2-Aminophenylboronic acid supplier

Name
2-Aminophenylboronic acid
EINECS
CAS No. 5570-18-3
Article Data20
CAS DataBase
Density 1.23 g/cm³
Solubility
Melting Point 188-190 °C
Formula C₆H₈BNO₂
Boiling Point 346.9 °C at 760 mmHg
Molecular Weight 136.946
Flash Point 163.6 °C
Transport Information
Appearance
Safety 26-36/37/39
Risk Codes 36/37/38--20/21/22
Molecular Structure
Hazard Symbols Xn,Xi
Synonyms Benzeneboronicacid, o-amino- (7CI,8CI);Boronic acid, (2-aminophenyl)- (9CI);o-Aminophenylboronicacid;
PSA 66.48000
LogP -0.47020

Synthetic route

: 5570-19-4
2-nitrophenylboronic acid

: 5570-18-3
2-aminophenylboronic acid

Conditions

Conditions	Yield
With hydrogenchloride; iron In ethanol; water at 50℃; for 3h; Inert atmosphere;	83%
With H2; catalyst: Pd/C In ethanol shaken for 15 h; filtd., the filtrate is evapd., the oily residue is recrystd. (methanol-water);	67%
With hydrogen; palladium 10% on activated carbon In ethanol under 750.075 Torr; for 8h;	50%

: 615-43-0
2-iodophenylamine

: 7732-18-5
water

: 73183-34-3
bis(pinacol)diborane

: 5570-18-3
2-aminophenylboronic acid

Conditions

Conditions	Yield
Stage #1: 2-iodophenylamine; bis(pinacol)diborane With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In dimethyl sulfoxide at 80℃; for 18h; Inert atmosphere; Stage #2: water With sodium periodate; ammonium chloride In methanol at 20℃; for 18h;	78.1%

...Expand

: 191171-55-8
2-anilineboronic acid pinacol ester

: 5570-18-3
2-aminophenylboronic acid

Conditions

Conditions	Yield
With boron trichloride In dichloromethane at 25℃; for 3h;	52%

: 7697-37-2
nitric acid

: 98-80-6
phenylboronic acid

: 5570-18-3
2-aminophenylboronic acid

Conditions

Conditions	Yield
With palladium on activated charcoal; hydrogen; urea In acetic anhydride 1) HNO3, Ac2O, urea; 2) H2, Pd(C), EtOH;	31%

: 98-80-6
phenylboronic acid

polymer; monomer(s): Actitex 1500-1, modified with [BF4][4-N2C6H4CH2Cl]; 4-halogenobenzenethiol: polymer; monomer(s): Actitex 1500-1, modified with [BF4][4-N2C6H4CH2Cl]; 4-halogenobenzenethiol

: 5570-18-3
2-aminophenylboronic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: HNO3; Ac2O; urea 2: H2 / Pd/C / ethanol View Scheme

: 98-80-6
phenylboronic acid

Merrifield resin-CH2O(CH2)4S-CH2C6H4-Ph-4: Merrifield resin-CH2O(CH2)4S-CH2C6H4-Ph-4

: 5570-18-3
2-aminophenylboronic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: HNO3; Ac2O; urea 2: H2 / Pd/C / ethanol View Scheme

: 17604-35-2
tris(2-methylene(phenyl)imino phenyl)boroxin

A: 5570-18-3
2-aminophenylboronic acid

B: 1-Hydroxy-2-phenyl-2,3-dihydro-1H-2,1-benzazaborol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran refluxing for 1 h, decompn. of excess of LiAlH4 by water, filtering, extracting; recrystn. from benzene-hexane;

: 98-80-6
phenylboronic acid

: 5570-18-3
2-aminophenylboronic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: acetic anhydride; nitric acid / 3 h / -15 - 10 °C 2: iron; hydrogenchloride / ethanol; water / 3 h / 50 °C / Inert atmosphere View Scheme

: 98-80-6
phenylboronic acid

: 5570-18-3
2-aminophenylboronic acid

Conditions

Conditions	Yield
With nitric acid; palladium on carbon In ethanol; water

: 863783-61-3
3-(6-bromo-quinolin-4-yloxy)-5,6-dimethyl-[2,2']bipyridine

: 5570-18-3
2-aminophenylboronic acid

: 2-[4-(5,6-Dimethyl-[2,2']bipyridin-3-yloxy)-quinolin-6-yl]-phenylamine

Conditions

Conditions	Yield
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; N,N-dimethyl-formamide at 70℃; for 3h;	100%

