide; 1,10-Phenanthroline; copper(I) bromide In acetonitrile at 20℃; for 0.333333h; Sandmeyer bromination;97%
With dibenzo-18-crown-6; N,N,N,N,-tetramethylethylenediamine; potassium bromide; copper(I) bromide; copper(ll) bromide In acetonitrile at 20℃; for 1h; Sandmeyer Reaction;90%
With potassium bromide In acetonitrile at 20℃; for 1h; Sandmeyer Reaction; Inert atmosphere;87%
With (triphenylphosphine)gold(I) chloride; sodium bromide In acetonitrile at 50℃; for 5h; Sandmeyer Reaction;67 %Chromat.
With Bromotrichloromethane; tetrabutylammonium perchlorate In N,N-dimethyl-formamide at 20℃; for 2h; Sandmeyer Reaction; Electrochemical reaction;55 %Chromat.
106-41-2

4-bromo-phenol

74-88-4

methyl iodide

104-92-7

1-bromo-4-methoxy-benzene

Conditions
ConditionsYield
Stage #1: 4-bromo-phenol With potassium carbonate In acetone for 0.166667h;
Stage #2: methyl iodide In acetone for 16h; Reflux;
95%
With potassium carbonate In acetonitrile at 20 - 50℃; for 6h;84%
With sodium hexamethyldisilazane In tetrahydrofuran at 20℃; for 22h; Inert atmosphere;83%
70744-47-7

(p-methoxyphenyl)tri-n-butylstannane

104-92-7

1-bromo-4-methoxy-benzene

Conditions
ConditionsYield
With hydrogenchloride; chloroamine-T; sodium bromide In ethanol; water at 0℃; for 0.25h;95%
128-08-5

N-Bromosuccinimide

171364-79-7

2-(4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

104-92-7

1-bromo-4-methoxy-benzene

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; for 14h;95%
171364-79-7

2-(4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

104-92-7

1-bromo-4-methoxy-benzene

Conditions
ConditionsYield
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; for 14h;95%

potassium 4-(methoxy)phenyltrifluoroborate

104-92-7

1-bromo-4-methoxy-benzene

Conditions
ConditionsYield
With tetra-N-butylammonium tribromide In tetrahydrofuran; water at 20℃; for 0.333333h; chemoselective reaction;94%
105-13-5

4-Methoxybenzyl alcohol

104-92-7

1-bromo-4-methoxy-benzene

Conditions
ConditionsYield
With lithium bromide monohydrate; [bis(acetoxy)iodo]benzene In 2,2,2-trifluoroethanol at 20℃; for 0.166667h; Solvent; regiospecific reaction;91%
With bis(collidine)bromine(I) hexafluorophosphate In dichloromethane at 20℃; for 3h;70%

2-(4-methoxy-phenyl)-decan-2-ol

A

104-92-7

1-bromo-4-methoxy-benzene

B

693-54-9

Decan-2-one

Conditions
ConditionsYield
With bis(collidine)bromine(I) hexafluorophosphate In dichloromethane at 20℃; for 1.5h;A n/a
B 91%
106-41-2

4-bromo-phenol

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

104-92-7

1-bromo-4-methoxy-benzene

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 140℃; for 0.5h; Microwave irradiation;89%
67963-68-2

t-butyldimethylsilyl-4-bromophenol

74-88-4

methyl iodide

104-92-7

1-bromo-4-methoxy-benzene

Conditions
ConditionsYield
With cesium fluoride In N,N-dimethyl-formamide for 12h; Ambient temperature;88%
106-41-2

4-bromo-phenol

121-45-9

phosphorous acid trimethyl ester

104-92-7

1-bromo-4-methoxy-benzene

Conditions
ConditionsYield
With boron trifluoride In diethyl ether for 0.0333333h; microwave irradiation;86%
124-41-4

sodium methylate

460-00-4

1-Bromo-4-fluorobenzene

104-92-7

1-bromo-4-methoxy-benzene

Conditions
ConditionsYield
In methanol Product distribution; Heating;85%
In methanol at 110℃; for 0.5h;85%

triethyl(4-methoxyphenyl)germane

104-92-7

1-bromo-4-methoxy-benzene

Conditions
ConditionsYield
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; for 4h;85%
104-94-9

