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CS-W001157 4
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5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline

  • CAS No. 1021868-08-5

  • Cat. No. CS-0107139
  • Purity≥98%
  • MDL No.MFCD22418302

*For research and further manufacturing use only, not for direct human use.

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline|CS-0107139

Structure of 1021868-08-5

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General Information

  • CAS No. 1021868-08-5
  • Cat. No. CS-0107139
  • Purity ≥98%
  • MDL No. MFCD22418302
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₁₈BNO₂
  • Molecular Weight 255.12
  • Synonym(s) 5-Quinolineboronic Acid Pinacol Ester
  • SMILES CC1(C)C(C)(C)OB(C2=C3C=CC=NC3=CC=C2)O1

Description

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline is a bench-stable boronate reagent featuring a quinoline scaffold that enables efficient Suzuki-Miyaura cross-coupling reactions. The tetramethylcyclopentadienone moiety enhances stability and solubility in organic solvents, facilitating reliable coupling under standard conditions. This compound integrates seamlessly into complex molecular architectures.

Application

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline serves as a versatile boron-containing building block for palladium-catalyzed cross-coupling reactions. The tetramethylboronate group enables efficient Suzuki-Miyaura coupling under mild conditions, facilitating the construction of biaryl architectures. Its stability, ease of handling, and compatibility with diverse functional groups make it a practical reagent for synthesizing quinoline-based scaffolds 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-H319-H335
Precautionary Statements : P261-P338-P351

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Computational Chemistry Data

  • TPSA   31.35
  • LogP   2.534
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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