2-Bromophenylboronic acid supplier

Name
2-Bromophenylboronic acid
EINECS -0
CAS No. 244205-40-1
Density 1.671 g/cm³
Solubility Soluble in methanol. Slightly soluble in water.
Melting Point 109-114 °C
Formula C₆H₆BBrO₂
Boiling Point 329.17 °C at 760 mmHg
Molecular Weight 200.827
Flash Point 152.877 °C
Transport Information
Appearance White to off-white powder
Safety 37/39-26
Risk Codes 36/37/38-22
Molecular Structure
Hazard Symbols Xi,Xn
Synonyms Boronicacid, (2-bromophenyl)- (9CI);
PSA 40.46000
LogP 0.12890

Synthetic route

: potassium (2-bromophenyl)trifluoroborate

: 244205-40-1
(2-bromophenyl)boronic acid

Conditions

Conditions	Yield
With iron(III) chloride; water In tetrahydrofuran at 20℃; for 0.5h;	91%

: 121-43-7
Trimethyl borate

: 583-53-9
1,2-dibromobenzene

: 244205-40-1
(2-bromophenyl)boronic acid

Conditions

Conditions	Yield
With LiC(CH3)3; HCl In tetrahydrofuran; diethyl ether (under Ar, Schlenk); soln. of o-dibromobenzene, THF-Et2O cooled to -115°C, LiC(CH3)3 (-78°C) added, stirred for 35 min at -115°C, treated with B(OCH3)3 in Et2O (-78°C), stirred for 2 h at -115-105°C; quenched with EtOH/HCl at -115°C, warmed to room temp., extd. with Et2O, organic layer washed with brine, H2O, dried over MgSO4, solvent removed by rotary evaporator, residue refluxed in H2O for 2 h, filtered,recrystd. from H2O; elem. anal.;	66%

Yield

With LiC(CH3)3; HCl In tetrahydrofuran; diethyl ether (under Ar, Schlenk); soln. of o-dibromobenzene, THF-Et2O cooled to -115°C, LiC(CH3)3 (-78°C) added, stirred for 35 min at -115°C, treated with B(OCH3)3 in Et2O (-78°C), stirred for 2 h at -115-105°C; quenched with EtOH/HCl at -115°C, warmed to room temp., extd. with Et2O, organic layer washed with brine, H2O, dried over MgSO4, solvent removed by rotary evaporator, residue refluxed in H2O for 2 h, filtered,recrystd. from H2O; elem. anal.;

66%

: diisopropyl (2-bromophenyl)boronate

: 244205-40-1
(2-bromophenyl)boronic acid

Conditions

Conditions	Yield
With hydrogenchloride In tetrahydrofuran; hexane; toluene at 20℃; for 0.5h;

: 583-53-9
1,2-dibromobenzene

: 244205-40-1
(2-bromophenyl)boronic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: triisopropyl borate; n-butyllithium / toluene; tetrahydrofuran; hexane / 2.08 h / -70 - 20 °C 2: aq. HCl / toluene; tetrahydrofuran; hexane / 0.5 h / 20 °C View Scheme

: C8H10BBrO2

: 244205-40-1
(2-bromophenyl)boronic acid

Conditions

Conditions	Yield
With hydrogenchloride; water In tetrahydrofuran; diethyl ether; ethanol; pentane at -115 - 20℃;	0.55 g

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

: 244205-40-1
(2-bromophenyl)boronic acid

Conditions

Conditions	Yield
Stage #1: 1-Bromo-2-iodobenzene With isopropylmagnesium chloride In tetrahydrofuran at -42℃; for 2h; Inert atmosphere; Stage #2: With Triisopropyl borate In tetrahydrofuran at 20℃; Inert atmosphere; Stage #3: With sodium hydroxide In tetrahydrofuran; water for 1h; Inert atmosphere;

: 121-43-7
Trimethyl borate

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

: 244205-40-1
(2-bromophenyl)boronic acid

Conditions

Conditions	Yield
Stage #1: 1-Bromo-2-iodobenzene With lithium acetate; 1-propylmagnesium chloride; 3-butyl-1-methylimidazolium acetate In tetrahydrofuran at 0 - 10℃; for 4h; Inert atmosphere; Stage #2: Trimethyl borate In tetrahydrofuran at 10℃; for 3h; Inert atmosphere; Stage #3: With acetic acid at 15℃; for 0.333333h; Inert atmosphere;	86.83 g

