2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Name: 2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
Brand: ChemScene
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CAS No. 1000339-10-5
Cat. No. CS-0041456
Purity≥96%
MDL No.MFCD16996341

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline|CS-0041456

Structure of 1000339-10-5

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General Information

CAS No. 1000339-10-5
Cat. No. CS-0041456
Purity ≥96%
MDL No. MFCD16996341
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₂₀BNO₃
Molecular Weight 249.11
Synonym(s) 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine
SMILES NC1=CC(B2OC(C)(C)C(C)(C)O2)=CC=C1OC

Description

2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline features a boronate ester group flanked by electron-rich aromatic and methoxy functionalities, enabling efficient Suzuki-Miyaura coupling under mild conditions. This bench-stable reagent integrates seamlessly into complex molecule assembly, offering predictable regioselectivity and compatibility with diverse functional groups in synthetic workflows.

Application

2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The pinacol borane group enables stable, air-tolerant handling and facilitates efficient coupling with aryl halides and triflates under mild conditions. Its ortho-methoxy substituent provides moderate electronic modulation and enhances solubility in common organic solvents. This compound functions effectively in the construction of biaryl scaffolds and complex heterocycles relevant to medicinal chemistry and materials science.

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 53.71
LogP 1.5766
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

CAS No. 1000339-10-5

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