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2-(3-Methoxybenzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

  • CAS No. 797762-23-3

  • Cat. No. CS-0029506
  • Molecule weight248.13
  • Purity≥95%
  • MDL No.MFCD10698524

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

2-(3-Methoxybenzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0029506

Structure of 797762-23-3

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General Information

  • CAS No. 797762-23-3
  • Cat. No. CS-0029506
  • Purity ≥95%
  • MDL No. MFCD10698524
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₁BO₃
  • Molecular Weight 248.13
  • Synonym(s) 3-Methoxybenzylboronic acid pinacol ester
  • SMILES CC1(C)C(C)(C)OB(CC2=CC=CC(OC)=C2)O1

Description

This boronate ester features a methoxy-substituted benzyl group that enhances solubility and stability under standard conditions. The tetramethyl-1,3,2-dioxaborolane core provides excellent shelf life and reactivity in Suzuki-Miyaura cross-coupling reactions. Designed for efficient integration into complex molecular architectures with minimal side reactions.

Application

2-(3-Methoxybenzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. Its ortho-methoxy-substituted benzyl group enables selective functionalization in complex molecule synthesis, while the tetramethyl-dioxaborolane moiety offers excellent stability, low toxicity, and compatibility with diverse reaction conditions. Facilitates efficient C–C bond formation 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-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   27.69
  • LogP   2.8691
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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