(2-chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanol

Name: (2-chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanol
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CAS No. 1400755-07-8
Cat. No. CS-0153841
Purity≥97%
MDL No.MFCD18729957

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(2-chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanol|CS-0153841

Structure of 1400755-07-8

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General Information

CAS No. 1400755-07-8
Cat. No. CS-0153841
Purity ≥97%
MDL No. MFCD18729957
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₈BClO₃
Molecular Weight 268.54
Synonym(s) 2-Chloro-3-(hydroxyMethyl)phenylboronic Acid Pinacol Ester
SMILES CC1(C)C(C)(C)OB(C2=CC=CC(=C2Cl)CO)O1

Description

This boronate-functionalized arylmethanol integrates readily into Suzuki-Miyaura cross-coupling reactions under standard conditions. The tetramethylcyclopentadienone-stabilized boronate moiety ensures excellent shelf stability and moisture tolerance, while the pendant hydroxyl group enables downstream derivatization. A robust building block for complex molecular architectures in medicinal chemistry and materials science.

Application

(2-chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanol serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The pinacol boronate moiety enables stable, air-tolerant handling and facilitates efficient C–C bond formation with aryl and heteroaryl halides. The pendant chloro and hydroxymethyl groups offer orthogonal reactivity for downstream functionalization, supporting modular synthesis of biaryl scaffolds and complex heterocycles in medicinal chemistry and materials science applications.

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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Computational Chemistry Data

TPSA 38.69
LogP 2.1315
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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(2-chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanol

CAS No. 1400755-07-8

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