2-Bromoanisole supplier | CasNO.578-57-4

Name
2-Bromoanisole
EINECS 209-425-8
CAS No. 578-57-4
Article Data79
CAS DataBase
Density 1.443 g/cm³
Solubility soluble in ethanol and diethyl ether, insoluble in water
Melting Point 2 °C(lit.)
Formula C₇H₇BrO
Boiling Point 215.999 °C at 760 mmHg
Molecular Weight 187.036
Flash Point 96.667 °C
Transport Information UN 3082 9/PG 3
Appearance colourless liquid
Safety 61-24/25
Risk Codes 51/53
Molecular Structure
Hazard Symbols N,Xi
Synonyms Anisole,o-bromo- (6CI,7CI,8CI);1-Bromo-2-methoxybenzene;2-Bromo-1-methoxybenzene;2-Bromomethoxybenzene;2-Methoxyphenylbromide;NSC 6977;o-Anisyl bromide;o-Bromoanisole;o-Bromomethoxybenzene;o-Bromophenyl methyl ether;o-Methoxyphenyl bromide;2-Bromoanisole;
PSA 9.23000
LogP 2.45770

Synthetic route

: 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

Conditions	Yield
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%

...Expand

: 90-04-0
2-methoxy-phenylamine

: 578-57-4
2-bromoanisole

Conditions

Conditions	Yield
With tert.-butylnitrite; tetrabutylammomium bromide; copper(I) bromide; 10-camphorsulfonic acid In acetonitrile at 20℃; for 24h; Reagent/catalyst; Time; Solvent;	98%
Stage #1: 2-methoxy-phenylamine With tert.-butylnitrite In dichloromethane; water at 0℃; for 0.166667h; Stage #2: With carbon tetrabromide; dimethylglyoxal In dichloromethane; water at 15 - 35℃; for 16h;	78%
With tert.-butylnitrite; tetrabutylammomium bromide; toluene-4-sulfonic acid; copper(ll) bromide In acetonitrile at 20℃; for 23h;	74%

: 100-66-3
methoxybenzene

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

B: 578-57-4
2-bromoanisole

Conditions

Conditions	Yield
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%

: 5720-06-9
2-Methoxyphenylboronic acid

: 578-57-4
2-bromoanisole

Conditions

Conditions	Yield
With N-Bromosuccinimide In acetonitrile at 80℃; for 12h;	97%
With tetrabutylammomium bromide; copper(ll) bromide In water at 100℃; for 8h; Sealed tube;	82%
With 1,10-Phenanthroline; oxygen; potassium bromide; copper(ll) bromide In N,N-dimethyl-formamide at 130℃; for 20h;	67%
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; sodium methylate In methanol; water; acetonitrile at 23℃;	94 % Chromat.

: 95-56-7
2-hydroxybromobenzene

: 74-88-4
methyl iodide

: 578-57-4
2-bromoanisole

Conditions

Conditions	Yield
Stage #1: 2-hydroxybromobenzene With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 1.16667h; Inert atmosphere; Stage #2: methyl iodide In tetrahydrofuran; mineral oil at 20℃; for 19h; Inert atmosphere; Reflux;	97%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2.5h; Inert atmosphere;	96%
With potassium hydroxide In CD2Cl2; hexane; acetonitrile	89%

: 95-56-7
2-hydroxybromobenzene

: 77-78-1
dimethyl sulfate

: 578-57-4
2-bromoanisole

Conditions

Conditions	Yield
With potassium carbonate at 60℃; for 0.3h; Williamson synthesis;	94%
With sodium hydroxide
With potassium hydroxide
With sodium hydroxide for 3h; Heating;
With potassium carbonate In acetone Inert atmosphere;

: 579-75-9
2-Methoxybenzoic acid

: 578-57-4
2-bromoanisole

Conditions

Conditions	Yield
With potassium phosphate; tetrabuthylammonium tribromide In acetonitrile at 100℃; for 16h; Reagent/catalyst;	90%

: 108-86-1
bromobenzene

: potassium ferrocyanide

: 578-57-4
2-bromoanisole

Conditions

Conditions	Yield
With sodium carbonate In N,N-dimethyl-formamide at 120℃; for 4h;	90%

: 95-56-7
2-hydroxybromobenzene

: 616-38-6
carbonic acid dimethyl ester

: 578-57-4
2-bromoanisole

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide for 0.0583333h; microwave irradiation;	84%
With leucine intercalated Mg-Al layered double hydorxide at 180℃; for 6h; Autoclave; Green chemistry; chemoselective reaction;	87 %Chromat.

