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CS-W001157 4
Total: USD 88.00

2-Isopropyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

  • CAS No. 76347-13-2

  • Cat. No. CS-W008130
  • Purity≥97%
  • MDL No.MFCD05663856

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

2-Isopropyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-W008130

Structure of 76347-13-2

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General Information

  • CAS No. 76347-13-2
  • Cat. No. CS-W008130
  • Purity ≥97%
  • MDL No. MFCD05663856
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₉BO₂
  • Molecular Weight 170.06
  • Synonym(s) Isopropylboronic Acid Pinacol Ester
  • SMILES CC(C)B1OC(C)(C)C(C)(C)O1

Description

2-Isopropyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a bench-stable boronate reagent featuring steric protection from bulky methyl and isopropyl groups. This configuration enhances shelf life and minimizes protodeboronation, enabling reliable coupling in Suzuki-Miyaura reactions under standard conditions.

Application

2-Isopropyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boron reagent enabling efficient Suzuki-Miyaura cross-coupling reactions. Its sterically hindered dioxaborolane core enhances shelf life and resistance to protodeboronation, while the isopropyl substituent improves solubility in common organic solvents. Functions reliably in diverse coupling protocols with aryl, heteroaryl, and vinyl halides under mild conditions.

Synthesis

  • Route1
    • null|null
      61676-62-8
    • ~42%
    • In-stock
      2-Isopropyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-W008130
      76347-13-2

    References

    • Myslinska, Malgorzata; Heise, Glenn L.; Walsh, Dana J. Tetrahedron Letters, 2012 , vol. 53, # 24 p. 2937 - 2941
  • Route2
    • null|null
      1068-55-9
    • null|null
      25015-63-8
    • ~%
    • null|null
      14989-29-8
    • In-stock
      2-Isopropyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-W008130
      76347-13-2

    References

    • WO2013/16185 A1, ; Paragraph 0123 ;
  • Route3
    • null|null
      1068-55-9
    • null|null
      25015-63-8
    • ~%
    • In-stock
      2-Isopropyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-W008130
      76347-13-2

    References

    • Heterocycles, , vol. 86, # 1 p. 331 - 341

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   2.4886
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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