2-(3-Chlorobenzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Name: 2-(3-Chlorobenzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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CAS No. 517920-59-1
Cat. No. CS-0041425
Purity≥95%
MDL No.MFCD10698516

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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2-(3-Chlorobenzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0041425

Structure of 517920-59-1

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Description

This boronate ester features a 3-chlorobenzyl group attached to a stable tetramethyl-1,3,2-dioxaborolane core. It integrates readily into Suzuki-Miyaura coupling reactions under standard conditions, delivering arylated products with high efficiency. The electron-deficient chlorophenyl moiety enhances reactivity while maintaining bench-stable handling characteristics.

Application

2-(3-Chlorobenzyl)-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 3-chlorobenzyl group provides orthogonal reactivity, enabling selective functionalization in complex molecule synthesis. Its tetramethyl-substituted dioxaborolane core ensures excellent shelf stability and compatibility with diverse reaction conditions, facilitating efficient C–C bond formation in medicinal chemistry and materials science applications.

General Information

CAS No. 517920-59-1
Cat. No. CS-0041425
Purity ≥95%
MDL No. MFCD10698516
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₈BClO₂
Molecular Weight 252.54
Synonym(s) 1,3,2-Dioxaborolane, 2-[(3-chlorophenyl)methyl]-4,4,5,5-tetramethyl-
SMILES CC1(C)C(C)(C)OB(CC2=CC=CC(Cl)=C2)O1

Computational Chemistry Data

TPSA 18.46
LogP 3.5139
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-P305+P351+P338-P330-P362+P364-P403+P233-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

Key Words

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2-(3-Chlorobenzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

CAS No. 517920-59-1

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