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

Name: 5-Methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
Brand: ChemScene
Availability: InStock
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CAS No. 863578-36-3
Cat. No. CS-0140970
Purity≥98%
MDL No.MFCD06795679

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5-Methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline|CS-0140970

Structure of 863578-36-3

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Description

5-Methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline delivers a boronate ester group coupled with an electron-rich aniline scaffold, enabling efficient Suzuki-Miyaura coupling under mild conditions. The tetramethyl-substituted dioxaborolane moiety enhances stability and solubility, while the methyl group at the 5-position provides steric and electronic modulation. This compound integrates seamlessly into complex molecular architectures during late-stage functionalization.

Application

5-Methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline serves as a versatile Suzuki-Miyaura coupling building block, enabling efficient C–C bond formation under mild conditions. The boronate ester group exhibits high stability, excellent functional group tolerance, and compatibility with diverse reaction partners. Its aniline core facilitates downstream derivatization in medicinal chemistry and materials science applications.

General Information

CAS No. 863578-36-3
Cat. No. CS-0140970
Purity ≥98%
MDL No. MFCD06795679
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₂₀BNO₂
Molecular Weight 233.11
Synonym(s) 5-Methyl-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylamine
SMILES NC1=CC(C)=CC=C1B2OC(C)(C)C(C)(C)O2

Computational Chemistry Data

TPSA 44.48
LogP 1.87642
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

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
Precautionary Statements : P264-P270-P330-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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5-Methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

CAS No. 863578-36-3

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