N,N-Dimethyl-1-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanamine

Name: N,N-Dimethyl-1-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanamine
Brand: ChemScene
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CAS No. 129636-11-9
Cat. No. CS-0153838
Purity≥95%
MDL No.MFCD09746201

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N,N-Dimethyl-1-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanamine|CS-0153838

Structure of 129636-11-9

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Description

N,N-Dimethyl-1-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanamine features a boronate ester group flanked by sterically shielded tetramethylcyclopentadienone rings, enabling robust coupling under mild conditions. This bench-stable reagent integrates seamlessly into Suzuki-Miyaura cross-coupling workflows, delivering high functional group tolerance and reliable yields in late-stage diversification.

Application

N,N-Dimethyl-1-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanamine serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The pinacol boronate moiety enables stable, bench-ready handling and facilitates efficient C–C bond formation under mild conditions. Its ortho-substituted aryl scaffold provides predictable regiochemistry and compatibility with diverse functional groups, making it ideal for constructing complex biaryl architectures in medicinal chemistry and materials science applications.

General Information

CAS No. 129636-11-9
Cat. No. CS-0153838
Purity ≥95%
MDL No. MFCD09746201
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₄BNO₂
Molecular Weight 261.17
Synonym(s) 2-(N,N-DIMETHYLAMINOMETHYL)PHENYLBORONIC ACID, PINACOL ESTER
SMILES CC1(C)C(C)(C)OB(C2=CC=CC=C2CN(C)C)O1

Computational Chemistry Data

TPSA 21.7
LogP 2.0474
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 3

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 : H225
Precautionary Statements : P210-P233-P240-P241-P242-P243-P280-P370+P378-P501

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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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N,N-Dimethyl-1-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanamine

CAS No. 129636-11-9

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