2-(4,4-Difluorocyclohex-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Name: 2-(4,4-Difluorocyclohex-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Brand: ChemScene
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CAS No. 1227068-84-9
Cat. No. CS-0052278
Molecule weight244.09
Purity≥97%
MDL No.None

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2-(4,4-Difluorocyclohex-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0052278

Structure of 1227068-84-9

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General Information

CAS No. 1227068-84-9
Cat. No. CS-0052278
Purity ≥97%
MDL No. None
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₉BF₂O₂
Molecular Weight 244.09
Synonym(s) 2-(4,4-Difluoro-1-cyclohexen-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
SMILES CC1(C)OB(OC1(C)C)C1=CCC(F)(F)CC1

Description

This boronate ester features a difluorocyclohexenyl moiety that enhances metabolic stability and modulates electronic properties. The tetramethyl-substituted dioxaborolane ring ensures excellent shelf life and moisture tolerance, enabling reliable use in Suzuki-Miyaura cross-coupling reactions under standard conditions.

Application

2-(4,4-Difluorocyclohex-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boronate building block for palladium-catalyzed cross-coupling reactions. Its difluorocyclohexenyl moiety enables efficient incorporation into bioactive scaffolds, while the tetramethyl-substituted dioxaborolane core ensures high chemical stability and compatibility with diverse reaction conditions. Facilitates reliable C–C bond formation in medicinal chemistry and materials synthesis workflows.

Synthesis

Route1
- 1227068-83-8
- In-stock
  
  73183-34-3
- ~%
- In-stock
  
  1227068-84-9
References
- AMGEN INC.; ALLEN, Jennifer R.; BOURBEAU, Matthew P.; CHEN, Ning; HU, Essa; KUNZ, Roxanne; RUMFELT, Shannon Patent: WO2010/57121 A1, 2010 ; Location in patent: Page/Page column 170 ; WO 2010/057121 A1

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 18.46
LogP 3.3634
H_Acceptors 2
H_Donors 0
Rotatable_Bonds Rotatable_Bonds：

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aliphatic heterocycle compounds Other aliphatic heterocycles compounds

Key Words

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2-(4,4-Difluorocyclohex-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

CAS No. 1227068-84-9

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