| Identification | Back Directory | [Name]
3-Bromo-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-yl)benzene | [CAS]
594823-67-3 | [Synonyms]
3-Bromophenylboronic acid, pinacol ester
2-(3-BroMophenyl)-4,4,5,5-tetraMethyl-1,3,2-dioxaborolane
3-Bromo-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-yl)benzene
3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)bromobenzene
1,3,2-Dioxaborolane, 2-(3-bromophenyl)-4,4,5,5-tetramethyl-
2-(3-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane10g
1-Bromo-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene | [Molecular Formula]
C12H16BBrO2 | [MDL Number]
MFCD12545926 | [MOL File]
594823-67-3.mol | [Molecular Weight]
282.969 |
| Chemical Properties | Back Directory | [Melting point ]
48 °C | [Boiling point ]
333.2±25.0 °C(Predicted) | [density ]
1.29±0.1 g/cm3(Predicted) | [storage temp. ]
Room temperature. | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [color ]
White to Almost white |
| Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of 3-bromophenylboronic acid pinacol ester using 3-bromophenylboronic acid and pinacol as raw materials is as follows: 3-bromophenylboronic acid and pinacol were mixed in a suitable solvent under dry reaction conditions, a catalyst (e.g., sulfuric acid or p-toluenesulfonic acid) was added, and the reaction was carried out at room temperature with stirring. After completion of the reaction, the solvent was removed by distillation under reduced pressure, and the crude product obtained was purified by column chromatography to give 3-bromophenylboronic acid pinacol ester in 77% yield, and the product was an oil. Its 1H NMR (300 MHz, CDCl3) data were as follows: δ1.35 (s, 12H), 7.23 (t, 1H), 7.58 (dd, 1H), 7.70 (d, 1H), 7.93 (bs, 1H). | [References]
[1] Journal of Organic Chemistry, 2007, vol. 72, # 17, p. 6618 - 6620
[2] Chemical Communications, 2015, vol. 51, # 14, p. 2878 - 2881
[3] Patent: WO2003/105860, 2003, A1. Location in patent: Page 33
[4] Patent: WO2015/110999, 2015, A1. Location in patent: Page/Page column 63
[5] Organic Letters, 2010, vol. 12, # 23, p. 5474 - 5477 |
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