: 126-30-7
2,2-Dimethyl-1,3-propanediol

: 244205-40-1
(2-bromophenyl)boronic acid

: 884010-16-6
2,2-dimethylpropane-1,3-diyl [2-bromophenyl] boronate

Conditions

Conditions	Yield
In toluene for 1h; Heating;	100%
In dichloromethane at 20℃; for 3.5h;	100%
In benzene Reflux;
In diethyl ether at 20℃; Inert atmosphere; Molecular sieve;

: 2943-42-2
di(4-methyl)phenylthiosulfonate

: 244205-40-1
(2-bromophenyl)boronic acid

: 15861-49-1
1-bromo-2-(4-methylphenylsulfanyl)benzene

Conditions

Conditions	Yield
With sodium hydrogencarbonate; copper(II) sulfate In methanol at 20℃; for 24h; Inert atmosphere;	100%
With sodium hydrogencarbonate; copper(II) sulfate In methanol at 20℃; for 24h; Inert atmosphere;	95%

: 244205-40-1
(2-bromophenyl)boronic acid

: 1-bromo-4-fluoro-2-iodobenzene

: 2,2′-dibromo-5-fluoro-1,1′-biphenyl

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene at 110℃; Inert atmosphere;	100%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; ethanol; water at 90℃; Inert atmosphere;	93%

: 1195970-59-2
bis(6-bromopyridin-2-yl)amine

: 244205-40-1
(2-bromophenyl)boronic acid

: bis[6-(2-bromophenyl)pyridine-2-yl]amine

Conditions

Conditions	Yield
Stage #1: bis(6-bromopyridin-2-yl)amine With tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane for 0.166667h; Stage #2: (2-bromophenyl)boronic acid In 1,2-dimethoxyethane; ethanol for 0.25h; Stage #3: With sodium carbonate In 1,2-dimethoxyethane; ethanol; water Reflux;	100%

: 1146-44-7
4,4'-dichlorophenyl thiosulfonate

: 244205-40-1
(2-bromophenyl)boronic acid

: 24535-55-5
2-bromophenyl 4-chlorophenylsulfide

Conditions

Conditions	Yield
With sodium hydrogencarbonate; copper(II) sulfate In methanol at 20℃; for 19h; Inert atmosphere;	100%

: 71838-16-9
3-bromo-4-iodotoluene

: 244205-40-1
(2-bromophenyl)boronic acid

: 2,2′-dibromo-4-methyl-1,1′-biphenyl

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene at 110℃; Inert atmosphere;	100%

: 466639-53-2
3-bromo-4-iodoanisole

: 244205-40-1
(2-bromophenyl)boronic acid

: 2,2′-dibromo-4-methoxy-1,1′-biphenyl

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene at 110℃; Inert atmosphere;	100%

: 863301-13-7
4-toluenesulfonic acid 2-amino-3-iodo-5-methylphenyl ester

: 244205-40-1
(2-bromophenyl)boronic acid

: 863301-14-8
2-amino-2'-bromo-5-methyl-3-(4-toluenesulfonyloxy)-1,1'-biphenyl

Conditions

Conditions	Yield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; benzene Suzuki-Miyaura cross-coupling reaction; Heating;	99%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; benzene for 2h; Suzuki-Miyaura cross-coupling reaction; Heating;	99%

: 479-27-6
naphthalene-1,8-diamine

: 244205-40-1
(2-bromophenyl)boronic acid

: 927384-42-7
2-(2-bromophenyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine

Conditions

Conditions	Yield
In toluene for 2h; Heating;	99%
In toluene byproducts: H2O; refluxed with azeotropic removal of H2O;	98%
In toluene Reflux; Dean-Stark;	95%

: 931414-13-0
4-amino-3-(4-chloro-phenoxy)-5-iodo-benzoic acid methyl ester

: 244205-40-1
(2-bromophenyl)boronic acid

: 931414-14-1
6-amino-2'-bromo-5-(4-chloro-phenoxy)-biphenyl-3-carboxylic acid methyl ester

Conditions

Conditions	Yield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In toluene at 85℃; for 3h; Suzuki coupling;	99%

: 1025389-16-5
5-amino-4-iodo-2-methylphenol 4-methylbenzenesulfonate ester

: 244205-40-1
(2-bromophenyl)boronic acid

: 1025389-21-2
2-amino-2'-bromo-5-methyl-1,1'-biphenyl-4-ol 4-methylbenzenesulfonate ester

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; benzene for 3h; Suzuki-Miyaura coupling; Inert atmosphere; Reflux;	99%

: 408328-57-4
10-chlorobenzo[h]nquinoline

: 244205-40-1
(2-bromophenyl)boronic acid

: 1416448-67-3
10-(2-bromophenyl)benzo[h]quinoline

Conditions

Conditions	Yield
With palladium diacetate; cesium fluoride; Triphenylphosphine oxide In 1,4-dioxane; water at 20℃; for 0.0333333h;	99%