4-methoxy-aniline

104-92-7

1-bromo-4-methoxy-benzene

Conditions
ConditionsYield
Stage #1: 4-methoxy-aniline With Bromotrichloromethane; sodium nitrite In dichloromethane; water at 23℃; for 0.0833333h; Sealed tube;
Stage #2: With acetic acid In dichloromethane; water at 70℃; for 24h; Temperature; Sealed tube;
84%
With N-Bromosuccinimide; sodium nitrite In N,N-dimethyl-formamide at 20℃; for 6h;80%
Stage #1: 4-methoxy-aniline With boron trifluoride diethyl etherate; lithium bromide In acetonitrile at 0℃; for 0.166667h;
Stage #2: With tert.-butylnitrite In acetonitrile at 0 - 20℃; for 1h;
80%
1927-95-3

4-bromophenyl acetate

74-88-4

methyl iodide

104-92-7

1-bromo-4-methoxy-benzene

Conditions
ConditionsYield
With sodium methylate In N,N-dimethyl-formamide for 0.5h; Ambient temperature;84%
589-87-7

1,4-bromoiodobenzene

74-88-4

methyl iodide

104-92-7

1-bromo-4-methoxy-benzene

Conditions
ConditionsYield
Stage #1: 1,4-bromoiodobenzene With copper(l) iodide; 1,10-Phenanthroline; potassium hydroxide In water; dimethyl sulfoxide at 20 - 100℃; Inert atmosphere;
Stage #2: methyl iodide With tetra-(n-butyl)ammonium iodide; potassium hydroxide In water; dimethyl sulfoxide at 20 - 100℃; Inert atmosphere;
84%

1,1-bis-(4-methoxy-phenyl)-pentan-1-ol

A

104-92-7

1-bromo-4-methoxy-benzene

B

1671-76-7

p-Methoxyvalerophenon

Conditions
ConditionsYield
With bis(collidine)bromine(I) hexafluorophosphate In dichloromethane at 20℃; for 1.5h;A n/a
B 83%
106-41-2

4-bromo-phenol

431-47-0

trifluoroacetic acid-methyl ester

104-92-7

1-bromo-4-methoxy-benzene

Conditions
ConditionsYield
Stage #1: 4-bromo-phenol With potassium tert-butylate In N,N-dimethyl-formamide at 20℃; for 0.0833333h;
Stage #2: trifluoroacetic acid-methyl ester In N,N-dimethyl-formamide for 10h;
83%
104-92-7

1-bromo-4-methoxy-benzene

20938-43-6

(4-D)-Anisol

Conditions
ConditionsYield
Stage #1: 1-bromo-4-methoxy-benzene With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Inert atmosphere;
Stage #2: With d(4)-methanol In tetrahydrofuran at -78 - 0℃; Inert atmosphere;
100%
With tetrahydrofuran-d8; 2,2'-azobis-(2,4-dimethylvaleronitrile); tri-n-butyl-tin hydride for 5h; Reflux; regioselective reaction;94%
With sodium amalgam; deuteromethanol for 2h; Heating;90%
104-92-7

1-bromo-4-methoxy-benzene

98273-59-7

4-bromo-2-iodo-anisole

Conditions
ConditionsYield
Stage #1: 1-bromo-4-methoxy-benzene In tetrahydrofuran; hexane; pentane at -30℃; for 20h;
Stage #2: With iodine In tetrahydrofuran; hexane; pentane at 20℃; for 1h; Further stages.;
100%
With iodine; 1-(p-methylbenzenesulfonyloxy)-1,2-benziodoxol-3(1H)-one In acetonitrile for 16h; Ambient temperature;99%
With [bis(acetoxy)iodo]benzene; iodine In ethyl acetate at 60℃; for 5h;99%
75-77-4

chloro-trimethyl-silane

104-92-7

1-bromo-4-methoxy-benzene

877-68-9

4-trimethylsilylanisole

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane at 0 - 20℃; for 1h; Inert atmosphere;100%
Stage #1: 1-bromo-4-methoxy-benzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h;
Stage #2: chloro-trimethyl-silane In tetrahydrofuran; hexane at -78 - 20℃;
99%
Stage #1: 1-bromo-4-methoxy-benzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; Inert atmosphere; Schlenk technique;
Stage #2: chloro-trimethyl-silane In tetrahydrofuran; hexane at -78 - 20℃; for 18h; Inert atmosphere; Schlenk technique;
96%
104-92-7