: 2-bromophenyltrimethylammonium trifluoromethanesulfonate

: 865-33-8
potassium methanolate

: 578-57-4
2-bromoanisole

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 25℃; for 3h; Inert atmosphere; Schlenk technique;	84%

: triethyl(2-methoxyphenyl)germane

: 578-57-4
2-bromoanisole

Conditions

Conditions	Yield
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; for 4h;	75%

: 95-56-7
2-hydroxybromobenzene

: 121-45-9
phosphorous acid trimethyl ester

: 578-57-4
2-bromoanisole

Conditions

Conditions	Yield
With boron trifluoride In diethyl ether for 0.0416667h; microwave irradiation;	74%

: 21702-84-1
2,4-dibromoanisole

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

B: 578-57-4
2-bromoanisole

Conditions

Conditions	Yield
With butyl magnesium bromide; zirconocene dichloride In tetrahydrofuran for 3h; Ambient temperature;	A 72% B 22%

: 5720-06-9
2-Methoxyphenylboronic acid

A: 578-57-4
2-bromoanisole

B: 100-66-3
methoxybenzene

Conditions

Conditions	Yield
With tetrabutylammomium bromide; copper(ll) bromide In water at 100℃; for 8h; Sealed tube;	A 64% B 20%
With tetrabutylammomium bromide; copper(ll) bromide In water at 100℃; for 8h; Sealed tube;	A 12% B 26%

: 579-75-9
2-Methoxybenzoic acid

A: 578-57-4
2-bromoanisole

B: 2476-35-9
5-bromo-2-methoxybenzoic acid

Conditions

Conditions	Yield
With potassium phosphate; bromine In acetonitrile at 100℃; for 4h; Reagent/catalyst;	A 26% B 56%

: 2-methoxybenzenediazonium o-benzenedisulfonamide

: 578-57-4
2-bromoanisole

Conditions

Conditions	Yield
With tetrabutylammomium bromide; copper In acetonitrile at 20℃; for 0.75h; Substitution;	55%
With tetrabutylammomium bromide In acetonitrile at 60℃; for 0.75h; Substitution;	53%

: 1232133-61-7
(2,4,6-trimethylphenyl)(2’-methoxyphenyl)iodonium triflate

: 578-57-4
2-bromoanisole

Conditions

Conditions	Yield
With copper(I) bromide In acetonitrile at 80℃; for 2h;	47%

: 579-75-9
2-Methoxybenzoic acid

A: 578-57-4
2-bromoanisole

B: 21702-84-1
2,4-dibromoanisole

C: 2476-35-9
5-bromo-2-methoxybenzoic acid

Conditions

Conditions	Yield
With potassium phosphate; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione In acetonitrile at 100℃; for 4h;	A 40% B 7% C 32%

...Expand

: 766-51-8
2-Chloroanisole

: 578-57-4
2-bromoanisole

Conditions

Conditions	Yield
With dibromodifluoromethane; ISOPROPYLAMIDE; copper at 150℃; for 8h; Further byproducts given;	11%

phosgene: phosgene

: 60-29-7
diethyl ether

: 21702-84-1
2,4-dibromoanisole

: phenylmagnesium bromide

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

B: 578-57-4
2-bromoanisole

C: 100-66-3
methoxybenzene

...Expand

: 95-56-7
2-hydroxybromobenzene

: 578-57-4
2-bromoanisole

Conditions

Conditions	Yield
With potassium hydroxide; methyl iodide
With diazomethane; diethyl ether
(methylation);

: 95-56-7
2-hydroxybromobenzene

: 80-48-8
methyl p-toluene sulfonate

: 578-57-4
2-bromoanisole

Conditions

Conditions	Yield
With potassium hydroxide

: 38603-09-7
2,6-dibromoanisole

: 578-57-4
2-bromoanisole

Conditions

Conditions	Yield
With water; isopropylmagnesium chloride 1) THF, 40 deg C, 3 h; 2) 0 deg C; Yield given. Multistep reaction;

