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

  • CAS No. 765917-27-9

  • Cat. No. CS-0114229
  • Purity≥98%
  • MDL No.MFCD18729919

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

2-(4-Chloro-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0114229

Structure of 765917-27-9

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General Information

  • CAS No. 765917-27-9
  • Cat. No. CS-0114229
  • Purity ≥98%
  • MDL No. MFCD18729919
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₅BClFO₂
  • Molecular Weight 256.51
  • Synonym(s) 4-chloro-2-fluorophenylboronic aicd, pinacol ester
  • SMILES CC1(C)C(C)(C)OB(C2=CC=C(Cl)C=C2F)O1

Description

This boronate ester features a 4-chloro-2-fluorophenyl moiety integrated into a stable tetramethyl-1,3,2-dioxaborolane scaffold, enabling efficient Suzuki-Miyaura coupling under standard conditions. The electron-deficient aryl group enhances reactivity, while the sterically shielded boron center ensures bench-stable handling and minimal protodeboronation.

Application

2-(4-Chloro-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. Its arylboronate functionality enables efficient coupling with aryl and vinyl halides under mild conditions, offering excellent functional group tolerance and predictable regiochemistry. The tetramethyl-substituted dioxaborolane enhances stability and simplifies purification, making it ideal for constructing complex pharmaceutical scaffolds and heterocyclic frameworks in medicinal chemistry workflows.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   2.7783
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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