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CS-W001157 4
Total: USD 88.00

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

  • CAS No. 195062-61-4

  • Cat. No. CS-0041642
  • Purity≥97%
  • MDL No.MFCD05663875

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

2-(4-Chlorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0041642

Structure of 195062-61-4

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General Information

  • CAS No. 195062-61-4
  • Cat. No. CS-0041642
  • Purity ≥97%
  • MDL No. MFCD05663875
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₆BClO₂
  • Molecular Weight 238.52
  • Synonym(s) 4-Chlorophenylboronic Acid Pinacol Ester
  • SMILES CC1(C)OB(OC1(C)C)C1=CC=C(Cl)C=C1

Description

This boronate ester features a 4-chlorophenyl group conjugated to a tetramethyl-substituted dioxaborolane ring, delivering enhanced stability and moisture tolerance. It integrates readily into Suzuki-Miyaura cross-coupling reactions under standard conditions, enabling efficient C–C bond formation with aryl halides.

Application

2-(4-Chlorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boron reagent for Suzuki-Miyaura cross-coupling reactions. Its tetramethyl-substituted dioxaborolane ring enhances shelf stability and minimizes protodeboronation, while the 4-chlorophenyl group provides a well-established coupling handle for constructing biaryl scaffolds. Functions reliably in diverse reaction conditions with excellent functional group tolerance.

Synthesis

  • Route1
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    • In-stock
      2-(4-Chlorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0041642
      195062-61-4

    References

    • WO2014/9169 A1, ; Page/Page column 61-62 ;
  • Route2

    References

    • European Journal of Organic Chemistry, , vol. 2014, # 7 p. 1381 - 1385
  • Route3
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      1-Chloro-4-iodobenzene|CS-W007395
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    • In-stock
      2-(4-Chlorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0041642
      195062-61-4

    References

    • Journal of Organic Chemistry, , vol. 62, # 19 p. 6458 - 6459

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-H413
Precautionary Statements : P264-P270-P273-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   2.6392
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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