Methyl 2-bromobenzoate supplier

Name
Methyl 2-bromobenzoate
EINECS 210-241-5
CAS No. 610-94-6
Article Data79
CAS DataBase
Density 1.498 g/cm³
Solubility insoluble
Melting Point 252°C
Formula C₈H₇BrO₂
Boiling Point 241 °C at 760 mmHg
Molecular Weight 215.046
Flash Point 99.6 °C
Transport Information
Appearance Colorless or light yellow transparent liquid
Safety 24/25
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Benzoicacid, o-bromo-, methyl ester (6CI,7CI,8CI);2-Bromobenzoic acid methyl ester;Methyl o-bromobenzoate;NSC 7318;
PSA 26.30000
LogP 2.23570

Synthetic route

: 67-56-1
methanol

: 88-65-3
2-bromobenzoic-acid

: 610-94-6
2-bromobenzoic acid methyl ester

Conditions

Conditions	Yield
With sulfuric acid Reflux; Inert atmosphere;	99%
With sulfuric acid Reflux;	99%
With sulfuric acid at 0℃; for 20.25h; Fischer-Speier Esterification; Reflux;	96%

: 67-56-1
methanol

: 6630-33-7
ortho-bromobenzaldehyde

: 610-94-6
2-bromobenzoic acid methyl ester

Conditions

Conditions	Yield
With perchloric acid; sodium percarbonate; vanadia for 1.3h; Cooling;	96%
With tert.-butylhydroperoxide; potassium carbonate In water at 60℃; for 6h;	87%
With magnesium hydroxide; oxygen at 90℃; under 2250.23 Torr; for 8h;

: 2142-69-0
2-bromophenyl methyl ketone

A: 610-94-6
2-bromobenzoic acid methyl ester

B: 1829-37-4
o-bromophenyl acetate

Conditions

Conditions	Yield
With hydrogenchloride In chloroform at 20℃; for 12h; Baeyer-Villiger oxidation;	A 7% B 91%

: 88-65-3
2-bromobenzoic-acid

: 119-36-8
methyl salicylate

A: 610-94-6
2-bromobenzoic acid methyl ester

B: 69-72-7
salicylic acid

Conditions

Conditions	Yield
Stage #1: 2-bromobenzoic-acid With potassium carbonate In N,N-dimethyl acetamide at 110℃; for 0.5h; Stage #2: methyl salicylate at 110℃; for 24h;	A 91% B n/a

...Expand

: 67-56-1
methanol

: 18982-54-2
o-bromobenzyl alcohol

: 610-94-6
2-bromobenzoic acid methyl ester

Conditions

Conditions	Yield
With oxygen; potassium carbonate at 60℃; under 750.075 Torr; for 20h;	86%
With potassium chloride; dihydrogen peroxide; C5H12CrMo6O25(3-)*3C16H36N(1+) In water at 65℃; for 36h; Schlenk technique;	80%
With sodium hypochlorite; tetrabutylammomium bromide In ethyl acetate at 20℃; for 3.51667h;	17%
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione at 25℃; for 12h; Temperature; chemoselective reaction;	24 %Chromat.

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

: 583-53-9
1,2-dibromobenzene

A: 610-94-6
2-bromobenzoic acid methyl ester

B: 131-11-3
phthalic acid dimethyl ester

C: 88-99-3
benzene-1,2-dicarboxylic acid

Conditions

Conditions	Yield
With tert-Amyl alcohol; sodium hydride; cobalt(II) acetate In tetrahydrofuran at 40℃; under 760 Torr; for 18h; Irradiation;	A 4% B 85% C 3%

...Expand

: 201230-82-2
carbon monoxide

: 583-53-9
1,2-dibromobenzene

A: 610-94-6
2-bromobenzoic acid methyl ester

B: 131-11-3
phthalic acid dimethyl ester

C: 88-99-3
benzene-1,2-dicarboxylic acid

Conditions

Conditions	Yield
With methanol; tert-Amyl alcohol; sodium hydride; cobalt(II) acetate In tetrahydrofuran at 40℃; under 760 Torr; for 18h; Irradiation;	A 4% B 85% C 3%

