2-Hydroxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

Name: 2-Hydroxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile
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CAS No. 1350933-21-9
Cat. No. CS-0135449
Purity≥95%
MDL No.MFCD16994359

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2-Hydroxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile|CS-0135449

Structure of 1350933-21-9

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Description

This boronate ester features a para-cyano group flanked by a phenolic hydroxyl, enabling dual functionality in cross-coupling and derivatization. The tetramethyl-substituted dioxaborolane enhances stability and reactivity under standard conditions, facilitating efficient Suzuki-Miyaura coupling with minimal decomposition.

Application

2-Hydroxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile serves as a versatile boronate ester building block for Suzuki-Miyaura cross-coupling reactions. The ortho-hydroxyl and nitrile groups provide orthogonal functionality for further derivatization, while the pinacol boronate moiety ensures excellent stability, ease of handling, and compatibility with a broad range of reaction conditions. This compound enables efficient construction of biaryl and heterocyclic scaffolds in medicinal chemistry and materials science applications.

General Information

CAS No. 1350933-21-9
Cat. No. CS-0135449
Purity ≥95%
MDL No. MFCD16994359
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₆BNO₃
Molecular Weight 245.08
Synonym(s) benzonitrile,2-hydroxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)
SMILES N#CC1=CC=C(B2OC(C)(C)C(C)(C)O2)C=C1O

Computational Chemistry Data

TPSA 62.48
LogP 1.56308
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

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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Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Hydroxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

CAS No. 1350933-21-9

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