1-bromo-4-methoxy-benzene

1694-19-5

p-methoxystilbene

Conditions
ConditionsYield
With cis-(N,N'-bis(2,2-diethoxyethyl)imidazolin-2-ylidene)dichlorotriphenylphosphinepalladium(II); tetrabutylammomium bromide; potassium carbonate In N,N-dimethyl-formamide at 140℃; for 2h; Heck reaction;100%
With 1-naphthalenomethyl-3-benzylimidazolidinium chloride; palladium diacetate; potassium carbonate In water; N,N-dimethyl-formamide at 80℃; for 2h; Reagent/catalyst; Green chemistry;100%
With C180H144O4P8Pd4S4(4+)*4CF3O3S(1-); sodium acetate In N,N-dimethyl acetamide; water at 120℃; for 24h; Solvent; Reagent/catalyst; Temperature; Heck Reaction; Inert atmosphere;100%
104-92-7

1-bromo-4-methoxy-benzene

16419-60-6

2-Methylphenylboronic acid

92495-54-0

4'-methoxy-2-methylbiphenyl

Conditions
ConditionsYield
With C31H26N6O4Pd; potassium carbonate In water at 100℃; for 3h; Suzuki-Miyaura coupling;100%
With C38H53Cl2N2O2PPd*CH2Cl2; tetrabutylammomium bromide; potassium hydroxide In water at 80℃; for 12h; Suzuki-Miyaura Coupling; Schlenk technique;100%
With potassium phosphate; (PdCl2)(2-pyridyl)-6-isopropyl cis piperidine complex In water; N,N-dimethyl-formamide at 110℃; for 2h;99%
104-92-7

1-bromo-4-methoxy-benzene

75467-36-6

5-O-(tert-butyldimethylsilyl)-2,3-O-isopropylidene-D-ribonolactone

115129-94-7, 115130-17-1

5-O-<(1,1-dimethylethyl)dimethylsilyl>-2,3-O-(1-methylethylidene)-1-C-(4-methoxyphenyl)-D-ribofuranose

Conditions
ConditionsYield
With tert.-butyl lithium In tetrahydrofuran; pentane 1.) -78 to 0 deg C, 1 h, 2) -78 deg C, 6 h;100%
104-92-7

1-bromo-4-methoxy-benzene

696-62-8

para-iodoanisole

Conditions
ConditionsYield
With copper(l) iodide; N,N`-dimethylethylenediamine In 1,4-dioxane for 24h; Reflux;100%
With copper(l) iodide; trans-N,N'-dimethylcyclohexane-1,2-diamine; sodium iodide In acetonitrile at 100℃; for 1.25h; Buchwald's halogen exchange reaction; Inert atmosphere; Microwave irradiation;95%
With copper(I) oxide; L-proline; potassium iodide In ethanol at 110℃; for 30h; Schlenk technique; Inert atmosphere; Sealed tube;87%
104-92-7

1-bromo-4-methoxy-benzene

21702-84-1

2,4-dibromoanisole

Conditions
ConditionsYield
With (CH3)4Br In liquid sulphur dioxide at -23℃; Rate constant;100%
With (CH3)4Br In liquid sulphur dioxide at -23℃;100%
With N-Bromosuccinimide; iodine In acetonitrile for 12h; Darkness;93%
104-92-7

1-bromo-4-methoxy-benzene

100-66-3

methoxybenzene

Conditions
ConditionsYield
With hydrogen In methanol at 70℃; under 750.075 Torr; for 0.333333h;100%
With LiCrH4*2LiCl*2THF In tetrahydrofuran at 25℃; for 12h;98%
Stage #1: 1-bromo-4-methoxy-benzene With n-butyllithium In tetrahydrofuran; hexane at -58℃; for 0.000861111h;
Stage #2: With methanol In tetrahydrofuran; hexane at -58℃; for 0.000436111h;
92%
104-92-7