: 704-43-8
(2-methoxy-phenyl)-trimethyl-silane

: 578-57-4
2-bromoanisole

Conditions

Conditions	Yield
With N-chloro-succinimide; sodium bromide In methanol for 0.0833333h; Ambient temperature; Yield given;
With N-chloro-succinimide; sodium bromide In methanol for 0.0833333h; Ambient temperature;

: 67-56-1
methanol

sodium-<2-bromo-phenolate>: sodium-<2-bromo-phenolate>

: 578-57-4
2-bromoanisole

Conditions

Conditions	Yield
With carbon monoxide at 180℃;

: 74-96-4
ethyl bromide

: 60-29-7
diethyl ether

: 21702-84-1
2,4-dibromoanisole

magnesium: magnesium

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

B: 578-57-4
2-bromoanisole

C: 100-66-3
methoxybenzene

...Expand

: 7647-01-0
hydrogenchloride

: 38603-09-7
2,6-dibromoanisole

: 578-57-4
2-bromoanisole

: 60333-75-7
O-allyl-2-bromophenol

: 74-88-4
methyl iodide

A: 578-57-4
2-bromoanisole

B: 100-66-3
methoxybenzene

Conditions

Conditions	Yield
Stage #1: O-allyl-2-bromophenol With [2,2]bipyridinyl; tetrabutylammonium tetrafluoroborate; palladium dichloride In N,N-dimethyl-formamide at 20℃; Reduction; Electrochemical reaction; Stage #2: methyl iodide With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 12h; Methylation;

...Expand

: 5720-06-9
2-Methoxyphenylboronic acid

A: 578-57-4
2-bromoanisole

B: 21702-84-1
2,4-dibromoanisole

C: 89694-45-1
5-bromo-2-methoxyphenylboronic acid

Conditions

Conditions	Yield
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione In water; acetonitrile at 40℃; for 4h;	A 45 % Chromat. B 18 % Chromat. C 34 % Chromat.

...Expand

: 578-57-4
2-bromoanisole

: 21702-84-1
2,4-dibromoanisole

Conditions

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 N-Bromosuccinimide; iodine In acetonitrile for 12h; Darkness;	99%
With dihydrogen peroxide; ammonium bromide; acetic acid at 20℃; for 12h;	54%
With bromine; tetramethylammonium bromide In liquid sulphur dioxide at -23℃; Product distribution; Rate constant;

: 578-57-4
2-bromoanisole

: 98-80-6
phenylboronic acid

: 86-26-0
2-methoxy-1,1'-biphenyl

Conditions

Conditions	Yield
With di-tert-butyl(4-sulfonatobenzyl)phosphonium; palladium diacetate; sodium carbonate In water at 50℃; for 24h; Solvent; Temperature; Reagent/catalyst; Suzuki Coupling; Inert atmosphere; Glovebox;	100%
With di-tert-butyl(4-sulfonatobenzyl)phosphonium; palladium diacetate; sodium carbonate In water at 50℃; Reagent/catalyst; Solvent; Temperature; Suzuki Coupling; Inert atmosphere; Glovebox;	100%
With sodium carbonate In water at 100℃; Suzuki-Miyaura reaction;	99.1%

: 578-57-4
2-bromoanisole

: 106-49-0
p-toluidine

: 107455-62-9
2-methoxy-N-(4-methylphenyl)aniline

Conditions

Conditions	Yield
With palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene for 24h; Buchwald-Hartwig Coupling; Inert atmosphere; Reflux;	100%
With bis[2-(diphenylphosphino)phenyl] ether; sodium t-butanolate; palladium dichloride In toluene at 80℃; for 3h;	97%
With palladium diacetate; bis[2-(diphenylphosphino)phenyl] ether; sodium t-butanolate In toluene at 80℃; for 3h;	94%

