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2-Aminophenylboronic acid

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Name

2-Aminophenylboronic acid

EINECS N/A
CAS No. 5570-18-3 Density 1.23 g/cm3
PSA 66.48000 LogP -0.47020
Solubility N/A 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 N/A Appearance N/A
Safety 26-36/37/39 Risk Codes 36/37/38--20/21/22
Molecular Structure Molecular Structure of 5570-18-3 (2-Aminophenylboronic acid) Hazard Symbols HarmfulXn,IrritantXi
Synonyms

Benzeneboronicacid, o-amino- (7CI,8CI);Boronic acid, (2-aminophenyl)- (9CI);o-Aminophenylboronicacid;

Article Data 20

2-Aminophenylboronic acid Synthetic route

5570-19-4

2-nitrophenylboronic acid

5570-18-3

2-aminophenylboronic acid

Conditions
ConditionsYield
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

73183-34-3

bis(pinacol)diborane

5570-18-3

2-aminophenylboronic acid

Conditions
ConditionsYield
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%
191171-55-8

2-anilineboronic acid pinacol ester

5570-18-3

2-aminophenylboronic acid

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

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): IrritantXi,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

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