1-bromo-4-methoxy-benzene

536-74-3

phenylacetylene

7380-78-1

4-(phenylethynyl)anisole

Conditions
ConditionsYield
With copper(l) iodide; 1,2-bis(diphenylphosphino)-1'-(diisopropylphosphino)-3',4-di-tert-butyl ferrocene; potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)) In N,N-dimethyl-formamide at 130℃; for 20h; Sonogashira cross-coupling;100%
With copper(l) iodide; ethanolamine; bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran; water at 60℃; for 24h; Sonogashira coupling;99%
With copper(l) iodide; triethylamine; tris(dibenzylideneacetone)dipalladium (0) In toluene at 20℃; Sonogashira coupling;98%
104-92-7

1-bromo-4-methoxy-benzene

98-80-6

phenylboronic acid

613-37-6

4-methoxylbiphenyl

Conditions
ConditionsYield
With potassium carbonate; {1,3-di[(R)-1-PhEt]imidazolin-2-ylidene}(PPh3)PdI2 In xylene at 130℃; for 14h; Suzuki-Miyaura cross-coupling reaction;100%
With 1,2-bis(diphenylphosphino)-1'-(diisopropylphosphino)-3',4-di-tert-butyl ferrocene; potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)) In xylene at 130℃; for 20h; Suzuki cross-coupling;100%
With 1,4-diaza-bicyclo[2.2.2]octane; PEG-400; potassium carbonate; palladium diacetate at 110℃; for 2h; Suzuki-Miyaura cross-coupling reaction;100%
104-92-7

1-bromo-4-methoxy-benzene

141-32-2

acrylic acid n-butyl ester

173464-57-8, 40458-52-4, 121725-19-7

(E)-3-(4-methoxyphenyl)acrylic acid butyl ester

Conditions
ConditionsYield
With 1,2-bis(diphenylphosphino)-1'-(diisopropylphosphino)-3',4-di-tert-butyl ferrocene; potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)) In N,N-dimethyl-formamide at 130℃; for 20h; Heck cross-coupling;100%
With phenyl carbamate; tetrabutylammomium bromide; potassium carbonate; palladium diacetate In N,N-dimethyl-formamide at 130℃; for 2h; Heck-type reaction;99%
With potassium carbonate; di-μ-acetato-bis[2-[bis(1,1-dimethylethyl)phosphino]-2-methylpropyl-C,P]dipalladium In ISOPROPYLAMIDE99.2%
104-92-7

1-bromo-4-methoxy-benzene

1694-19-5

E-1-(phenyl)-2-(4'-methoxyphenyl)ethene

Conditions
ConditionsYield
With potassium phosphate; palladium diacetate In N,N-dimethyl acetamide at 140℃; for 42h; Heck reaction;100%
With 1,3-bis-(2-ethoxybenzyl)-3,4,5,6-tetrahydropyrimidinium chloride; palladium diacetate; potassium carbonate In water; N,N-dimethyl-formamide at 80℃; for 4h; Heck reaction; stereoselective reaction;99%
With C34H26Cl2N10Pd; tetrabutylammomium bromide; sodium acetate at 120℃; for 12h; Reagent/catalyst; Heck Reaction;99%
110-91-8

morpholine

104-92-7

1-bromo-4-methoxy-benzene

27347-14-4

N-(4-methoxyphenyl)morpholine

Conditions
ConditionsYield
With (55)Pd068(44)Ni032; potassium carbonate In water at 50℃; for 5h; Catalytic behavior; Buchwald-Hartwig Coupling;100%
With sodium t-butanolate; 1-(2-di-tert-butylphosphinophenyl)-3,5-diphenyl-1H-pyrazole; tris(dibenzylideneacetone)dipalladium (0) In tert-Amyl alcohol at 85℃;99%
With potassium hydroxide; bis(tri-tert-butylphosphine)palladium(0); cetyltrimethylammonim bromide In water; toluene at 90℃; for 3h;99%
104-92-7

