2-(3-Chloro-4-cyclopropylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Name: 2-(3-Chloro-4-cyclopropylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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CAS No. 2118230-75-2
Cat. No. CS-0609485
Purity≥97%
MDL No.None

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2-(3-Chloro-4-cyclopropylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0609485

Structure of 2118230-75-2

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Description

This boronate reagent features a cyclopropyl-substituted aryl group with enhanced stability and solubility in organic media. The tetramethyl-1,3,2-dioxaborolane core enables efficient coupling under mild conditions, while the 3-chloro substituent provides a handle for further functionalization. Ideal for Suzuki-Miyaura reactions requiring robustness and precise regiocontrol.

Application

2-(3-Chloro-4-cyclopropylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. The cyclopropyl group imparts enhanced lipophilicity and metabolic stability, while the tetramethyl-substituted dioxaborolane core ensures high chemical stability and ease of purification. It reacts efficiently with aryl halides and triflates under standard catalytic conditions, enabling rapid assembly of complex biaryl architectures relevant to medicinal chemistry and materials science.

General Information

CAS No. 2118230-75-2
Cat. No. CS-0609485
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₀BClO₂
Molecular Weight 278.58
Synonym(s) None
SMILES CC1(C)C(C)(C)OB(C2=CC=C(C3CC3)C(Cl)=C2)O1

Computational Chemistry Data

TPSA 18.46
LogP 3.5166
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

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
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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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

Key Words

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2-(3-Chloro-4-cyclopropylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

CAS No. 2118230-75-2

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