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

Name: 2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline
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CAS No. 1627721-83-8
Cat. No. CS-0107105
Molecule weight269.15
Purity≥97%
MDL No.None

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2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline|CS-0107105

Structure of 1627721-83-8

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General Information

CAS No. 1627721-83-8
Cat. No. CS-0107105
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₂₀BNO₂
Molecular Weight 269.15
Synonym(s) None
SMILES CC1(C)C(C)(C)OB(C2=CC(C)=NC3=CC=CC=C23)O1

Description

2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline is a bench-stable boronate reagent featuring a sterically protected boryl group attached to a quinoline scaffold. This configuration enables efficient Suzuki-Miyaura cross-coupling reactions under standard conditions, delivering arylated heterocycles with high functional group tolerance and minimal protodeboronation.

Application

2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylborolane group enables stable handling, broad functional group tolerance, and efficient coupling with aryl and heteroaryl halides under mild conditions. Its quinoline core provides a rigid, electron-deficient scaffold valuable 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 : H302-H315-H320-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 31.35
LogP 2.84242
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds quinoline compounds

Key Words

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

CAS No. 1627721-83-8

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