: 863783-73-7
3-(7-bromo-quinolin-4-yloxy)-5,6-dimethyl-[2,2']bipyridine

: 5570-18-3
2-aminophenylboronic acid

: 2-[4-(5,6-Dimethyl-[2,2']bipyridinyl-3-yloxy)-quinolin-7-yl]-phenylamine

Conditions

Conditions	Yield
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; dimethyl sulfoxide at 70℃; for 5h;	100%

: 5570-18-3
2-aminophenylboronic acid

: 157524-26-0
1-hydroxy-3-methyl-1H-2,4,1-benzoxaborine

Conditions

Conditions	Yield
With (CH3CO)2O In 1,4-dioxane under Ar, heated at 60°C for 17 h; the volatiles are removed by evapn. in vac.;	100%

: 358-23-6
trifluoromethylsulfonic anhydride

: 5570-18-3
2-aminophenylboronic acid

: 157524-32-8
1-hydroxy-3-(trifluoromethyl)-1H-2,4,1-benzoxazaborine

Conditions

Conditions	Yield
With H2O In 1,4-dioxane stirred at 0°C for 30 min, at room temp. for 3 h, the solvent isremoved by evapn. in vac. at 30°C, the residue is treated with water; evapn. at 30°C;	100%

: 5570-18-3
2-aminophenylboronic acid

: 2258-42-6
Acetic formic anhydride

: 157524-27-1
1-hydroxy-1H-2,4,1-benzoxazaborine

Conditions

Conditions	Yield
In 1,4-dioxane under Ar, atirred at 11°C for 12 h; the volatiles are removed by evapn.;	100%

: 5570-18-3
2-aminophenylboronic acid

: C14H11ClN4O2

: 3-phenyl-3H-benzo[c]pyrazolo[4,3-f][2,7]naphthyridin-6(7H)-one

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; toluene; tert-butyl alcohol at 75℃; for 18h; Suzuki Coupling; Inert atmosphere;	100%

: 96-97-9
5-nitrosalicylic acid

: 5570-18-3
2-aminophenylboronic acid

: C13H10BN2O6(1-)*H(1+)

Conditions

Conditions	Yield
In acetonitrile at 49.84℃; for 1h;	99%

: 5570-18-3
2-aminophenylboronic acid

: 623-70-1
ethyl (E)-crotonate

: 30696-28-7
4-methyl-3,4-dihydroquinolin-2(1H)-one

Conditions

Conditions	Yield
With [Rh(OH)(cod)]2; potassium carbonate In water at 50℃; for 5h; Inert atmosphere;	99%

: 109-04-6
2-bromo-pyridine

: 5570-18-3
2-aminophenylboronic acid

: 29528-30-1
2-(2-pyridyl)aniline

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate In 1,4-dioxane; water at 100℃; for 5h; Suzuki Coupling; Inert atmosphere;	98%

: 452-51-7, 13046-70-3, 29780-54-9, 36792-87-7, 36792-88-8, 113890-35-0, 113890-38-3
D-2-deoxyribose

: 5570-18-3
2-aminophenylboronic acid

: [2-[N-(deoxy-D-ribofuranosyl)amino]phenyl]boronic acid

Conditions

Conditions	Yield
In ethanol at 20℃; for 24h; Substitution;	97%

: 532-20-7, 613-83-2, 7261-25-8, 7687-39-0, 13221-22-2, 14795-83-6, 15761-67-8, 20074-49-1, 25545-03-3, 25545-04-4, 32445-75-3, 34436-17-4, 36441-93-7, 36468-53-8, 37110-85-3, 37388-49-1, 38029-69-5, 40461-77-6, 40461-89-0, 41546-19-4, 41546-20-7, 41546-21-8, 41546-26-3, 41546-29-6, 41546-30-9, 41546-31-0, 126872-16-0, 131064-98-7
D-Ribose

