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CS-W001157 4
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2-Isobutyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

  • CAS No. 67562-20-3

  • Cat. No. CS-0154257
  • Purity≥97%
  • MDL No.MFCD17015837

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

2-Isobutyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0154257

Structure of 67562-20-3

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General Information

  • CAS No. 67562-20-3
  • Cat. No. CS-0154257
  • Purity ≥97%
  • MDL No. MFCD17015837
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₂₁BO₂
  • Molecular Weight 184.08
  • Synonym(s) Isobutylboronic acid pinacol ester
  • SMILES CC(C)CB1OC(C)(C)C(C)(C)O1

Description

2-Isobutyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane delivers a sterically shielded boronate ester with enhanced stability and moisture tolerance. This bench-stable reagent integrates readily into Suzuki-Miyaura coupling protocols, enabling efficient carbon–carbon bond formation under mild conditions. The isobutyl substituent provides optimal reactivity balance, while the tetramethyl groups confer resistance to protodeboronation.

Application

2-Isobutyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boron reagent for Suzuki-Miyaura cross-coupling reactions. Its sterically protected boronate moiety enables high functional group tolerance and reliable coupling with aryl, heteroaryl, and vinyl halides under mild conditions. The isobutyl substituent enhances solubility and stability, facilitating purification and scalable synthesis of complex molecular architectures.

Synthesis

  • Route1
    • null|null
      61676-62-8
    • ~83%
    • In-stock
      2-Isobutyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0154257
      67562-20-3

    References

    • Myslinska, Malgorzata; Heise, Glenn L.; Walsh, Dana J. Tetrahedron Letters, 2012 , vol. 53, # 24 p. 2937 - 2941
  • Route2

    References

    • Gao, Fang; Hoveyda, Amir H. Journal of the American Chemical Society, 2010 , vol. 132, # 32 p. 10961 - 10963
  • Route3

    References

    • Webster, Matthew P.; Partridge, Benjamin M.; Aggarwal, Varinder K. Organic Syntheses, 2012 , vol. 88, p. 247 - 259

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P501

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   2.7346
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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