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

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

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

HazardClass 

IRRITANT

HS Code 

29310099

Cyclohexylboronic acid pinacol ester Usage And Synthesis

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

Cyclohexylboronic acid pinacol ester(87100-15-0)Related Product Information

• Pinacol
• Diethyl phthalate
• Cyclohexene oxide
• Methylcyclohexane
• Cyclohexane
• Chlorocyclohexane
• Tris(trimethylsilyl)phosphate
• Ethylcyclohexane
• Bis(pinacolato)diboron
• Dimethyl succinate
• Cyclohexylbenzene
• Cyclohexylboronic acid
• Cyclopentylboronic acid
• Cyclopentanecarbaldehyde
• 1,3-Cyclohexanedicarboxylic acid
• POTASSIUM CYCLOPENTYLTRIFLUOROBORATE
• Methyl cyclohexanecarboxylate
• CYCLOHEXYLHYDRAZINE HYDROCHLORIDE