3-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid

Name: 3-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid
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CAS No. 904310-72-1
Cat. No. CS-0036257
Purity≥95%
MDL No.None

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3-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid|CS-0036257

Structure of 904310-72-1

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General Information

CAS No. 904310-72-1
Cat. No. CS-0036257
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₆BClO₄
Molecular Weight 282.53
Synonym(s) 3-Chloro-4-(Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Benzoic Acid
SMILES CC1(C)C(C)(C)OB(C2=C(C=C(C=C2)C(=O)O)Cl)O1

Description

This boronate ester-functionalized benzoic acid integrates seamlessly into Suzuki-Miyaura cross-coupling reactions, delivering high efficiency under standard conditions. The tetramethyl-1,3,2-dioxaborolane moiety ensures excellent stability and moisture tolerance, while the para-chloro substituent enables selective functionalization. This bench-stable reagent streamlines access to complex aryl architectures in synthetic and medicinal chemistry workflows.

Application

3-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid serves as a versatile Suzuki-Miyaura coupling partner, enabling efficient C–C bond formation under mild conditions. The boronic ester group exhibits excellent stability, facilitates straightforward purification, and tolerates a range of functional groups. This compound functions as a key building block for the synthesis of biaryl scaffolds 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 55.76
LogP 2.3374
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid

CAS No. 904310-72-1

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