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CS-W001157 4
Total: USD 88.00

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

  • CAS No. 475250-49-8

  • Cat. No. CS-W007261
  • Molecule weight252.55
  • Purity≥95%
  • MDL No.MFCD10698531

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

2-(4-Chlorobenzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-W007261

Structure of 475250-49-8

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General Information

  • CAS No. 475250-49-8
  • Cat. No. CS-W007261
  • Purity ≥95%
  • MDL No. MFCD10698531
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₈BClO₂
  • Molecular Weight 252.55
  • Synonym(s) 4-Chlorobenzylboronic Acid Pinacol Ester
  • SMILES CC1(C)OB(CC2=CC=C(Cl)C=C2)OC1(C)C

Description

2-(4-Chlorobenzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane features a boronate ester group that enables efficient Suzuki-Miyaura cross-coupling reactions. The tetramethyl-substituted dioxaborolane ring enhances stability and solubility in organic media. This reagent integrates readily into complex molecular architectures with minimal side reactivity.

Application

2-(4-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 chlorobenzyl group enables direct functionalization at the benzylic position, while the pinacol boronate moiety ensures excellent reactivity and compatibility with diverse transition metal catalysts. Its high stability, ease of purification, and tolerance to common functional groups make it ideal for constructing biaryl and heteroaryl scaffolds in medicinal chemistry and materials synthesis.

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

Quality Control

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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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