N-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide

Name: N-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide
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CAS No. 214360-60-8
Cat. No. CS-0097879
Purity≥97%
MDL No.MFCD02093722

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N-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide|CS-0097879

Structure of 214360-60-8

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Description

N-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide features a boronate ester group enabling robust Suzuki-Miyaura coupling under mild conditions. The acetamide moiety enhances solubility and stability, while the tetramethyl-substituted dioxaborolane resists protodeboronation. This compound integrates efficiently into complex molecular architectures with high functional group tolerance.

Application

N-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The pinacol boronate group enables stable, bench-ready handling and orthogonal reactivity under mild conditions. It facilitates efficient C–C bond formation with aryl halides and triflates, supporting the construction of biaryl scaffolds commonly found in pharmaceutical intermediates and functional materials.

General Information

CAS No. 214360-60-8
Cat. No. CS-0097879
Purity ≥97%
MDL No. MFCD02093722
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₂₀BNO₃
Molecular Weight 261.12
Synonym(s) N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetamide
SMILES CC(NC1=CC=C(C=C1)B2OC(C)(C(C)(O2)C)C)=O

Computational Chemistry Data

TPSA 47.56
LogP 1.9442
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

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-P405-P501

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Other Classifications

Building Blocks Functional Group Amide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Synthesis Organometallic Reagents Organoboron Boronic Acids and Derivatives

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N-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide

CAS No. 214360-60-8

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