| Identification | Back Directory | [Name]
4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)CHLOROBENZENE | [CAS]
195062-61-4 | [Synonyms]
Pinac
Pinacol (4-chlorophenyl)boronate
4-CHLOROPHENYLBORONIC ACID, PINACOL ESTER
4-Chlorobenzeneboronic acid, pinacol ester
4-Chlorophenylboronic acid pinacol ester 97%
2-(4-Chlorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
1,3,2-Dioxaborolane, 2-(4-chlorophenyl)-4,4,5,5-tetramethyl-
4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)CHLOROBENZENE
1-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene | [Molecular Formula]
C12H16BClO2 | [MDL Number]
MFCD05663875 | [MOL File]
195062-61-4.mol | [Molecular Weight]
238.52 |
| Chemical Properties | Back Directory | [Melting point ]
50-55 °C(lit.)
| [Boiling point ]
308.7±25.0 °C(Predicted) | [density ]
1.10±0.1 g/cm3(Predicted) | [Fp ]
>230 °F
| [storage temp. ]
2-8°C | [solubility ]
soluble in Methanol | [form ]
Solid | [color ]
White to pale brown | [InChI]
InChI=1S/C12H16BClO2/c1-11(2)12(3,4)16-13(15-11)9-5-7-10(14)8-6-9/h5-8H,1-4H3 | [InChIKey]
NYARTXMDWRAVIX-UHFFFAOYSA-N | [SMILES]
O1C(C)(C)C(C)(C)OB1C1=CC=C(Cl)C=C1 | [CAS DataBase Reference]
195062-61-4 |
| Hazard Information | Back Directory | [Uses]
4-Chlorophenylboronic acid pinacol ester can be used as a reagent in Suzuki-Miyaura cross-coupling reaction to form C-C bonds by reacting with different aryl halides over palladium catalysts.
It can also be used as a reactant:
- To prepare 2-(4-chlorophenyl)-4H-chromen-4-one by treating with 4-chromanone via one-pot palladium-catalyzed dehydrogenation and oxidative boron-Heck coupling reaction.
- In the ligand-enabled C-H bond activation reaction in the presence of a palladium catalyst.
- To synthesize biaryl amides via Cu-catalyzed C-H bond coupling of aryl arylamides.
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Alfa Aesar
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Energy Chemical
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Sigma-Aldrich
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