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CAS No.: | 30418-59-8 |
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Name: | 3-Aminobenzeneboronic acid |
Article Data: | 16 |
Molecular Structure: | |
Formula: | C6H8BNO2 |
Molecular Weight: | 136.946 |
Synonyms: | Benzeneboronicacid, m-amino- (6CI,7CI,8CI);Boronic acid, (3-aminophenyl)- (9CI);3-Aminophenyl(dihydroxy)borane;m-Aminobenzeneboronic acid;m-Aminophenylboronicacid; |
EINECS: | 250-189-0 |
Density: | 1.23 g/cm3 |
Melting Point: | 98 °C |
Boiling Point: | 376 °C at 760 mmHg |
Flash Point: | 181.2 °C |
Solubility: | Soluble in water (partly miscible). |
Appearance: | light yellow crystalline solid |
Hazard Symbols: | Xi |
Risk Codes: | 36/37/38 |
Safety: | 26-36/37/39 |
PSA: | 66.48000 |
LogP: | -0.47020 |
m-nitrobenzene boronic acid
3-Aminophenylboronic acid
Conditions | Yield |
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Stage #1: m-nitrobenzene boronic acid With hydrogenchloride; 1,1,1,3',3',3'-hexafluoro-propanol; iron In water at 20℃; for 0.5h; Stage #2: With sodium hydrogencarbonate In water chemoselective reaction; | 83% |
With methanol; platinum Hydrogenation; | |
With barium dihydroxide; iron(II) hydroxide; water | |
With hydrogen; platinum(IV) oxide In methanol; water under 3102.97 Torr; for 0.75h; | |
With hydrogen In methanol at 20℃; under 775.743 Torr; for 20h; |
Conditions | Yield |
---|---|
With montmorillonite K10 at 25℃; for 1.5h; | 78% |
3-Bromonitrobenzene
2,2'-bis(1,3,2-benzodioxaborole)
3-Aminophenylboronic acid
Conditions | Yield |
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With tetrakis(triphenylphosphine) palladium(0); potassium acetate In dimethyl sulfoxide at 90℃; Solvent; Reagent/catalyst; Temperature; Inert atmosphere; | 71% |
3-Aminophenylboronic acid
Conditions | Yield |
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With sodium hydroxide In water pH=7.2; | 66% |
3-Aminophenylboronic acid
Conditions | Yield |
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With acetic acid In tetrahydrofuran; water at 20℃; |
phenylboronic acid
3-Aminophenylboronic acid
Conditions | Yield |
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Multi-step reaction with 2 steps 1: urea; nitric acid 2: iron (II)-hydroxide; barium hydroxide; water View Scheme |
3-Aminophenylboronic acid
Conditions | Yield |
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With NaF; Nafion solution In hydrogenchloride Electrochem. Process; on glassy carbon electrode according to Nicolas, M., et al., J. Eur. J. Org. Chem., 2000, 9, 1703-1710; NH2C6H4B(OH)2*HCl, NaF (40 mM) dissolvedin 0.2 M HCl; Nafion soln. added; mixt. vigorously stirred; potential w as scanned between 0.0 and +1.1 V...; | |
With NaF In hydrogenchloride Electrochem. Process; on glassy carbon electrode according to Nicolas, M., et al., J. Eur. J. Org. Chem., 2000, 9, 1703-1710; NH2C6H4B(OH)2*HCl, NaF (200 mM) dissolved in 0.5 M HCl; mixt. vigorously stirred; potential was scanned between 0.0 and +1.1 V in the unstirred soln.; |
3-Aminophenylboronic acid
Conditions | Yield |
---|---|
With sodium hydroxide In water at 0 - 5℃; pH=7.2; | 21.7 g |
3-bromoaniline
3-Aminophenylboronic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: toluene-4-sulfonic acid / toluene / 150 h / Reflux; Large scale 2: n-butyllithium / tetrahydrofuran; hexane / -80 °C / Inert atmosphere 3: sodium hydroxide / water / 0 - 5 °C / pH 7.2 View Scheme | |
Multi-step reaction with 3 steps 1: toluene / Reflux; Large scale 2: n-butyllithium / tetrahydrofuran; hexane / -80 °C / Inert atmosphere 3: sodium hydroxide / water / 0 - 5 °C / pH 7.2 View Scheme |
3-bromo-N-(diphenylmethylene)-benzenamine
3-Aminophenylboronic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: n-butyllithium / tetrahydrofuran; hexane / -80 °C / Inert atmosphere 2: sodium hydroxide / water / 0 - 5 °C / pH 7.2 View Scheme |
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