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CS-W001157 4
Total: USD 88.00

2,6-Dichlorophenylboronic acid pinacol ester

  • CAS No. 69807-92-7

  • Cat. No. CS-0189532
  • Purity≥98%
  • MDL No.None

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

2,6-Dichlorophenylboronic acid pinacol ester|CS-0189532

Structure of 69807-92-7

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General Information

  • CAS No. 69807-92-7
  • Cat. No. CS-0189532
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₅BCl₂O₂
  • Molecular Weight 272.96
  • Synonym(s) 2-(2,6-dichlorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • SMILES CC1(C)C(C)(C)OB(C2=C(C=CC=C2Cl)Cl)O1

Description

2,6-Dichlorophenylboronic acid pinacol ester offers enhanced stability and moisture tolerance compared to free boronic acids. This bench-stable reagent integrates readily into Suzuki-Miyaura coupling protocols, enabling efficient C–C bond formation under mild conditions. The electron-deficient aryl group facilitates selective reaction with palladium catalysts, while the pinacol protection minimizes protodeboronation.

Application

2,6-Dichlorophenylboronic acid pinacol ester serves as a stable, bench-ready building block for Suzuki-Miyaura cross-coupling reactions. Its pinacol boronate ester functionality enhances air and moisture stability while enabling efficient C–C bond formation with aryl halides under standard catalytic conditions. The 2,6-dichloro substitution pattern provides orthogonal reactivity and facilitates downstream functionalization in the synthesis of biaryl scaffolds relevant to pharmaceutical and agrochemical development.

Safety Information

Download SDS
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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   3.2926
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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