1-bromo-4-methoxy-benzene

98-86-2

acetophenone

24845-40-7

2-(4-methoxyphenyl)acetophenone

Conditions
ConditionsYield
With [(di-tert-butylneopentylphosphine)PdCl2]2; sodium t-butanolate In toluene at 22℃; for 5h; Inert atmosphere;100%
With C16H14N6O4Pd; potassium tert-butylate In acetonitrile at 82℃; for 2h; Schlenk technique; Reflux;93%
With sodium t-butanolate; palladium diacetate; 2'-hydroxy-2-di-cyclohexylphosphinobiphenyl-4'-sulfonic acid In N,N-dimethyl-formamide at 80℃; for 14.75h;82%
104-92-7

1-bromo-4-methoxy-benzene

960-16-7

tributylphenylstannane

613-37-6

4-methoxylbiphenyl

Conditions
ConditionsYield
With 1,1-Dimethylurea; ammonium chloride; LACTOSE; tris(dibenzylideneacetone)dipalladium(0) chloroform complex; triphenyl-arsane at 90℃; for 6h; Stille coupling;100%
With cesium fluoride; palladium(II) trifluoroacetate In 1,4-dioxane at 100℃; for 6h; Stille cross-coupling;99%
With potassium fluoride; tetrabutylammomium bromide; tris-(o-tolyl)phosphine; copper(I) oxide at 125 - 130℃; for 30h; Stille cross-coupling;96%
1739-84-0

1,2-dimethyl-1H-imidazole

104-92-7

1-bromo-4-methoxy-benzene

1,2-dimethyl-5-(4-methoxyphenyl)-1H-imidazole

Conditions
ConditionsYield
With C27H22N4O2Pd; potassium acetate In N,N-dimethyl acetamide at 140℃; for 18h; Catalytic behavior; Schlenk technique; Inert atmosphere;100%
With palladium diacetate; potassium carbonate; tricyclohexylphosphine; Trimethylacetic acid In N,N-dimethyl-formamide at 180℃; for 0.5h; Inert atmosphere; Microwave irradiation;85%
With C24H22ClN3OPdSe; potassium carbonate; Trimethylacetic acid In dimethyl amine at 110℃; for 10h; Reagent/catalyst; regioselective reaction;84%
104-92-7

1-bromo-4-methoxy-benzene

106-49-0

p-toluidine

39253-43-5

N-(4-methylphenyl)-4-methoxyaniline

Conditions
ConditionsYield
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℃; Temperature; Buchwald-Hartwig Coupling; Inert atmosphere;100%
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 21h; Inert atmosphere; Micellar solution;99%
With caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; palladium diacetate In toluene at 110℃; for 144h; Buchwald-Hartwig amination;97%
104-92-7

1-bromo-4-methoxy-benzene

5720-05-8

4-methylphenylboronic acid

53040-92-9

4-(4-tolyl)anisole

Conditions
ConditionsYield
With potassium carbonate; palladium dichloride In ethanol; water at 20℃; for 0.166667h; Suzuki-Miyaura reaction;100%
With sodium carbonate; polystyrene-supported N-heterocyclic carbene-Pd catalyst In N,N-dimethyl-formamide at 20℃; for 24h; Suzuki reaction;99%
With C28H38Cl2N2O6PdS2(2-)*2Na(1+); potassium carbonate In ethanol; water at 70℃; for 1.5h; Suzuki coupling;99%
104-92-7

1-bromo-4-methoxy-benzene

93-55-0

1-phenyl-propan-1-one

35572-38-4, 35572-40-8, 84839-92-9, 35572-39-5

2-(4-methoxyphenyl)-1-phenylpropan-1-one

Conditions
ConditionsYield
With [(di-tert-butylneopentylphosphine)PdCl2]2; sodium t-butanolate In toluene at 22℃; for 5h; Inert atmosphere;100%
With diaminochlorophosphine ligand; sodium t-butanolate; [Pd(dibenzylideneacetone)2] In toluene at 105℃; for 24h;98%
With sodium t-butanolate; (1,1'-bis(di-tert-butylphosphino)ferrocene)PdCl2 In tetrahydrofuran at 20℃;97%
104-92-7