: 578-57-4
2-bromoanisole

: 100-52-7
benzaldehyde

: 22788-49-4
2-methoxyphenyl(phenyl)methanol

Conditions

Conditions	Yield
Stage #1: 2-bromoanisole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; Stage #2: benzaldehyde In tetrahydrofuran; hexane at -78 - 22℃; for 20h; Inert atmosphere;	100%
Stage #1: 2-bromoanisole With magnesium; lithium chloride In tetrahydrofuran at 50℃; for 0.125h; Flow reactor; Stage #2: benzaldehyde In tetrahydrofuran at 20℃; for 0.333333h; Flow reactor;	95%
Stage #1: 2-bromoanisole With n-butyllithium In tetrahydrofuran; hexane at -78℃; Inert atmosphere; Stage #2: benzaldehyde In tetrahydrofuran; hexane at -78 - 20℃; for 17h; Inert atmosphere;	90%

: 578-57-4
2-bromoanisole

: 88-18-6
2-tert-Butylphenol

: 3-tert-butyl-2'-methoxybiphenyl-2-ol

Conditions

Conditions	Yield
With caesium carbonate; diisopropyl(2-tert-butyl)phenoxyphosphine; RhCl(PPh3)3 In toluene for 18h; Heating;	100%

: 578-57-4
2-bromoanisole

: 5720-05-8
4-methylphenylboronic acid

: 92495-53-9
2-methoxy-4'-methylbiphenyl

Conditions

Conditions	Yield
With potassium carbonate; palladium dichloride In ethanol; water at 20℃; for 0.25h; Suzuki-Miyaura reaction;	100%
With Pd/C; potassium carbonate In ethanol; water at 100℃; for 3h; Suzuki-Miyaura Coupling;	95%
With cetyltrimethylammonim bromide; sodium hydroxide In water at 25℃; for 1h; Catalytic behavior; Suzuki Coupling; Microwave irradiation;	94%

: 1663-39-4
tert-Butyl acrylate

: 578-57-4
2-bromoanisole

: 474097-69-3
tert-butyl (E)-3-(2-methoxyphenyl)prop-2-enoate

Conditions

Conditions	Yield
With IMes-Pd(dmba)Cl; potassium carbonate In 1-methyl-pyrrolidin-2-one at 140℃; for 18h; Heck-Mizoroki reaction; Inert atmosphere;	100%
With dichlorobis(1,4-dimesityl-1H-1,2,3-triazol-5-ylidene)palladium(II); sodium acetate In N,N-dimethyl acetamide at 150℃; for 8h; Mizoroki-Heck reaction; Inert atmosphere; optical yield given as %de;	51%
With C4H7Cl2Pd(1-)*C27H39N2(1+); potassium carbonate In N,N-dimethyl-formamide at 100℃; for 40h; Heck Reaction; Sealed tube;	51%

: 578-57-4
2-bromoanisole

: 138642-62-3
2-Cyanophenylboronic acid

: 2'-methoxy-[1,1'-biphenyl]-2-carbonitrile

Conditions

Conditions	Yield
With sodium tetrachloropalladate(II); 2-(1-(1-phenylethylamino)methyl)pyridine In water; N,N-dimethyl-formamide at 110℃; for 16h; Suzuki-Miyaura coupling;	100%

: 578-57-4
2-bromoanisole

: 29841-69-8
(S,S)-1,2-diphenyl-1,2-diaminoethane

: (1R,2R)-N1,N2-bis(2-methoxyphenyl)-1,2-diphenylethane-1,2-diamine

Conditions

Conditions	Yield
Stage #1: (S,S)-1,2-diphenyl-1,2-diaminoethane With tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In toluene at 20℃; for 1.5h; Inert atmosphere; Schlenk technique; Glovebox; Stage #2: 2-bromoanisole In toluene at 120℃; for 9h; Inert atmosphere; Schlenk technique; Glovebox;	100%

: 578-57-4
2-bromoanisole

: 2043-61-0
cyclohexanecarbaldehyde

: 92300-73-7
cyclohexyl (2-methoxyphenyl)methanol

Conditions

Conditions	Yield
Stage #1: 2-bromoanisole With iodine; magnesium In tetrahydrofuran for 6.16667h; Sealed tube; Inert atmosphere; Reflux; Stage #2: cyclohexanecarbaldehyde In tetrahydrofuran at 20℃; Sealed tube; Inert atmosphere;	100%

