2-Chloro-3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

Name: 2-Chloro-3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
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CAS No. 1799612-10-4
Cat. No. CS-0030814
Molecule weight268.54
Purity≥97%
MDL No.MFCD31580204

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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2-Chloro-3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol|CS-0030814

Structure of 1799612-10-4

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General Information

CAS No. 1799612-10-4
Cat. No. CS-0030814
Purity ≥97%
MDL No. MFCD31580204
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₈BClO₃
Molecular Weight 268.54
Synonym(s) 3-Chloro-4-hydroxy-2-methylphenylboronic Acid Pinacol Ester
SMILES OC1=C(Cl)C(C)=C(B2OC(C)(C)C(C)(C)O2)C=C1

Description

2-Chloro-3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol delivers a boronate handle flanked by electron-deficient and sterically hindered substituents, enabling robust Suzuki-Miyaura coupling under standard conditions. This bench-stable reagent integrates seamlessly into complex molecule assembly workflows.

Application

2-Chloro-3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The phenolic hydroxyl group enables direct derivatization and facilitates purification via chromatography or crystallization. The pinacol boronate ester offers excellent bench stability and functional group tolerance, while the ortho-chloro substituent allows for selective coupling or further functionalization. This compound functions as a key intermediate in the synthesis of biaryl scaffolds and heterocyclic frameworks relevant to medicinal chemistry and materials science.

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

Quality Control

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Computational Chemistry Data

TPSA 38.69
LogP 2.65322
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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2-Chloro-3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

CAS No. 1799612-10-4

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