: 253270-06-3
trifluoromethanesulfonic acid 2-nitronaphthalen-1-yl ester

: 244205-40-1
(2-bromophenyl)boronic acid

: C16H10BrNO2

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 1h; Reflux;	99%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene for 1h; Reflux;	97%

: 165550-66-3
8-bromo-5,12-bis(4-(tert-butyl)phenoxy)-2-(2,6-diisopropylphenyl)-1H-benzo[5,10]anthra[2,1,9-def]isoquinoline-1,3(2H)-dione

: 244205-40-1
(2-bromophenyl)boronic acid

: C60H54BrNO4

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,4-dioxane; water at 95℃; for 12h; Schlenk technique; Inert atmosphere;	99%

: 102-79-4
n-butyldiethanolamine

: 244205-40-1
(2-bromophenyl)boronic acid

: 1008106-85-1
2-(2'-bromophenyl)-6-butyl-1,3,6,2-dioxazaborocan

Conditions

Conditions	Yield
In toluene at 50℃; for 2h; Product distribution / selectivity;	98.6%
In toluene at 50℃; for 2h;	98%
In toluene at 50℃; for 2h;	98%
In toluene at 50℃; for 2h;	58%

: 102-79-4
n-butyldiethanolamine

: 244205-40-1
(2-bromophenyl)boronic acid

: 2-(2'-bromophenyl)-6-butyl[1,3,6,2]dioxazaborocan

Conditions

Conditions	Yield
In toluene at 50℃; for 2h;	98.6%

: 244205-40-1
(2-bromophenyl)boronic acid

: 386235-52-5
3-(1-benzenesulfonyl-1H-indol-3-yl)-4-bromo-1-methyl-pyrrole-2,5-dione

A: 876017-32-2
2-methyl-8-(benzenesulfonyl)benzo[a]pyrrolo[3,4-c]carbazole-1,3(2H,8H)-dione

B: 876017-30-0
3-(1-benzenesulfonyl-1H-indol-3-yl)-4-(2-bromophenyl)-1-methylpyrrole-2,5-dione

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate In 1,4-dioxane; water at 100℃; for 9h;	A 1% B 98%

...Expand

: 100-52-7
benzaldehyde

: 244205-40-1
(2-bromophenyl)boronic acid

: 143880-86-8
(S)-o-bromobenzhydrol

Conditions

Conditions	Yield
Stage #1: (2-bromophenyl)boronic acid With diethylzinc In toluene at 60℃; for 0.25h; Inert atmosphere; Stage #2: With C46H38NOP In toluene at 20℃; for 0.25h; Inert atmosphere; Stage #3: benzaldehyde optical yield given as %ee; enantioselective reaction; Further stages;	98%

: 1313017-94-5
C28H18BrN

: 244205-40-1
(2-bromophenyl)boronic acid

: C34H22BrN

Conditions

Conditions	Yield
tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane for 11h; Inert atmosphere; Reflux;	98%

: 724788-64-1
ethyl 4-bromo-6-methoxy-1,5-naphthyridine-3-carboxylate

: 244205-40-1
(2-bromophenyl)boronic acid

: 1310359-66-0
ethyl 4-(2-bromophenyl)-6-methoxy-1,5-naphthyridine-3-carboxylate

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate In 1,4-dioxane; water for 2h; Suzuki-Miyaura coupling; Reflux;	98%

: 3378-82-3
1-bromo-2-naphthaldehyde

: 244205-40-1
(2-bromophenyl)boronic acid

: C17H11BrO

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water at 90℃; for 24h; Suzuki Coupling; Inert atmosphere;	98%

: 2-iodo-1-(4-methoxyphenyl)-9-methyl-9H-carbazole

: 244205-40-1
(2-bromophenyl)boronic acid

: C26H20BrNO

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 80℃; for 2h; Suzuki Coupling;	98%

: 201230-82-2
carbon monoxide

: 501-65-5
diphenyl acetylene

: 244205-40-1
(2-bromophenyl)boronic acid

: 1801-42-9
2,3-diphenyl-1H-inden-1-one

Conditions

Conditions	Yield
With sodium carbonate; chloro(1,5-cyclooctadiene)rhodium(I) dimer In 1,4-dioxane; water at 80℃; under 760.051 Torr; for 20h;	97%