: 106-23-0, 26489-02-1
3,7-dimethyl-oct-6-enal

: 578-57-4
2-bromoanisole

: 1-(2-methoxyphenyl)-3,7-dimethyloct-6-en-1-ol

Conditions

Conditions	Yield
Stage #1: 2-bromoanisole With iodine; magnesium In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; Stage #2: 3,7-dimethyl-oct-6-enal In tetrahydrofuran at 20℃; for 1.25h; Inert atmosphere;	100%

: 578-57-4
2-bromoanisole

: 100-66-3
methoxybenzene

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); formaldehyd; caesium carbonate In dimethyl sulfoxide at 80℃; for 12h;	99%
With butyl magnesium bromide; zirconocene dichloride for 12h; Ambient temperature;	98%
With lithium aluminium tetrahydride In 1,2-dimethoxyethane at 35℃; for 4h; ultrasonic acceleration of reduction;	98%

: 578-57-4
2-bromoanisole

: 31600-86-9
2-methoxyphenyllithium

Conditions

Conditions	Yield
With n-butyllithium In hexane; pentane at 0 - 20℃; for 1h; Inert atmosphere;	99%
With n-butyllithium In hexane; pentane at 0 - 20℃;	97%
With n-butyllithium In hexane; pentane at 20℃; in evacuated, closed vessel;

: 578-57-4
2-bromoanisole

: 108-24-7
acetic anhydride

: 35310-75-9
3-bromo-4-methoxyacetophenone

Conditions

Conditions	Yield
With lithium perchlorate at 100℃; for 5h;	99%
With aluminum (III) chloride In dichloromethane at 20 - 40℃; Friedel-Crafts acylation; Inert atmosphere;	96%
With aluminium trichloride In dichloromethane	68%

: 578-57-4
2-bromoanisole

: 108-98-5
thiophenol

: 14065-22-6
1-methoxy-2-(phenylthio)benzene

Conditions

Conditions	Yield
With (R)-1-[(SP)-2-(dicyclohexylphosphino)ferrocenyl]ethyldi-tert-butylphosphine; palladium diacetate; sodium t-butanolate In 1,2-dimethoxyethane at 110℃; for 2h; Inert atmosphere;	99%
With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0); N-ethyl-N,N-diisopropylamine In toluene for 3h; Inert atmosphere; Reflux;	97%
With copper(l) iodide; N,N'-dihexyloxalamide; potassium tert-butylate In 1,4-dioxane at 110℃; for 24h; Sealed tube; Inert atmosphere;	95%

: 578-57-4
2-bromoanisole

: 100-61-8
N-methylaniline

: (2-methoxyphenyl)methylphenylamine

Conditions

Conditions	Yield
With palladium diacetate; sodium t-butanolate; ruphos In neat (no solvent) at 110℃; for 12h; Buchwald-Hartwig Coupling; Green chemistry;	99%
With dicyclohexyl(2-methoxy-6-methylbiphenyl-2,-yl)phosphine; potassium tert-butylate; palladium diacetate In 1,4-dioxane at 160℃; for 0.25h; Microwave irradiation; Inert atmosphere;	80%
With tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate at 80℃; for 29h; Arylation;	77%

: 292638-84-7
styrene

: 578-57-4
2-bromoanisole

: 52805-92-2
(E)-2-methoxystilbene

Conditions

Conditions	Yield
With (1-adamantyl)di(tert-butyl) phosphine; triethylamine; bis(dibenzylideneacetone)-palladium(0) In N,N-dimethyl-formamide at 20℃; for 20h; Heck reaction;	99%
With C27H21F3N6OPd; tetrabutylammomium bromide; sodium acetate at 140℃; for 12h; Heck reaction; Inert atmosphere;	89%
With potassium phosphate In N,N-dimethyl-formamide at 130℃; for 15h; Heck Reaction;	84%

: 578-57-4
2-bromoanisole

: 5720-06-9
2-Methoxyphenylboronic acid

: 4877-93-4
2,2'-Dimethoxybiphenyl

Conditions

Conditions	Yield
With potassium carbonate; palladium dichloride In water; N,N-dimethyl-formamide at 20℃; for 0.166667h; Suzuki cross-coupling reaction;	99%
With Ph2P(CH2CH2O)22CH3; triethylamine; palladium dichloride In water at 100℃; for 1h; Suzuki coupling; Inert atmosphere;	98%
With potassium carbonate; Co0.38Fe0.57LaO3Pd0.05 In isopropyl alcohol at 80℃; for 1h; Suzuki reaction;	89%