...Expand

: 586-76-5
4-Bromobenzoic acid

: 107-06-2
1,2-dichloro-ethane

: 610-94-6
2-bromobenzoic acid methyl ester

Conditions

Conditions	Yield
With sulfuric acid In methanol	84%

: 75-91-2
tert.-butylhydroperoxide

: 95-46-5
2-methylphenyl bromide

: 610-94-6
2-bromobenzoic acid methyl ester

Conditions

Conditions	Yield
Stage #1: tert.-butylhydroperoxide; 2-methylphenyl bromide In water; dimethyl sulfoxide Stage #2: In water; dimethyl sulfoxide at 100℃; for 20h; Sealed tube;	84%
With copper (II)-fluoride In water; dimethyl sulfoxide at 120℃; for 12h; Schlenk technique; Inert atmosphere; Green chemistry;	25%
With ultrafine CuO particles dispersed on nitrogen-doped hollow carbon nanospheres In water; dimethyl sulfoxide at 100℃; for 20h; Sealed tube;	86 %Chromat.

: 52711-30-5
1-bromo-2-(methoxymethyl)benzene

: 610-94-6
2-bromobenzoic acid methyl ester

Conditions

Conditions	Yield
With oxygen In water at 25℃; for 12h; Irradiation; Green chemistry;	80%
With copper(II) choride dihydrate; oxygen; hydroquinone at 30℃; for 16h; Sealed tube; Irradiation; Green chemistry;	41%

: 93-58-3
benzoic acid methyl ester

: 610-94-6
2-bromobenzoic acid methyl ester

Conditions

Conditions	Yield
With N-Bromosuccinimide; silver hexafluoroantimonate; trifluorormethanesulfonic acid; nickel diacetate In 1,2-dichloro-ethane at 80℃; for 12h; regioselective reaction;	76%
Stage #1: benzoic acid methyl ester With acetic acid Stage #2: With bromine; acetic acid at 0 - 25℃; for 12h;	66.9%
With N-Bromosuccinimide; dibenzoyl peroxide

: 75-91-2
tert.-butylhydroperoxide

: 18982-54-2
o-bromobenzyl alcohol

: 610-94-6
2-bromobenzoic acid methyl ester

Conditions

Conditions	Yield
With copper (II)-fluoride In water; dimethyl sulfoxide at 120℃; for 12h; Schlenk technique; Inert atmosphere; Green chemistry;	72%
With tetraethylammonium bromide; oxygen; potassium carbonate In water; dimethyl sulfoxide at 100℃; under 735.576 Torr; for 16h; Catalytic behavior; Mechanism;	71%

: 67-56-1
methanol

: 583-55-1
1-Bromo-2-iodobenzene

: 201230-82-2
carbon monoxide

: 610-94-6
2-bromobenzoic acid methyl ester

Conditions

Conditions	Yield
With palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane at 100℃; under 11251.1 Torr; continuous flow reactor;	69%
With palladium diacetate; triethylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; hydrazine In tetrahydrofuran; 1,4-dioxane at 100℃; under 11251.1 Torr; Flow reactor;	69%

...Expand

: 75-91-2
tert.-butylhydroperoxide

: 6630-33-7
ortho-bromobenzaldehyde

: 610-94-6
2-bromobenzoic acid methyl ester

Conditions

Conditions	Yield
With copper (II)-fluoride In water; dimethyl sulfoxide at 120℃; for 12h; Schlenk technique; Inert atmosphere; Green chemistry;	65%

: 4376-18-5
Monomethyl phthalate

: 610-94-6
2-bromobenzoic acid methyl ester

Conditions

Conditions	Yield
With [bis(acetoxy)iodo]benzene; bromine In various solvent(s) for 22h; bromodecarboxylation; Heating; irradiation;	57%

