2-(1,3,2-Dioxaborinan-2-yl)benzonitrile

Name: 2-(1,3,2-Dioxaborinan-2-yl)benzonitrile
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CAS No. 172732-52-4
Cat. No. CS-W000883
Molecule weight187.00
Purity≥97%
MDL No.MFCD04039012

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2-(1,3,2-Dioxaborinan-2-yl)benzonitrile|CS-W000883

Structure of 172732-52-4

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General Information

CAS No. 172732-52-4
Cat. No. CS-W000883
Purity ≥97%
MDL No. MFCD04039012
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₀BNO₂
Molecular Weight 187.00
Synonym(s) 2-Cyanophenylboronic acid-1,3-propanediol cyclic ester
SMILES N#CC1=CC=CC=C1B2OCCCO2

Description

This boronate ester features a nitrile group positioned ortho to the boryl moiety, enabling direct functionalization in cross-coupling reactions. The stable 1,3,2-dioxaborinane ring facilitates handling and storage under standard conditions.

Application

2-(1,3,2-Dioxaborinan-2-yl)benzonitrile serves as a versatile boron-containing building block in cross-coupling reactions, enabling efficient C–C bond formation under palladium catalysis. Its stable dioxaborolane moiety offers excellent bench stability and compatibility with diverse functional groups, facilitating straightforward purification and reliable coupling with aryl halides and pseudohalides. The pendant nitrile group provides additional handle for downstream transformations, making this reagent ideal for constructing complex aromatic 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 42.25
LogP 0.69038
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Synthesis Organometallic Reagents Organoboron Boronic Acids and Derivatives

Key Words

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2-(1,3,2-Dioxaborinan-2-yl)benzonitrile

CAS No. 172732-52-4

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