...Expand

: 4408-64-4
N-methyliminodiacetic acid

: 244205-40-1
(2-bromophenyl)boronic acid

: 2-bromophenylboronic acid MIDA ester

Conditions

Conditions	Yield
In dimethyl sulfoxide; benzene for 13h; Heating;	97%
In dimethyl sulfoxide; benzene treatment of boronic acid deriv. with amine deriv. in benzene-DMSO (10:1); chromy. (silica gel);	97%
In dimethyl sulfoxide; toluene for 20h; Reflux;	96%

: 1411774-31-6
(S)-2-bromo-6a,7,8,9-tetrahydro-5H-pyrido[3,2-e]pyrrolo[1,2-a][1,4]diazepine-6,11-dione

: 244205-40-1
(2-bromophenyl)boronic acid

: 1411774-42-9
(S)-2-(2-bromophenyl)-6a,7,8,9-tetrahydro-5H-pyrido[3,2-e]pyrrolo[1,2-a][1,4]diazepine-6,11-dione

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,2-dimethoxyethane; water at 100℃; for 4h; Suzuki Coupling; Inert atmosphere;	97%

: 622-30-0
N-benzyl hydroxylalmine

: 244205-40-1
(2-bromophenyl)boronic acid

: 71687-81-5
N-benzyl-2-bromoaniline

Conditions

Conditions	Yield
With trichloroacetonitrile In tert-butyl alcohol at 28℃;	97%

: 61881-19-4
2,2,2-trifluoro-N-phenyl-acetimidoyl chloride

: 244205-40-1
(2-bromophenyl)boronic acid

: 1269183-17-6
6‐(trifluoromethyl)phenanthridine

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; caesium carbonate In toluene at 120℃; for 12h; Inert atmosphere;	97%

: 61881-19-4
2,2,2-trifluoro-N-phenyl-acetimidoyl chloride

: 244205-40-1
(2-bromophenyl)boronic acid

: (Z)-N-(1-(2-bromophenyl)-2,2,2-trifluoroethylidene)aniline

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; caesium carbonate In toluene at 60℃; for 6h; Inert atmosphere;	97%

: 693-98-1
2-methylimidazole

: 244205-40-1
(2-bromophenyl)boronic acid

: 1233883-52-7
C10H9BrN2

Conditions

Conditions	Yield
With Cu-exchanged fluoroapatite; air In methanol at 20℃; for 5h;	96%

: 13534-89-9
2,3-dibromopyridine

: 244205-40-1
(2-bromophenyl)boronic acid

: 1312012-32-0
3-bromo-2-(2-bromophenyl)pyridine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium hydroxide In tetrahydrofuran; water at 70℃; for 4h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere; chemoselective reaction;	96%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; potassium hydroxide In tetrahydrofuran; water for 72h; Inert atmosphere; Reflux;	92%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; potassium hydroxide In tetrahydrofuran; water for 72h; Reflux;	92%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; potassium hydroxide In tetrahydrofuran; water at 70℃; for 18h; Schlenk technique;	85%

2-Bromophenylboronic acid Specification

The 2-Bromophenylboronic acid, with the CAS registry number 244205-40-1, is also known as Boronic acid, B-(2-bromophenyl)-. It belongs to the product categories of Blocks; Boronic Acids; Bromides; B (Classes of Boron Compounds); Aryl; Boronic Acids and Derivatives. This chemical's molecular formula is C₆H₆BBrO₂ and molecular weight is 200.83. What's more, its systematic name is (2-Bromophenyl)boronic acid. This chemical should be sealed and stored in a cool, ventilated and dry place. Moreover, it should be protected from oxides.

Physical properties of 2-Bromophenylboronic acid are: (1)ACD/LogP: 2.361; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.36; (4)ACD/LogD (pH 7.4): 2.30; (5)ACD/BCF (pH 5.5): 36.61; (6)ACD/BCF (pH 7.4): 32.17; (7)ACD/KOC (pH 5.5): 457.73; (8)ACD/KOC (pH 7.4): 402.23; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 40.46 Å²; (13)Index of Refraction: 1.598; (14)Molar Refractivity: 41.01 cm³; (15)Molar Volume: 120.196 cm³; (16)Polarizability: 16.257×10^-24cm³; (17)Surface Tension: 52.0 dyne/cm; (18)Density: 1.671 g/cm³; (19)Flash Point: 152.877 °C; (20)Enthalpy of Vaporization: 60.34 kJ/mol; (21)Boiling Point: 329.17 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: Brc1ccccc1B(O)O
(2)Std. InChI: InChI=1S/C6H6BBrO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4,9-10H
(3)Std. InChIKey: PLVCYMZAEQRYHJ-UHFFFAOYSA-N

Product Name

2-Bromophenylboronic acid

Synthetic route

2-Bromophenylboronic acid Specification

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