: 107-03-9
1-thiopropane

: 106896-48-4
methyl 2-bromo-3-aminobenzoate

A: 610-94-6
2-bromobenzoic acid methyl ester

B: methyl 2-bromo-3-propylthiobenzoate

Conditions

Conditions	Yield
Stage #1: methyl 2-bromo-3-aminobenzoate With tert.-butylnitrite; boron trifluoride diethyl etherate In diethyl ether; dichloromethane at -15 - 5℃; Diazotization; Stage #2: 1-thiopropane With triethylamine In acetonitrile at 80℃; for 18h; Alkylation; substitution; decomposition; deamination;	A n/a B 38%

...Expand

: 67-56-1
methanol

: 6630-33-7
ortho-bromobenzaldehyde

A: 610-94-6
2-bromobenzoic acid methyl ester

B: 88-65-3
2-bromobenzoic-acid

Conditions

Conditions	Yield
With 3,3'-dimethyl-1,1'-(hexane-1,6-diyl)diimidazolium glutarate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-(n-butyl)-3-methylimidazolium triflate In tetrahydrofuran at 55℃; for 16h; Molecular sieve;	A 8% B 37%
With C12H22N6(2+)*2C2F6NO4S2(1-); 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 55℃; for 16h; Reagent/catalyst; Molecular sieve;	A 25% B 17%
With C14H22N2S2(2+)*2F6P(1-); 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 55℃; for 16h; Reagent/catalyst; Molecular sieve;	A 8% B 21%

...Expand

: 67-56-1
methanol

: 95-46-5
2-methylphenyl bromide

: 610-94-6
2-bromobenzoic acid methyl ester

Conditions

Conditions	Yield
With carbon tetrabromide; oxygen for 24h; Irradiation;	34%

: 67-56-1
methanol

: 7154-66-7
2-bromobenzoic acid chloride

: 610-94-6
2-bromobenzoic acid methyl ester

: 108-86-1
bromobenzene

: 57031-51-3
Methyl-tert.-butylperoxyoxalat

: 610-94-6
2-bromobenzoic acid methyl ester

Conditions

Conditions	Yield
In benzene Heating;

: 186581-53-3, 908094-01-9
diazomethane

: 15435-71-9
sodium acetoacetonate

: 121619-96-3
copper(I) 2-bromobenzoate

A: 93-58-3
benzoic acid methyl ester

B: 610-94-6
2-bromobenzoic acid methyl ester

C: 5807-64-7
diphenic acid dimethyl ester

D: 56741-51-6
3-(o-methoxycarbonylphenyl)pentane-2,4-dione

Conditions

Conditions	Yield
1.) toluene, 1 h, 80 deg C; 2.) diethyl ether; Yield given. Multistep reaction. Yields of byproduct given;
Mechanism; Product distribution;

...Expand

: 75732-01-3
mesitylcopper(I)

: 121619-96-3
copper(I) 2-bromobenzoate

A: 610-94-6
2-bromobenzoic acid methyl ester

B: 128499-36-5
Mesityl 2-bromobenzoate

C: 128499-34-3
Mesityl 2-mesitylbenzoate

D: 128499-37-6
Mesityl methyl biphenyl-2,2'-dicarboxylate

Conditions

Conditions	Yield
With oxygen 1.) toluene, 30 min, roomtemp.; 2.) 2 h, 80 deg C; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given;

...Expand

: 124-41-4
sodium methylate

: 107485-55-2
1-(2-bromobenzoyl)-3-(4-chlorophenyl)urea

A: 610-94-6
2-bromobenzoic acid methyl ester

B: 140-38-5
N-(4-chlorophenyl)urea

Conditions

Conditions	Yield
In methanol at 25℃; Kinetics; Mechanism; Rate constant;

...Expand

: 107-03-9
1-thiopropane

: C8H6BrN2O2(1+)*BF4(1-)

A: 610-94-6
2-bromobenzoic acid methyl ester

B: methyl 2-bromo-3-propylthiobenzoate

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 80℃; for 18h; Alkylation; substitution; decomposition;	A n/a B 1.10 g

