| Identification | Back Directory | [Name]
Cyclohexylboronic acid pinacol ester | [CAS]
87100-15-0 | [Synonyms]
Cyclohexane acid pinacol ester
1,3,2-Dioxaborolane, 2-cyclohe
Cyclohexylboronic acid pinacol este
CYCLOHEXYLBORONIC ACID PINACOL ESTER
CYCLOHEXYLBORONIC ACID ACID PINACOL ESTER
REF DUPL: Cyclohexylboronic acid pinacol ester
2-Cyclohexyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
1,3,2-Dioxaborolane, 2-cyclohexyl-4,4,5,5-tetraMethyl-
(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohexane
2-Cyclohexyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane > | [Molecular Formula]
C12H23BO2 | [MDL Number]
MFCD04038749 | [MOL File]
87100-15-0.mol | [Molecular Weight]
210.12 |
| Chemical Properties | Back Directory | [Boiling point ]
244.7±9.0 °C(Predicted) | [density ]
0.93±0.1 g/cm3(Predicted) | [refractive index ]
1.4460 to 1.4500 | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [form ]
Liquid | [color ]
Colorless | [InChI]
InChI=1S/C12H23BO2/c1-11(2)12(3,4)15-13(14-11)10-8-6-5-7-9-10/h10H,5-9H2,1-4H3 | [InChIKey]
OUEVCDGYTKLNMJ-UHFFFAOYSA-N | [SMILES]
O1C(C)(C)C(C)(C)OB1C1CCCCC1 |
| Hazard Information | Back Directory | [Uses]
Cyclohexylboronic acid, pinacol ester | [Synthesis]
The general procedure for the synthesis of 2-cyclohexyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane from pinacol and cyclohexylboronic acid is as follows: a mixture of cyclohexylboronic acid (1.0 eq.), pinacol (1.0 eq.), and anhydrous MgSO4 (4.0 eq.) in ethyl ether (Et2O, 0.5 M) was stirred for 16 h at room temperature. After completion of the reaction, the reaction mixture was filtered and the solvent was removed under vacuum. The crude product was purified by distillation or fast column chromatography to give pure 2-cyclohexyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane. | [References]
[1] Journal of the American Chemical Society, 2012, vol. 134, # 27, p. 11298 - 11298
[2] Synthesis (Germany), 2016, vol. 48, # 19, p. 3241 - 3253
[3] Journal of the American Chemical Society, 2018, vol. 140, # 44, p. 14677 - 14686
[4] Journal of the American Chemical Society, 2017, vol. 139, # 28, p. 9519 - 9522
[5] Synlett, 2018, vol. 29, # 8, p. 1092 - 1094 |
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