(2-((Dimethylamino)methyl)phenyl)boronic acid

Name: (2-((Dimethylamino)methyl)phenyl)boronic acid
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CAS No. 85107-53-5
Cat. No. CS-W004032
Purity≥97%
MDL No.MFCD01318999

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(2-((Dimethylamino)methyl)phenyl)boronic acid|CS-W004032

Structure of 85107-53-5

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General Information

CAS No. 85107-53-5
Cat. No. CS-W004032
Purity ≥97%
MDL No. MFCD01318999
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₄BNO₂
Molecular Weight 179.02
Synonym(s) 2-(Dimethylaminomethyl)benzeneboronic Acid (contains varying amounts of Anhydride)
SMILES CN(Cc1ccccc1B(O)O)C

Description

This boronate reagent features a dimethylaminomethyl group that enhances solubility and electronic modulation, enabling efficient coupling in Suzuki-Miyaura reactions. The pendant amine facilitates coordination in transition-metal catalysis while maintaining bench-stable handling under standard conditions.

Application

(2-((Dimethylamino)methyl)phenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. The pendant dimethylaminomethyl group enhances solubility and offers potential for downstream functionalization, while the boronic acid moiety exhibits excellent bench stability and compatibility with diverse reaction conditions. Functions reliably in late-stage coupling strategies for medicinal chemistry and materials synthesis.

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 43.7
LogP -0.572
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Synthesis Organometallic Reagents Organoboron Boronic Acids and Derivatives

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(2-((Dimethylamino)methyl)phenyl)boronic acid

CAS No. 85107-53-5

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