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
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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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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

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.

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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Computational Chemistry Data

TPSA 21.7
LogP 2.0474
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 3

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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