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

Name: 2-(5-Chloro-2-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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CAS No. 635305-45-2
Cat. No. CS-0189336
Purity≥95%
MDL No.None

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2-(5-Chloro-2-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0189336

Structure of 635305-45-2

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General Information

CAS No. 635305-45-2
Cat. No. CS-0189336
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₈BClO₃
Molecular Weight 268.54
Synonym(s) 5-Chloro-2-methoxyphenylboronic acid pinacol ester
SMILES CC1(C)C(C)(C)OB(C2=CC(=CC=C2OC)Cl)O1

Description

This boronate ester features a chloro-substituted methoxyaryl group, enabling efficient coupling in Suzuki-Miyaura reactions. The tetramethyl-dioxaborolane scaffold ensures high stability and ease of handling under standard conditions.

Application

2-(5-Chloro-2-methoxyphenyl)-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 ortho-chloro and methoxy substituents enable selective functionalization in Suzuki-Miyaura couplings, facilitating efficient access to biaryl scaffolds common in pharmaceutical intermediates. The tetramethyl-substituted dioxaborolane core ensures high reactivity and resistance to protodeboronation, while the robustness simplifies handling and purification in routine synthetic workflows.

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-P405-P501

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Computational Chemistry Data

TPSA 27.69
LogP 2.6478
H_Acceptors 3
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

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

CAS No. 635305-45-2

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