Cyclohexylboronic acid Chemical Properties

Melting point:

122-123 °C

Boiling point:

252.4±23.0 °C(Predicted)

Density 

1.00±0.1 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

solubility 

soluble in Methanol

pka

10.47±0.20(Predicted)

form 

powder

color 

White to Orange to Green

Water Solubility 

25 g/L

InChI

InChI=1S/C6H13BO2/c8-7(9)6-4-2-1-3-5-6/h6,8-9H,1-5H2

InChIKey

XDRVAZAFNWDVOE-UHFFFAOYSA-N

SMILES

C1CCCCC1B(O)O

CAS DataBase Reference

4441-56-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

37/39-26

WGK Germany 

3

RTECS 

GU7171000

HazardClass 

IRRITANT

HS Code 

29319090

Storage Class

11 - Combustible Solids

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

Cyclohexylboronic acid Usage And Synthesis

Chemical Properties

White to light yellow crystal powde

Uses

Reactant involved in:• ;HF-free synthesis of tetrabutylammonium trifluoroborates1• ;Cross-coupling with aromatic amines2• ;Suzuki cross-coupling reactions3• ;Arylation and alkylation of diphenylisoxazole4

Uses

suzuki reaction

Uses

Reactant involved in:

• HF-free synthesis of tetrabutylammonium trifluoroborates
• Cross-coupling with aromatic amines
• Suzuki cross-coupling reactions
• Arylation and alkylation of diphenylisoxazole

Synthesis

Diisopropylaminoborane (2.4 mL, 2.4 mmol, 1.2 eq.) was added to a 50 mL round-bottomed flask fitted with a magnetic stir bar and fitted with a rubber septum. O-tolylmagnesium bromide (2 mL, 2.0 mmol, 1 eq.) was added dropwise over 5 min via syringe while stirring (ice bath) at 0??C. After 1 hr, with the reaction still on ice, 3 M HCl (5 mL) was added dropwise over 5 min and stirred for 30 min. The reaction mixture was then refluxed for 15 min. After refluxing, the solution was transferred to a partition funnel and extracted with Et2O (2 ?? 15 mL). The organic layers were combined and extracted with 1 M HCl (4 ?? 15 mL), dried with anhydrous MgSO4 and evaporated in vacuum (25??C, 1 Torr). A white powder cyclohexylboronic acid was obtained; 97% yield (0.497 g).

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