5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isophthalic acid

Name: 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isophthalic acid
Brand: ChemScene
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CAS No. 1041434-13-2
Cat. No. CS-0061096
Purity≥95%
MDL No.MFCD11867793

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5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isophthalic acid|CS-0061096

Structure of 1041434-13-2

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General Information

CAS No. 1041434-13-2
Cat. No. CS-0061096
Purity ≥95%
MDL No. MFCD11867793
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₇BO₆
Molecular Weight 292.09
Synonym(s) 3,5-Dicarboxyphenylboronic acid, pinacol ester
SMILES O=C(O)C1=CC(=CC(=C1)C(=O)O)B2OC(C)(C)C(O2)(C)C

Description

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isophthalic acid features a boronate ester group conjugated to a rigid aromatic diacid scaffold, enabling efficient Suzuki-Miyaura coupling under mild conditions. The tetramethyl-substituted dioxaborolane moiety enhances stability and solubility in aqueous and organic media, while the carboxylic acid functionalities facilitate downstream functionalization and conjugation. This structure supports modular synthesis of complex polyaromatic systems and bioconjugates.

Application

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isophthalic acid serves as a versatile boronate building block for Suzuki-Miyaura coupling reactions, enabling efficient construction of biaryl and polyaryl scaffolds. The tetramethylboronate moiety offers excellent stability under ambient conditions and compatibility with diverse reaction partners, while the flanking carboxylic acid groups provide orthogonal functionality for further derivatization or conjugation. Its bench-stable nature and predictable reactivity make it well-suited for iterative synthesis 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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 93.06
LogP 1.3822
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 3

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

Material Science Polymer/Macromolecule Reagents Metal Organic Frameworks (MOF) Raw Materials Organic Linker Molecules

Material Science Organic-Inorganic Hybrid Materials Metal Organic Frameworks (MOF) Raw Materials Organic Linker Molecules

Key Words

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5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isophthalic acid

CAS No. 1041434-13-2

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