1-bromo-4-methoxy-benzene

111-71-7

heptanal

tri-n-butyllithium magnesate complex

1-(4-methoxyphenyl)-1-heptanol

Conditions
ConditionsYield
Stage #1: 1-bromo-4-methoxy-benzene; tri-n-butyllithium magnesate complex In tetrahydrofuran; hexane at 0℃; for 0.5h;
Stage #2: heptanal In tetrahydrofuran; hexane at -78℃; for 0.5h; Further stages.;
100%
104-92-7

1-bromo-4-methoxy-benzene

13922-41-3

1-Naphthylboronic acid

27331-33-5

1-(4-methoxyphenyl)naphthalene

Conditions
ConditionsYield
With di-tert-butyl(4-sulfonatobenzyl)phosphonium; palladium diacetate; sodium carbonate In water; acetonitrile at 50℃; Reagent/catalyst; Suzuki Coupling; Inert atmosphere; Glovebox;100%
With di-tert-butyl(4-sulfonatobenzyl)phosphonium; palladium diacetate; sodium carbonate In water; acetonitrile at 50℃; Reagent/catalyst; Suzuki Coupling; Inert atmosphere; Glovebox;100%
With C38H53Cl2N2O2PPd*CH2Cl2; tetrabutylammomium bromide; potassium hydroxide In water at 80℃; for 12h; Suzuki-Miyaura Coupling; Schlenk technique;100%
104-92-7

1-bromo-4-methoxy-benzene

5720-07-0

4-methoxyphenylboronic acid

2132-80-1

4,4'-Dimethoxybiphenyl

Conditions
ConditionsYield
With air; potassium carbonate; [Pd(Cl)κ2N,C,-CH2C6H2(4,6-Me)2CH=NC6H3(2,6-iPr)2]2 In ethanol for 2h; Suzuki-Miyaura coupling reaction; Heating;100%
With sodium carbonate; palladium on activated charcoal In ethanol at 20℃; for 5h; Suzuki-Miyaura cross-coupling;100%
With potassium carbonate In water at 50℃; for 1h; Suzuki-Miyaura Coupling; Green chemistry;100%
104-92-7

1-bromo-4-methoxy-benzene

149104-90-5

4-acetylphenylboronic acid

13021-18-6

1-(4'-methoxy-biphenyl-4-yl)-ethanone

Conditions
ConditionsYield
With sodium phosphate; palladium on activated charcoal In water; isopropyl alcohol at 20℃; for 48h; Suzuki-Miyaura coupling reaction;100%
With potassium carbonate In ethanol; water at 50℃; for 2.5h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;98%
With trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); potassium carbonate In water for 8h; Catalytic behavior; Suzuki-Miyaura Coupling; Sealed tube; Inert atmosphere; Reflux;97%
104-92-7

1-bromo-4-methoxy-benzene

98-80-6

phenylboronic acid

A

92-52-4

biphenyl

B

613-37-6

4-methoxylbiphenyl

Conditions
ConditionsYield
With potassium hydroxide In toluene at 100℃; for 6h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;A n/a
B 100%
With C34H28Cl2N2P2Pd(2+); potassium carbonate In isopropyl alcohol at 20℃; for 4h; Reagent/catalyst; Suzuki-Miyaura Coupling;A 3%
B 98%
With potassium carbonate In ethanol; water at 60℃; for 5h; Catalytic behavior; Suzuki-Miyaura Coupling;A 6.3%
B 87%
104-92-7

1-bromo-4-methoxy-benzene

5720-06-9

2-Methoxyphenylboronic acid

49602-47-3

2,4'-dimethoxybiphenyl

Conditions
ConditionsYield
With sodium phosphate; palladium on activated charcoal In water; isopropyl alcohol at 20℃; for 5h; Suzuki-Miyaura reaction;100%
With sodium hydrogencarbonate; palladium on activated charcoal In methanol at 20℃; for 8h; Suzuki-Miyaura coupling reaction;100%
With sodium phosphate dodecahydrate In isopropyl alcohol at 20℃; for 7h; Suzuki-Miyaura coupling reaction; Inert atmosphere;100%
104-92-7