: 5570-18-3
2-aminophenylboronic acid

: [2-[N-(D-ribofuranosyl)amino]phenyl]boronic acid

Conditions

Conditions	Yield
In ethanol at 20℃; for 24h; Substitution;	97%

: 1-bromo-2-(4-cyanobenzyl)benzene

: 5570-18-3
2-aminophenylboronic acid

: 4-((2'-amino-[1,1'-biphenyl]-2-yl)methyl)benzonitrile

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene for 12h; Inert atmosphere; Reflux;	97%

: 5570-18-3
2-aminophenylboronic acid

: 4-benzyl-2-iodo-1-methylbenzene

: 5'-benzyl-2'-methyl-[1,1'-biphenyl]-2-amine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,2-dimethoxyethane; water for 12h; Inert atmosphere; Reflux;	97%

: 5570-18-3
2-aminophenylboronic acid

: 94-41-7
benzalacetophenone

: 1039-51-6
2,4-diphenylquinoline

Conditions

Conditions	Yield
Stage #1: 2-aminophenylboronic acid; benzalacetophenone With potassium hydroxide; chloro(1,5-cyclooctadiene)rhodium(I) dimer In toluene at 20℃; for 24h; Inert atmosphere; Stage #2: With palladium 10% on activated carbon In toluene for 4h; Reflux; regiospecific reaction;	96%

: 5570-18-3
2-aminophenylboronic acid

: 90971-88-3
methyl 2-bromo-5-methylbenzoate

: 107622-36-6
8-methylphenanthridin-6(5H)-one

Conditions

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate In 1,4-dioxane; water at 100℃; for 24h; Suzuki-Miyaura Coupling; Inert atmosphere;	96%

: 1-bromo-9-methyl-9H-carbazole

: 5570-18-3
2-aminophenylboronic acid

: 2-(9-methyl-9H-carbazol-1-yl)aniline

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; ethanol at 70℃; for 2h; Suzuki-Miyaura Coupling; Microwave irradiation; Inert atmosphere;	96%

: 39856-08-1, 141236-46-6
(E)-3,4-dimethoxycinnamic chloride

: 5570-18-3
2-aminophenylboronic acid

: C17H18BNO5

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at -5 - 20℃; for 2h;	95.1%

: 5570-18-3
2-aminophenylboronic acid

: 535-80-8
3-chlorobenzoate

: 177171-15-2
2'-aminobiphenyl-3-carboxylic acid

Conditions

Conditions	Yield
With sodium 2'‐(dicyclohexylphosphaneyl)‐2,6‐diisopropyl‐[1,1'‐biphenyl]‐3‐sulfonate; palladium diacetate; potassium carbonate In water at 100℃; for 12h; Suzuki-Miyaura coupling;	95%

: 45644-21-1
6-chloropyridin-2-amine

: 5570-18-3
2-aminophenylboronic acid

: 6-(2-amino-phenyl)-pyridin-2-ylamine

Conditions

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium carbonate; palladium diacetate In water; acetonitrile at 100℃; for 10h; Suzuki-Miyaura cross-coupling;	95%

: 5570-18-3
2-aminophenylboronic acid

: 87808-49-9
2-bromo-4-methyl-benzoic acid methyl ester

: 9-methylphenanthridin-6(5H)-one

Conditions

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate In 1,4-dioxane; water at 100℃; for 24h; Suzuki-Miyaura Coupling; Inert atmosphere;	95%

: 10544-63-5
ethyl crotonate

: 5570-18-3
2-aminophenylboronic acid

: 30696-28-7
4-methyl-3,4-dihydroquinolin-2(1H)-one

Conditions

Conditions	Yield
With [Rh(OH)(cod)]2; surfactant TPGS-750-M; potassium carbonate In water at 20℃; for 24h; Green chemistry;	95%

: 1645-65-4
4-(trifluoromethyl)phenyl isothiocyanate

: 5570-18-3
2-aminophenylboronic acid

: C14H10BF3N2OS

Conditions

Conditions	Yield
In N,N-dimethyl-formamide Inert atmosphere;	95%

: 5570-18-3
2-aminophenylboronic acid

: 69-72-7
salicylic acid

: 590-17-0
cyanomethyl bromide

: 2-bromo-N-(2-(4-oxo-4H-benzo[d][1,3,2]dioxaborinin-2-yl)phenyl)acetimidamide

Conditions

Conditions	Yield
for 2h; Inert atmosphere; Heating;	95%

...Expand

: 5570-18-3
2-aminophenylboronic acid

: 209808-18-4
4-[Bromo-(4-diethylcarbamoyl-phenyl)-methylene]-piperidine-1-carboxylic acid tert-butyl ester

