Cyclohexylmethylboronic acid

Name: Cyclohexylmethylboronic acid
Brand: ChemScene
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CAS No. 27762-64-7
Cat. No. CS-W000907
Purity≥97%
MDL No.None

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Structure of 27762-64-7

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General Information

CAS No. 27762-64-7
Cat. No. CS-W000907
Purity ≥97%
MDL No. None
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₁₅BO₂
Molecular Weight 142.00
Synonym(s) Boronic acid, (cyclohexylmethyl)- (9CI)
SMILES OB(CC1CCCCC1)O

Description

Cyclohexylmethylboronic acid offers a stable, bench-ready boronate handle for Suzuki-Miyaura cross-coupling reactions. The cyclohexylmethyl scaffold imparts enhanced solubility and steric protection, minimizing protodeboronation while maintaining high reactivity. This boronate moiety integrates efficiently into complex molecular architectures under standard conditions.

Application

Cyclohexylmethylboronic acid serves as a versatile boron-containing building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. Its stability in air and moisture facilitates handling and purification, while its compatibility with diverse functional groups supports its use in constructing complex molecular architectures. This reagent functions effectively in the synthesis of pharmaceutical intermediates and biologically active heterocycles, offering predictable reactivity and high yields in standard synthetic workflows.

Synthesis

Route1
- 16940-66-2
- 16963-29-4
- 109-63-7
- ~%
- In-stock
  
  27762-64-7
References
- Fisher, Gary B.; Juarez-Brambila, Jesus J.; Gorakki, Christian T.; Wipke, W. Todd; Singaram, Bakthan Journal of the American Chemical Society, 1993 , vol. 115, # 2 p. 440 - 444

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 40.46
LogP 1.0395
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Fatty ring compounds Cyclohexane compounds

Key Words

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Cyclohexylmethylboronic acid

CAS No. 27762-64-7

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