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Product Details
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Article |
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Uses |
3-Biphenylboronic Acid is a fluorescent boronic acid useful for sensitive detection of sugars in water. Boronic acids, including 3-Biphenylboronic acid, are valuable in organic synthesis, particularly in reactions like Suzuki-Miyaura cross-coupling reactions. These reactions are widely used for the formation of carbon-carbon bonds. |
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Chemical Properties |
yellow crystal powder |
| Canonical SMILES | B(C1=CC(=CC=C1)C2=CC=CC=C2)(O)O |
| Exact Mass | 198.0852098 g/mol |
| Monoisotopic Mass | 198.0852098 g/mol |
| Complexity | 190 |
InChI:InChI=1/C12H11BO2/c14-13(15)12-8-4-7-11(9-12)10-5-2-1-3-6-10/h1-9,14-15H
On the basis of molecular shape selectivity assumption, we initially expected that phenylboronic acid would be converted; while 3-biphenylboronic acid would not. However, as shown …
To validate the proposed transformation and optimize the reaction conditions, we used 3-biphenylboronic acid and sodium methanesulfinate as testing substrates (Scheme 1). For our …
ABSTRACT An object is to provide a carba...
(Chemical Equation Presented) Step by st...
3-bromobiphenyl
3-Biphenylboronic acid
| Conditions | Yield |
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3-bromobiphenyl; With n-butyllithium; In tetrahydrofuran; hexane; at -80 ℃; for 1h; Inert atmosphere;
With Trimethyl borate; In tetrahydrofuran; hexane; at -80 - 20 ℃; for 4h;
With hydrogenchloride; water; In tetrahydrofuran; hexane; for 2h;
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55% |
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Multi-step reaction with 2 steps
1.1: n-BuLi / -78 °C
1.2: -78 - 20 °C
2.1: aq. HCl
With hydrogenchloride; n-butyllithium;
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3-bromobiphenyl; With magnesium; In tetrahydrofuran;
With Trimethyl borate;
With hydrogenchloride; Further stages.;
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Trimethyl borate
3-bromobiphenyl
3-Biphenylboronic acid
| Conditions | Yield |
|---|---|
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3-bromobiphenyl; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 2h;
Trimethyl borate; In tetrahydrofuran; at -78 - 20 ℃;
With hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 2h; Further stages.;
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75% |
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With hydrogenchloride; n-butyllithium; In tetrahydrofuran; soln. of n-BuLi in hexanes added dropwise to soln. of biphenyl compd. at-78°C under Ar, kept at this temp. for 2 h, soln. of borate adde d over 30 min, allowed to warm to room temp. overnight, 10% aq. HCl added, stirred for 2 h at room temp.; extd. into Et2O, washed with concd. soln. of Na2CO3 then with H2O, evapd., recrystd. twice from H2O/EtOH (95/5);
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75% |
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3-bromobiphenyl; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;
Trimethyl borate; In tetrahydrofuran; hexane; for 24h;
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65% |
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With hydrogenchloride; n-butyllithium; In tetrahydrofuran; hexane; BuLi soln. (hexane) addn. to biphenylbromide soln. (THF), mixt. stirring1 h, mixt. addn. to B-compd. soln. (THF) via canula (N2) at -78° C., stirring 1 h, gradual warming to room temp., aq. HCl addn., stirringat room temp. 15 h, solvent removal; under reduced pressure, Et2O addn., org. layer sepn., drying (MgSO4), soln. concn.. oil triturating with hexane, solid repptn. from MeOH/H2O;
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43% |
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With hydrogenchloride; tert.-butyl lithium; In water; pentane;
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boric acid tributyl ester
[(1,1'-biphenyl)-3-yl]magnesium bromide
Trimethyl borate
3-bromobiphenyl
2,6-Bis-biphenyl-3-yl-pyridine
2''-amino-m-quinquephenyl
2-(acetylamino)-5-benzyl-3-(3-biphenylyl)pyridine N-oxide
2-(acetylamino)-3-(biphenyl-3-yl)-5-methoxy-7-phenyl-1,8-naphthyridine
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CAS:1001911-63-2
Molecular Formula:C<sub>18</sub> H<sub>14</sub> BNO<sub>2</sub>
Molecular Weight:287.1
CAS:63503-60-6