: 798550-18-2
4-[(2-aminophenyl)[4-[(diethylamino)carbonyl]phenyl]methylene]-1-piperidinecarboxylic acid 1,1-dimethylethyl ester

Conditions

Conditions	Yield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene at 90℃;	94%

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

: 5570-18-3
2-aminophenylboronic acid

: 1015-89-0
6(5H)-phenanthridinone

Conditions

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate In 1,4-dioxane; water at 100℃; for 24h; Suzuki-Miyaura Coupling; Inert atmosphere;	94%

: 5-(2-chlorophenyl)-4-iodo-2,6-dimethoxypyrimidine

: 5570-18-3
2-aminophenylboronic acid

: 4-(2-aminophenyl)-5-(2-chlorophenyl)-2,6-dimethoxypyrimidine

Conditions

Conditions	Yield
With triphenylphosphine; cesium fluoride; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane at 105℃; for 18h; Suzuki Coupling; Inert atmosphere;	94%

: 108-86-1
bromobenzene

: 5570-18-3
2-aminophenylboronic acid

: 90-41-5
2-phenylaniline

Conditions

Conditions	Yield
With potassium carbonate In water; isopropyl alcohol at 20℃; for 2h; Suzuki-Miyaura Coupling; Green chemistry;	94%

: 5570-18-3
2-aminophenylboronic acid

: C12H10BrF2N3O

: N-(2'-amino-[1,1'-biphenyl]-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In 1,4-dioxane; water at 100℃; for 1.5h; Inert atmosphere;	93.96%

: 5570-18-3
2-aminophenylboronic acid

: 120850-91-1
(S,S)-(-)-1,2-dicyclohexyl-ethane-1,2-diol

: 2-aminophenylboronic acid (-)-1,2-dicyclohexyl-1,2-ethanediol

Conditions

Conditions	Yield
In tetrahydrofuran stirred under N2; flash chromy. (silica, pre-absorption, Et2O/hexane); obtained as an oil;	93%
In tetrahydrofuran

: 5570-18-3
2-aminophenylboronic acid

: 120850-92-2
(1R,2R)-1,2-dicyclohexyl-1,2-ethanediol

: 616227-07-7
2-aminophenylboronic acid (-)-1,2-dicyclohexyl-1,2-ethanediol ester

Conditions

Conditions	Yield
In tetrahydrofuran	93%

2-Aminophenylboronic acid Chemical Properties

Molecular Structure of 2-Aminophenylboronic acid (CAS NO.5570-18-3):

Molecular Formula: C₆H₈BNO₂
Molecular Weight: 136.9442
IUPAC Name: (2-Aminophenyl)boronic acid
Synonyms of 2-Aminophenylboronic acid (CAS NO.5570-18-3): 2-Aminobenzeneboronic acid hydrochloride ; 2-Aminophenylboronic acid 2-aminophenylboronic acid, hydrochloride ; 2-Aminobenzeneboronicacid,96% ; 2-Aminophenylboronic acid HCl Salt
CAS NO: 5570-18-3
Product Categories: Amines ; blocks ; BoronicAcids ; Substituted Boronic Acids ; Boronic Acid
Melting point: 188-190°C
Index of Refraction: 1.582
Molar Refractivity: 36.9 cm³
Molar Volume: 110.5 cm³
Surface Tension: 54 dyne/cm
Density: 1.23 g/cm³
Flash Point: 163.6 °C
Enthalpy of Vaporization: 62.39 kJ/mol
Boiling Point: 346.9 °C at 760 mmHg
Vapour Pressure: 2.1E-05 mmHg at 25°C

2-Aminophenylboronic acid Safety Profile

Hazard Codes of 2-Aminophenylboronic acid (CAS NO.5570-18-3): Irritant Xi,Xn
Risk Statements: 36/37/38-20/21/22
R36/37/38: Irritating to eyes, respiratory system and skin.
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
Hazard Note: Harmful

Product Name

2-Aminophenylboronic acid

Synthetic route

2-Aminophenylboronic acid Chemical Properties

2-Aminophenylboronic acid Safety Profile

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