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CS-W001157 4
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2-(3-Chlorobenzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

  • CAS No. 517920-59-1

  • Cat. No. CS-0041425
  • Purity≥95%
  • MDL No.MFCD10698516

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

2-(3-Chlorobenzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0041425

Structure of 517920-59-1

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General Information

  • CAS No. 517920-59-1
  • Cat. No. CS-0041425
  • Purity ≥95%
  • MDL No. MFCD10698516
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₈BClO₂
  • Molecular Weight 252.54
  • Synonym(s) 1,3,2-Dioxaborolane, 2-[(3-chlorophenyl)methyl]-4,4,5,5-tetramethyl-
  • SMILES CC1(C)C(C)(C)OB(CC2=CC=CC(Cl)=C2)O1

Description

This boronate ester features a 3-chlorobenzyl group attached to a stable tetramethyl-1,3,2-dioxaborolane core. It integrates readily into Suzuki-Miyaura coupling reactions under standard conditions, delivering arylated products with high efficiency. The electron-deficient chlorophenyl moiety enhances reactivity while maintaining bench-stable handling characteristics.

Application

2-(3-Chlorobenzyl)-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 3-chlorobenzyl group provides orthogonal reactivity, enabling selective functionalization in complex molecule synthesis. Its tetramethyl-substituted dioxaborolane core ensures excellent shelf stability and compatibility with diverse reaction conditions, facilitating 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   18.46
  • LogP   3.5139
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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