...Expand

: 74-88-4
methyl iodide

2-bromo-benzoate silver: 2-bromo-benzoate silver

: 610-94-6
2-bromobenzoic acid methyl ester

: 573-54-6
2-bromo-3-nitro-benzoic acid

: 610-94-6
2-bromobenzoic acid methyl ester

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: PCl5 / 0.08 h / 150 °C 1.2: 94 percent / 1 h / Heating 2.1: 87 percent / glacial acetic acid; iron / 2 h / 120 °C 3.1: 91 percent / BF3*Et2O; t-butyl nitrite / CH2Cl2; diethyl ether / -15 - 5 °C 4.1: triethylamine / acetonitrile / 18 h / 80 °C View Scheme
Multi-step reaction with 3 steps 1.1: PCl5 / 0.08 h / 150 °C 1.2: 94 percent / 1 h / Heating 2.1: 87 percent / glacial acetic acid; iron / 2 h / 120 °C 3.1: BF3*Et2O; t-butyl nitrite / CH2Cl2; diethyl ether / -15 - 5 °C 3.2: triethylamine / acetonitrile / 18 h / 80 °C View Scheme

: 5337-09-7
2-bromo-3-nitro-benzoic acid methyl ester

: 610-94-6
2-bromobenzoic acid methyl ester

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 87 percent / glacial acetic acid; iron / 2 h / 120 °C 2: 91 percent / BF3*Et2O; t-butyl nitrite / CH2Cl2; diethyl ether / -15 - 5 °C 3: triethylamine / acetonitrile / 18 h / 80 °C View Scheme
Multi-step reaction with 2 steps 1.1: 87 percent / glacial acetic acid; iron / 2 h / 120 °C 2.1: BF3*Et2O; t-butyl nitrite / CH2Cl2; diethyl ether / -15 - 5 °C 2.2: triethylamine / acetonitrile / 18 h / 80 °C View Scheme

: 106896-48-4
methyl 2-bromo-3-aminobenzoate

: 610-94-6
2-bromobenzoic acid methyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 91 percent / BF3*Et2O; t-butyl nitrite / CH2Cl2; diethyl ether / -15 - 5 °C 2: triethylamine / acetonitrile / 18 h / 80 °C View Scheme

: anhydro-2-hydroxymercuri-3-nitrobenzoic acid

: 610-94-6
2-bromobenzoic acid methyl ester

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: bromine; base 2.1: PCl5 / 0.08 h / 150 °C 2.2: 94 percent / 1 h / Heating 3.1: 87 percent / glacial acetic acid; iron / 2 h / 120 °C 4.1: 91 percent / BF3*Et2O; t-butyl nitrite / CH2Cl2; diethyl ether / -15 - 5 °C 5.1: triethylamine / acetonitrile / 18 h / 80 °C View Scheme
Multi-step reaction with 4 steps 1.1: bromine; base 2.1: PCl5 / 0.08 h / 150 °C 2.2: 94 percent / 1 h / Heating 3.1: 87 percent / glacial acetic acid; iron / 2 h / 120 °C 4.1: BF3*Et2O; t-butyl nitrite / CH2Cl2; diethyl ether / -15 - 5 °C 4.2: triethylamine / acetonitrile / 18 h / 80 °C View Scheme

: 610-94-6
2-bromobenzoic acid methyl ester

: 2246-42-6
2-methoxynaphthylamine

: methyl 2-[(2-methoxy-1-naphthyl)amino]benzoate

Conditions

Conditions	Yield
With caesium carbonate; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 20 - 80℃; for 15.525h;	100%
With palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 20 - 80℃; for 15.5h; Inert atmosphere;	100%