: 578-57-4
2-bromoanisole

: 172732-52-4
o-cyanophenylboronic acid-1,3-propylene glycol ester

: 2'-methoxy-[1,1'-biphenyl]-2-carbonitrile

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; potassium phosphate In toluene for 1h; Heating;	99%

: 110-91-8
morpholine

: 578-57-4
2-bromoanisole

: 27347-13-3
N-(2-methoxyphenyl)morpholine

Conditions

Conditions	Yield
With (1,3-bis[2,6-bis(diphenylmethyl)-4-methylphenyl]imidazole-2-ylidene)PdCl2(triethylamine); potassium tert-butylate In 1,2-dimethoxyethane at 20℃; for 6h; Buchwald-Hartwig Coupling; Sealed tube;	99%
With potassium tert-butylate In 1,2-dimethoxyethane at 20℃; for 6h; Buchwald-Hartwig Coupling;	99%
With (1,3-bis(2,6-diisopropylphenyl)-3,4,5,6-tetrahydropyrimidin-2-ylidene)Pd(cinnamyl, 3-phenylallyl)Cl; sodium t-butanolate In neat (no solvent) at 110℃; for 12h; Buchwald-Hartwig Coupling; Inert atmosphere; Green chemistry;	99%

: 67-56-1
methanol

: 578-57-4
2-bromoanisole

: 201230-82-2
carbon monoxide

: 606-45-1
2-methoxybenzoic acid methyl ester

Conditions

Conditions	Yield
With dichloro[2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]palladium(II); triethylamine at 100℃; under 2585.74 Torr; for 16h;	99%

...Expand

: 3612-20-2
1-phenylmethyl-4-piperidone

: 578-57-4
2-bromoanisole

: 130305-58-7
1-benzyl-4-(2-methoxyphenyl)piperidin-4-ol

Conditions

Conditions	Yield
Stage #1: 2-bromoanisole With iodine; magnesium In tetrahydrofuran Grignard reaction; Inert atmosphere; Reflux; Stage #2: 1-phenylmethyl-4-piperidone In tetrahydrofuran at 20℃; for 3h; Grignard reaction; Inert atmosphere; Cooling with ice;	99%
Stage #1: 2-bromoanisole With n-butyllithium In tetrahydrofuran; hexane at -70 - 1℃; Stage #2: 1-phenylmethyl-4-piperidone In tetrahydrofuran at 20℃;	23.1%

: 578-57-4
2-bromoanisole

: 156275-96-6
triisopropylsilanethiol

: triisopropyl-(2-methoxyphenylsulfanyl)-silane

Conditions

Conditions	Yield
With (R)-(-)-1-[(SP)-2-(dicyclohexylphosphino)ferrocenyl]ethyldi-tert-butylphosphine; palladium diacetate; lithium hexamethyldisilazane In toluene at 110℃; Inert atmosphere;	99%
With caesium carbonate; triphenylphosphine; palladium diacetate In toluene at 100℃; for 16h;	33%

: 578-57-4
2-bromoanisole

: 62-53-3
aniline

: 1207-92-7
2-methoxy-N-phenylaniline

Conditions

Conditions	Yield
With (1,3-bis(2,6-diisopropylphenyl)-3,4,5,6-tetrahydropyrimidin-2-ylidene)Pd(cinnamyl, 3-phenylallyl)Cl; sodium t-butanolate In neat (no solvent) at 110℃; for 12h; Buchwald-Hartwig Coupling; Inert atmosphere; Green chemistry;	99%
With potassium tert-butylate; (ϖ-allyl)(diphosphinecyclobutene)palladium at 20℃; for 12h;	97%
With potassium phosphate; copper(l) iodide In diethylene glycol at 70℃; for 14h; Sealed tube;	93%

: 578-57-4
2-bromoanisole

: 363-72-4
Pentafluorobenzene

: 15945-35-4
2,3,4,5,6-pentafluoro-2′-methoxy-1,1′-biphenyl

Conditions

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium carbonate In Isopropyl acetate at 80℃; for 12h;	99%
With potassium phosphate; chloro[(tri-tert-butylphosphine)-2-(2-aminobiphenyl)]palladium (II); Trimethylacetic acid In N,N-dimethyl acetamide at 100℃; Glovebox;	96%
With potassium phosphate; chloro[(tri-tert-butylphosphine)-2-(2-aminobiphenyl)] palladium(II); Trimethylacetic acid In N,N-dimethyl acetamide at 80℃; for 2 - 4h;	96%

