Cyclohexylboronic acid pinacol ester

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Cyclohexylboronic acid pinacol ester manufacturers

Cyclohexylboronic acid pinacol ester Basic information
Product Name:Cyclohexylboronic acid pinacol ester
Synonyms:CYCLOHEXYLBORONIC ACID ACID PINACOL ESTER;(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohexane;1,3,2-Dioxaborolane, 2-cyclohexyl-4,4,5,5-tetraMethyl-;REF DUPL: Cyclohexylboronic acid pinacol ester;Cyclohexylboronic acid pinacol este;Cyclohexane acid pinacol ester;CYCLOHEXYLBORONIC ACID PINACOL ESTER;1,3,2-Dioxaborolane, 2-cyclohe
CAS:87100-15-0
MF:C12H23BO2
MW:210.12
EINECS:
Product Categories:Alkyl;Organoborons
Mol File:87100-15-0.mol
Cyclohexylboronic acid pinacol ester Structure
Cyclohexylboronic acid pinacol ester Chemical Properties
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
InChIInChI=1S/C12H23BO2/c1-11(2)12(3,4)15-13(14-11)10-8-6-5-7-9-10/h10H,5-9H2,1-4H3
InChIKeyOUEVCDGYTKLNMJ-UHFFFAOYSA-N
SMILESO1C(C)(C)C(C)(C)OB1C1CCCCC1
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36/37/39
HazardClass IRRITANT
HS Code 29310099
MSDS Information
Cyclohexylboronic acid pinacol ester Usage And Synthesis
UsesCyclohexylboronic acid, pinacol ester
Synthesis
Pinacol

76-09-5

Cyclohexylboronic acid

4441-56-9

Cyclohexylboronic acid pinacol ester

87100-15-0

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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