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CS-W001157 4
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2,4,4,5,5-Pentamethyl-1,3,2-dioxaborolane

  • CAS No. 94242-85-0

  • Cat. No. CS-W018635
  • Purity≥97%
  • MDL No.MFCD09027082

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

2,4,4,5,5-Pentamethyl-1,3,2-dioxaborolane|CS-W018635

Structure of 94242-85-0

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General Information

  • CAS No. 94242-85-0
  • Cat. No. CS-W018635
  • Purity ≥97%
  • MDL No. MFCD09027082
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₅BO₂
  • Molecular Weight 142.00
  • Synonym(s) None
  • SMILES CC1(C(C)(OB(O1)C)C)C

Description

Methylboronic acid pinacol ester offers a stable, bench-ready source of the methylboron moiety. This moisture-tolerant reagent integrates readily into Suzuki-Miyaura coupling reactions, enabling efficient C–C bond formation under mild conditions. Its robustness simplifies handling and storage compared to parent boronic acids.

Application

Methylboronic acid pinacol ester serves as a stable, bench-friendly boron source for Suzuki-Miyaura cross-coupling reactions. Its robust pinacol protective group enhances handling and storage stability while enabling efficient transmetalation under standard catalytic conditions. The reagent exhibits broad functional group tolerance and facilitates the construction of aryl-methyl linkages in complex molecule synthesis.

Synthesis

  • Route1

    References

    • Glasspoole, Ben W.; Ghozati, Kazem; Moir, Jonathon W.; Crudden, Cathleen M. Chemical Communications, 2012 , vol. 48, # 9 p. 1230 - 1232
  • Route2
    • null|null
      67975-91-1
    • ~%
    • In-stock
      2,4,4,5,5-Pentamethyl-1,3,2-dioxaborolane|CS-W018635
      94242-85-0

    References

    • Brown, Herbert C.; Cole, Thomas E. Organometallics, 1985 , vol. 4, p. 816 - 821
  • Route3
    • null|null
      12636-72-5
    • 2,2'-Oxybis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)|CS-0805985
      10221-56-4
    • ~0%
    • null|null
      862131-24-6
    • In-stock
      2,4,4,5,5-Pentamethyl-1,3,2-dioxaborolane|CS-W018635
      94242-85-0

    References

    • Hawkeswood, Sarah; Stephan, Douglas W. Dalton Transactions, 2005 , # 12 p. 2182 - 2187

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS07
Signal Word : Danger
UN#: 3272
Class : 3
Packing Group : Ⅲ
Hazard Statements : H226-H315-H319-H335
Precautionary Statements : P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P370+P378-P403+P235-P501

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   1.7084
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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