: 610-94-6
2-bromobenzoic acid methyl ester

: 676-58-4
methylmagnesium chloride

: 7073-69-0
2-(2-bromophenyl)propanol

Conditions

Conditions	Yield
Stage #1: 2-bromobenzoic acid methyl ester; methylmagnesium chloride In tetrahydrofuran; 2-methyltetrahydrofuran at 20℃; Cooling with ice; Stage #2: With hydrogenchloride In tetrahydrofuran; 2-methyltetrahydrofuran; water at 0℃; pH=6; Product distribution / selectivity;	100%
In tetrahydrofuran at 0℃; Inert atmosphere;	82%
In tetrahydrofuran at 5 - 20℃; Inert atmosphere;

: 610-94-6
2-bromobenzoic acid methyl ester

: 88-65-3
2-bromobenzoic-acid

Conditions

Conditions	Yield
With water; sodium hydroxide In ethanol at 10 - 20℃; for 1.08333h;	100%
With iodine; aluminium In acetonitrile at 80℃; for 18h;	99%

: 610-94-6
2-bromobenzoic acid methyl ester

: 93-58-3
benzoic acid methyl ester

Conditions

Conditions	Yield
With 2-H-1,3-di-tert-butyl-1,3,2-diazaphosphorinane; 2,2'-azobis(isobutyronitrile) In toluene at 90℃; for 5h;	99%
Stage #1: 2-bromobenzoic acid methyl ester With sec.-butyllithium In tetrahydrofuran; hexane; cyclohexane at -48℃; for 7.77778E-06h; Stage #2: With methanol In tetrahydrofuran; hexane; cyclohexane at -48℃; for 0.000638889h;	74%
With copper(I) chloride; methanol; sodium tetrahydroborate at 0℃;	93 % Chromat.

: 610-94-6
2-bromobenzoic acid methyl ester

: 13331-27-6
m-nitrobenzene boronic acid

: 83527-96-2
methyl 3’-nitro-[1,1’-biphenyl]-2-carboxylate

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,4-dioxane at 85℃; Suzuki cross-coupling;	99%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; toluene at 20 - 80℃; for 6h; Inert atmosphere;	17%
With tetra-butylammonium acetate; Pd EnCat-30TM In ethanol Suzuki cross-coupling; microwave irradiation;

: 610-94-6
2-bromobenzoic acid methyl ester

: 5720-06-9
2-Methoxyphenylboronic acid

: 63506-58-1
2'-methoxy-biphenyl-2-carboxylic acid methyl ester

Conditions

Conditions	Yield
With palladium diacetate; sodium carbonate; triphenylphosphine; [BMIM][Cl] In water; toluene for 3.5h; Suzuki coupling reaction; Heating;	99%
With tetrakis(triphenylphosphine) palladium(0); tetrabutylammomium bromide; potassium carbonate In ethanol; water; toluene at 78 - 80℃; for 8h; Inert atmosphere;	92%
With dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); potassium carbonate In water; acetonitrile at 60℃; Suzuki-Miyaura reaction; Inert atmosphere; Sealed vessel;
With 1,1'-bis-(diphenylphosphino)ferrocene; potassium phosphate; palladium diacetate In 1,2-dimethoxyethane at 80℃; for 12h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;

: 610-94-6
2-bromobenzoic acid methyl ester

: 598-50-5
N-Methylurea

: 607-19-2
3-methyl-2,4(1H,3H)-quinazolinedione

Conditions

Conditions	Yield
With tris(dibenzylideneacetone)dipalladium (0); caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane at 100℃; for 48h;	99%
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane at 100℃; for 24h;	61%

: 610-94-6
2-bromobenzoic acid methyl ester

: 182163-96-8
3,4,5-trimethoxyphenylboronic Acid

: 928847-09-0
3',4',5'-trimethoxybiphenyl-2-carboxylic acid methyl ester

Conditions

Conditions	Yield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; toluene at 100℃;	99%
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In toluene at 100℃; Suzuki reaction;	45%

: 111-88-6
Octanethiol

: 610-94-6
2-bromobenzoic acid methyl ester

: 211228-57-8
methyl 2-octylthiobenzenecarboxylate

Conditions

Conditions	Yield
With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0); N-ethyl-N,N-diisopropylamine In toluene for 3h; Inert atmosphere; Reflux;	99%