1-bromo-4-methoxy-benzene

95-51-2

2-Chloroaniline

53595-99-6

2-chloro-N-(4-methoxyphenyl)aniline

Conditions
ConditionsYield
With tri-tert-butyl phosphine; sodium t-butanolate; palladium diacetate In toluene for 22h; Heating;100%
With sodium t-butanolate; palladium diacetate; (2,2-dimethylpropane-1,3-diyl)bis(diphenylphosphane) In 1,4-dioxane at 80℃; for 72h; Heating / reflux;73%
With C22H26Cl2NPPd; sodium t-butanolate In toluene at 110℃; for 22h; Inert atmosphere;
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    Product Name 4-bromoanisole CAS No 104-92-7 Formula C7H7BrO Molecular Weight 187.03400

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The p-Bromoanisole, with its CAS registry number 104-92-7, has the IUPAC name of 1-bromo-4-methoxybenzene. For being a kind of colourless liquid, it is soluble in ethanol, diethyl ehter and chloroform while insoluble in water. Besides, it is stable chemically but incompatible with strong oxidizing agents, with its product categories including Aromatic Ethers; AnisoleSeries; Anisole; Anisoles, Alkyloxy Compounds & Phenylacetates; Bromine Compounds.

The characteristics of this chemical are as below: (1)ACD/LogP: 3.08; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.084; (4)ACD/LogD (pH 7.4): 3.084; (5)ACD/BCF (pH 5.5): 129.856; (6)ACD/BCF (pH 7.4): 129.856; (7)ACD/KOC (pH 5.5): 1133.508; (8)ACD/KOC (pH 7.4): 1133.508; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 9.23; (13)Index of Refraction: 1.539; (14)Molar Refractivity: 40.622 cm3; (15)Molar Volume: 129.621 cm3; (16)Polarizability: 16.104×10-24 cm3; (17)Surface Tension: 34.63 dyne/cm; (18)Density: 1.443 g/cm3; (19)Flash Point: 96.648 °C; (20)Enthalpy of Vaporization: 44.078 kJ/mol; (21)Boiling Point: 222.999 °C at 760 mmHg; (22)Vapour Pressure: 0.147 mmHg at 25°C; (23)Exact Mass: 185.968027; (24)MonoIsotopic Mass: 185.968027; (25)Topological Polar Surface Area: 9.2; (26)Heavy Atom Count: 9; (27)Complexity: 77.

The production method of this chemical: 4-Methoxybenzenediazonium o-benzenedisulfonimide could react to produce p-Bromoanisole. This reaction could happen in the presence of the reagent of tetrabutylammonium bromide and the solvent of acetonitrile. And it requires the reaction time of 45 min and the reaction temp. of 60 ℃.

Use of this chemical: p-Bromoanisole could react with N,N-dimethyl-formamide and benzylamine to produce 4-methoxy-benzoic acid benzylamide. This reaction could happen in the presence of the reagent of imidazole, KO-t-Bu, and 1,1'-bis(diphenylphosphino)ferrocene and the catalytic agent of Pd(OAc)2.  

When comes to its usage, it is widely applied in many ways. It could be used as the raw material of spice and dyes, and also as the intermediate in organic synthesis and pharmaceutics; Then this chemical could also be used as the solvent.

If you are dealing with this chemical, you should be cautious. For being a kind of harmful chemical which may cause damage to health, you should avoid contacting with skin and eyes. And then do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer).

Additionally, you could obtain the molecular structure by converting the following datas:
(1)Canonical SMILES: COC1=CC=C(C=C1)Br
(2)InChI: InChI=1S/C7H7BrO/c1-9-7-4-2-6(8)3-5-7/h2-5H,1H3
(3)InChIKey: QJPJQTDYNZXKQF-UHFFFAOYSA-N 

Below are the toxicity information of this chemical:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1186mg/kg (1186mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 44(12), Pg. 19, 1979.
mouse LD50 oral 2200mg/kg (2200mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 44(12), Pg. 19, 1979.