2-(3-Cyclopropyl-4-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Name: 2-(3-Cyclopropyl-4-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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CAS No. 627526-59-4
Cat. No. CS-0161643
Molecule weight262.13
Purity≥98%
MDL No.MFCD18730644

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2-(3-Cyclopropyl-4-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0161643

Structure of 627526-59-4

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General Information

CAS No. 627526-59-4
Cat. No. CS-0161643
Purity ≥98%
MDL No. MFCD18730644
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₀BFO₂
Molecular Weight 262.13
Synonym(s) 4-FLUORO-3-CYCLOPROPYLPHENYLBORONIC ACID PINACOL ESTER
SMILES CC1(C)C(C)(C)OB(C2=CC=C(F)C(C3CC3)=C2)O1

Description

This boronate ester features a cyclopropyl-fluorophenyl moiety integrated with a tetramethyl-substituted dioxaborolane ring, offering enhanced stability and compatibility in Suzuki-Miyaura cross-coupling reactions. The sterically shielded boron center enables efficient coupling under mild conditions, while the electron-deficient aryl group facilitates predictable reactivity. This compound delivers high functional group tolerance and reliable performance in complex molecular architectures.

Application

2-(3-Cyclopropyl-4-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boron building block for palladium-catalyzed cross-coupling reactions. Its tetramethyl-substituted dioxaborolane moiety enhances air and moisture stability while enabling efficient Suzuki-Miyaura coupling with aryl halides and pseudohalides. The cyclopropyl and fluorine substituents provide orthogonal functional handles for downstream derivatization in medicinal chemistry and materials synthesis.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335-H413
Precautionary Statements : P261-P273-P501

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Computational Chemistry Data

TPSA 18.46
LogP 3.0023
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

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2-(3-Cyclopropyl-4-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

CAS No. 627526-59-4

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