: 610-94-6
2-bromobenzoic acid methyl ester

: 119405-65-1
tri-n-butyl(thien-3-yl)tin

: methyl 2-(thiophen-3-yl)benzoate

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0) In toluene for 24h; Stille Cross Coupling; Reflux; Inert atmosphere;	99%

: 6165-69-1
Thien-3-ylboronic acid

: 610-94-6
2-bromobenzoic acid methyl ester

: methyl 2-(thiophen-3-yl)benzoate

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran; water at 70℃; for 16h; Inert atmosphere; Schlenk technique;	99%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran; water at 70℃; for 16h; Suzuki Coupling; Inert atmosphere;	98%
With trans-bis(triphenylphosphine)palladium dichloride; sodium carbonate In tetrahydrofuran; water at 70℃; Suzuki-Miyaura Coupling; Inert atmosphere;	92%
With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In tetrahydrofuran; water at 70℃; for 36h; Inert atmosphere; Schlenk technique;	89%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate

: 610-94-6
2-bromobenzoic acid methyl ester

: 68716-47-2
2,4-dichlorophenylboronic acid

: 2',4'-Dichloro-biphenyl-2-carboxylic acid methyl ester

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 120℃; for 3h;	99%

: 610-94-6
2-bromobenzoic acid methyl ester

: 2993-24-0
4-(pentafluorosulfanyl)aniline

: N-(4-(pentafluorosulfanyl)phenyl)anthranilic acid methyl ester

Conditions

Conditions	Yield
With palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 110℃; for 18h; Buchwald-Hartwig Coupling; Inert atmosphere; Schlenk technique;	99%

: 610-94-6
2-bromobenzoic acid methyl ester

: 165059-42-7
(E)-3-methoxy-1-propenylboronic acid pinacol ester

: 1255651-89-8
methyl (E)-2-(3-methoxyprop-1-en-1-yl)benzoate

Conditions

Conditions	Yield
With potassium phosphate; chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II) In tetrahydrofuran; water at 45℃; for 23h; Inert atmosphere; Sealed tube;	99%

: 610-94-6
2-bromobenzoic acid methyl ester

: potassium vinyltrifluoroborate

: 27326-44-9
methyl o-vinylbenzoate

Conditions

Conditions	Yield
With caesium carbonate; triphenylphosphine; palladium dichloride In tetrahydrofuran; water at 85℃; for 12h; Suzuki Coupling; Inert atmosphere;	99%

: 610-94-6
2-bromobenzoic acid methyl ester

: 75-16-1
methylmagnesium bromide

: 7073-69-0
2-(2-bromophenyl)propanol

Conditions

Conditions	Yield
Stage #1: 2-bromobenzoic acid methyl ester; methylmagnesium bromide In tetrahydrofuran at 20℃; Cooling with ice; Stage #2: With hydrogenchloride In water pH=5 - 6;	98.2%
Stage #1: 2-bromobenzoic acid methyl ester; methylmagnesium bromide In tetrahydrofuran; diethyl ether at 2 - 15℃; for 19.5h; Stage #2: With hydrogenchloride In tetrahydrofuran; diethyl ether; water at 0 - 15℃; for 2h; Product distribution / selectivity;	97.48%
In tetrahydrofuran at 0 - 15℃; Inert atmosphere;	97.5%

: 610-94-6
2-bromobenzoic acid methyl ester

: 108-44-1
1-amino-3-methylbenzene

: 23868-14-6
N-(3-methylphenyl)anthranilic acid methyl ester

Conditions

Conditions	Yield
With potassium phosphate; johnphos; tris(dibenzylideneacetone)dipalladium (0) In 1,2-dimethoxyethane at 100℃; for 24h; Arylation;	98%

: 610-94-6
2-bromobenzoic acid methyl ester

: 122439-11-6
tributyl(3-methoxyphenyl)stannane

: methyl 3'-methoxy-[1,1'-biphenyl]-2-carboxylate

Conditions

Conditions	Yield
With lithium chloride; dichlorobis(tris[4-(heptadecafluorooctyl)phenyl]phosphine-kP)palladium In N,N-dimethyl-formamide at 80℃; for 3h; Stille cross-coupling reaction;	98%
With carbon dioxide; tetrabutyl-ammonium chloride; [(m-C8H17-C6H4)3P]2*PdCl2 at 90℃; for 24h; Stille coupling;	61 % Spectr.