: 578-57-4
2-bromoanisole

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

Conditions

Conditions	Yield
With sodium methylate; nickel diacetate In 1,4-dioxane at 110℃;	99%
With palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; trichlorophosphate at 165℃; for 24h; Inert atmosphere;	67%

Conditions

Conditions	Yield
With caesium carbonate; copper(I) oxide In N,N-dimethyl-formamide at 110℃; for 18h;	99%
With copper diacetate; sodium hydroxide; 3-(diphenylphosphino)propionic acid In 1,4-dioxane at 120℃; for 36h; Sealed tube;	51%

2-Bromoanisole Consensus Reports

Reported in EPA TSCA Inventory.

2-Bromoanisole Specification

The 2-Bromoanisole, with the CAS registry number 578-57-4, is also known as 2-Bromo-1-methoxybenzene. It belongs to the product categories of Aromatic Halides(substituted); Anisole; Miscellaneous; Anisoles, Alkyloxy Compounds & Phenylacetates; Bromine Compounds. Its EINECS number is 209-425-8. This chemical's molecular formula is C₇H₇BrO and molecular weight is 187.03. What's more, its systematic name is 1-Bromo-2-methoxybenzene. It is used in organic synthesis. This chemical should be sealed and stored in a cool and dry place. Moreover, it should be protected from oxides, light and moisture.

Physical properties of 2-Bromoanisole are: (1)ACD/LogP: 2.705; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.71 ; (4)ACD/LogD (pH 7.4): 2.71; (5)ACD/BCF (pH 5.5): 67.00; (6)ACD/BCF (pH 7.4): 67.00; (7)ACD/KOC (pH 5.5): 705.86; (8)ACD/KOC (pH 7.4): 705.86; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 9.23 Å²; (13)Index of Refraction: 1.539; (14)Molar Refractivity: 40.622 cm³; (15)Molar Volume: 129.621 cm³; (16)Polarizability: 16.104×10^-24cm³; (17)Surface Tension: 34.6 dyne/cm; (18)Density: 1.443 g/cm³; (19)Flash Point: 96.667 °C; (20)Enthalpy of Vaporization: 43.392 kJ/mol; (21)Boiling Point: 215.999 °C at 760 mmHg; (22)Vapour Pressure: 0.2 mmHg at 25°C.

Preparation of 2-Bromoanisole: this chemical can be prepared by methoxybenzene at the temperature of 20 °C. This reaction will need reagents Oxone, potassium bromide and solvent methanol with the reaction time of 1 hour. The yield is about 97%.

2-Bromoanisole can be prepared by methoxybenzene at the temperature of 20 °C

Uses of 2-Bromoanisole: it can be used to produce (2-methoxy-phenyl)-acetone at the temperature of 100 °C. It will need regent tributyltin methoxide and solvent toluene with the reaction time of 5 hours. This reaction will also need catalyst dichlorobis(tri-o-tolylphosphine)palladium. The yield is about 90%.

2-Bromoanisole can be used to produce (2-methoxy-phenyl)-acetone at the temperature of 100 °C

When you are using this chemical, please be cautious about it as the following:
This chemical is toxic to aquatic organisms as it may cause long-term adverse effects in the aquatic environment. You should avoid releasing it to the environment, and you need to refer to special instructions/safety data sheet. When using it, you must avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: COc1ccccc1Br
(2)Std. InChI: InChI=1S/C7H7BrO/c1-9-7-5-3-2-4-6(7)8/h2-5H,1H3
(3)Std. InChIKey: HTDQSWDEWGSAMN-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	1544mg/kg (1544mg/kg)		Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 44(12), Pg. 19, 1979.
mouse	LD50	oral	2466mg/kg (2466mg/kg)		Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 44(12), Pg. 19, 1979.

Product Name

2-Bromoanisole

Synthetic route

2-Bromoanisole Consensus Reports

2-Bromoanisole Specification

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