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1,3,2-Dioxaborolane, 2-(4-chloro-3-methoxyphenyl)-4,4,5,5-tetramethyl-

  • CAS No. 627525-96-6

  • Cat. No. CS-0029526
  • Purity≥98%
  • MDL No.MFCD13176538

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

1,3,2-Dioxaborolane, 2-(4-chloro-3-methoxyphenyl)-4,4,5,5-tetramethyl-|CS-0029526

Structure of 627525-96-6

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General Information

  • CAS No. 627525-96-6
  • Cat. No. CS-0029526
  • Purity ≥98%
  • MDL No. MFCD13176538
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₈BClO₃
  • Molecular Weight 268.54
  • Synonym(s) 1,3,2-Dioxaborolane, 2-(4-chloro-3-methoxyphenyl)-4,4,5,5-tetramethyl-
  • SMILES CC1(C)C(C)(C)OB(C2=CC=C(Cl)C(OC)=C2)O1

Description

This boronate ester features a 4-chloro-3-methoxyphenyl moiety integrated with a stable tetramethyl-1,3,2-dioxaborolane ring. It delivers enhanced shelf life and moisture tolerance, enabling efficient cross-coupling reactions under standard conditions. The electron-rich aryl group facilitates reliable Suzuki-Miyaura coupling with minimal decomposition.

Application

2-(4-Chloro-3-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. The 4-chloro-3-methoxyphenyl moiety enables selective coupling under standard catalytic conditions, while the tetramethyl-substituted dioxaborolane ring ensures high stability and ease of purification. Its functional group tolerance and compatibility with diverse reaction partners make it a reliable reagent for constructing biaryl 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-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   2.6478
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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