: 610-94-6
2-bromobenzoic acid methyl ester

: 536-74-3
phenylacetylene

: 33578-05-1
methyl 2-(phenylethynyl)benzoate

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; Sonogashira coupling; Inert atmosphere;	98%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 80℃; Cooling with liquid nitrogen; Sealed tube;	97%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 18h; Sonogashira coupling;	96%

: 610-94-6
2-bromobenzoic acid methyl ester

: 5720-05-8
4-methylphenylboronic acid

: 114772-34-8
methyl 4'-methylbiphenyl-2-carboxylate

Conditions

Conditions	Yield
With tetra-butylammonium acetate; Pd EnCat-30TM In ethanol at 120℃; for 0.166667h; Suzuki cross-coupling; microwave irradiation;	98%
With potassium fluoride; palladium diacetate In toluene at 80℃; for 1h; Suzuki-Miyaura coupling;	93%
With sodium carbonate; [(PPh3)2Pd(N-succ)2] In tetrahydrofuran; water at 60℃; for 10h; Suzuki cross-coupling reaction;	62%

: 610-94-6
2-bromobenzoic acid methyl ester

: 375853-82-0, 286961-14-6
tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate

: tert-butyl 4-(2-(methoxycarbonyl)phenyl)-5,6-dihydropyridine-1(2H)-carboxylate

Conditions

Conditions	Yield
With sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water at 140℃; for 0.0833333h; Microwave irradiation;	98%
With potassium carbonate; PdCl2*1,1'-bis(diphenylphosphine)ferrocene In N,N-dimethyl-formamide at 90℃; for 5h;

: 610-94-6
2-bromobenzoic acid methyl ester

: 54663-78-4
tributyl(thien-2-yl)stannane

: 17595-84-5
o-(2-thienyl)benzoic acid methyl ester

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0) In toluene for 17h; Stille coupling; Inert atmosphere; Reflux;	98%

: 91331-68-9
3‐methyl‐1‐(2‐methylphenyl)‐1H‐pyrazol‐5‐amine

: 610-94-6
2-bromobenzoic acid methyl ester

: 1209485-73-3
methyl 2-((3-methyl-1-(2-methylphenyl)-1H-pyrazol-5-yl)amino)benzenecarboxylate

Conditions

Conditions	Yield
Stage #1: 3‐methyl‐1‐(2‐methylphenyl)‐1H‐pyrazol‐5‐amine; palladium diacetate; bis[2-(diphenylphosphino)phenyl] ether In toluene at 20℃; for 0.0833333h; Inert atmosphere; Stage #2: 2-bromobenzoic acid methyl ester With caesium carbonate In toluene at 95℃; Inert atmosphere;	98%
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene for 16h; Buchwald-Hartwig type cross-coupling; Reflux;

: 610-94-6
2-bromobenzoic acid methyl ester

: 67-64-1
acetone

: 57279-20-6
1-(2-bromophenyl)-butane-1,3-dione

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran at 100℃; for 18.5h;	98%
With sodium hydride In tetrahydrofuran at 20℃; for 18h; Reflux;

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: 610-94-6
2-bromobenzoic acid methyl ester

: 1346229-07-9
4-(tert-butylamino)phthalazin-1(2H)-one

Conditions

Conditions	Yield
With palladium diacetate; hydrazine hydrate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In dimethyl sulfoxide at 150℃; for 0.0833333h; Microwave irradiation; Inert atmosphere; regioselective reaction;	98%

