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CS-W001157 4
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2,6-Dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

  • CAS No. 1003298-87-0

  • Cat. No. CS-M2061
  • Purity≥97%
  • MDL No.MFCD20526385

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

2,6-Dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol|CS-M2061

Structure of 1003298-87-0

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General Information

  • CAS No. 1003298-87-0
  • Cat. No. CS-M2061
  • Purity ≥97%
  • MDL No. MFCD20526385
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₅BCl₂O₃
  • Molecular Weight 288.96
  • Synonym(s) 3,5-Dichloro-4-hydroxyphenylboronic Acid Pinacol Ester
  • SMILES OC1=C(Cl)C=C(B2OC(C)(C)C(C)(C)O2)C=C1Cl

Description

2,6-Dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol features a boronate ester group flanked by two chlorine substituents, enabling efficient Suzuki-Miyaura coupling. The tetramethylcyclopentadienone-derived boronate enhances stability and reactivity under standard conditions. This phenolic boronate integrates readily into complex molecular architectures with minimal side reactions.

Application

2,6-Dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The pinacol boronate group enables stable, air-tolerant handling and broad functional group compatibility. The dichlorophenol core facilitates direct coupling at the 4-position while preserving orthogonality for downstream transformations. This reagent is particularly valuable in constructing substituted heterocycles and complex scaffolds common 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

Quality Control

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Computational Chemistry Data

  • TPSA   38.69
  • LogP   2.9982
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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