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: 610-94-6
2-bromobenzoic acid methyl ester

: 302-01-2
hydrazine

: 1346229-07-9
4-(tert-butylamino)phthalazin-1(2H)-one

Conditions

Conditions	Yield
With palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In dimethyl sulfoxide at 150℃; for 0.0833333h; Inert atmosphere; Microwave irradiation; Sealed tube;	98%

...Expand

: 610-94-6
2-bromobenzoic acid methyl ester

: 2993-22-8
3-pentafluorosulfuraniline

: N-(3-(pentafluorosulfanyl)phenyl)anthranilic acid methyl ester

Conditions

Conditions	Yield
With palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 110℃; for 18h; Buchwald-Hartwig Coupling; Inert atmosphere; Schlenk technique;	98%

: 610-94-6
2-bromobenzoic acid methyl ester

: 177573-86-3
(E)-4,4,5,5-tetramethyl-2-(3-phenylprop-1-en-1-yl)-1,3,2-dioxaborolane

: 1027255-60-2
methyl (E)-2-(3-phenylprop-1-en-1-yl)benzoate

Conditions

Conditions	Yield
With potassium phosphate; chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II) In tetrahydrofuran; water at 45℃; for 17h; Inert atmosphere; Sealed tube;	98%

Methyl 2-bromobenzoate Specification

The IUPAC name of this chemical is Methyl 2-bromobenzoate. With the CAS registry number 610-94-6 and EINECS registry number 210-241-5, it is also named as Benzoicacid,2-bromo-,methyl ester. In addition, the molecular formula is C₈H₇BrO₂ and the molecular weight is 215.04. It is a kind of clear light yellow liquid and belongs to the classes of Aromatic Esters; Acids & Esters; Bromine Compounds; C8 to C9; Carbonyl Compounds; Esters. And it should be stored in a airtight, cool and dry place.

Physical properties about this chemical are: (1)ACD/LogP: 2.55; (2)ACD/LogD (pH 5.5): 2.55; (3)ACD/LogD (pH 7.4): 2.55 ; (4)#H bond acceptors: 2; (5)#Freely Rotating Bonds: 2; (6)Polar Surface Area: 26.3 Å²; (7)Index of Refraction: 1.549; (8)Molar Refractivity: 45.71 cm³; (9)Molar Volume: 143.5 cm³; (10)Polarizability: 18.12 ×10^-24cm³; (11)Surface Tension: 40.7 dyne/cm; (12)Density: 1.498 g/cm³; (13)Flash Point: 99.6 °C; (14)Enthalpy of Vaporization: 47.79 kJ/mol; (15)Boiling Point: 241 °C at 760 mmHg; (16)Vapour Pressure: 0.0368 mmHg at 25°C.

Preparation of Methyl 2-bromobenzoate: it can be prepared by 2-bromo-benzoic acid and methanol. This reaction will need catalyst sulfuric acid. The yield is about 80%.

Methyl 2-bromobenzoate can be prepared by 2-bromo-benzoic acid and methanol

Uses of Methyl 2-bromobenzoate: it can react with but-3-ynyl-benzene to get 2-(4-phenyl-but-1-ynyl)-benzoic acid methyl ester. This reaction will need reagents trans-bis(triphenylphosphine)palladium(II) chloride, triethylamine and CuI₂. The reaction time is 12 hours at reaction temperature of 25 °C. The yield is about 80%.

Methyl 2-bromobenzoate can react with but-3-ynyl-benzene to get 2-(4-phenyl-but-1-ynyl)-benzoic acid methyl ester

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. During using it, you should avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OC)c1ccccc1Br
(2)InChI: InChI=1/C8H7BrO2/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5H,1H3
(3)InChIKey: SWGQITQOBPXVRC-UHFFFAOYAT

Product Name

Methyl 2-bromobenzoate

Synthetic route

Methyl 2-bromobenzoate Specification

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