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CS-W001157 4
Total: USD 88.00

Hexylboronic acid

  • CAS No. 16343-08-1

  • Cat. No. CS-W000880
  • Purity≥97%
  • MDL No.MFCD01074641

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

Hexylboronic acid|CS-W000880

Structure of 16343-08-1

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General Information

  • CAS No. 16343-08-1
  • Cat. No. CS-W000880
  • Purity ≥97%
  • MDL No. MFCD01074641
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₅BO₂
  • Molecular Weight 129.99
  • Synonym(s) N-HEXYLBORONIC ACID
  • SMILES CCCCCCB(O)O

Description

Hexylboronic acid features a linear alkyl chain that enhances solubility in organic solvents while maintaining robustness under standard coupling conditions. This bench-stable boronate moiety integrates efficiently into Suzuki-Miyaura reactions, enabling reliable C–C bond formation with aryl and vinyl halides.

Application

Hexylboronic acid serves as a stable, bench-ready building block for Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. Its linear alkyl boronate functionality exhibits good functional group tolerance and facilitates straightforward purification, making it well-suited for the synthesis of alkylated aromatic and heteroaromatic scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      64770-04-3
    • ~94%
    • In-stock
      Hexylboronic acid|CS-W000880
      16343-08-1

    References

    • Brown, Herbert C.; Bhat N. G.; Somayaji, Vishwanatha Organometallics, 1983 , vol. 2, p. 1311 - 1316
  • Route2
    • null|null
      111-25-1
    • ~%
    • In-stock
      Hexylboronic acid|CS-W000880
      16343-08-1

    References

    • Organic Letters, , vol. 8, # 18 p. 4071 - 4074
  • Route3
    • null|null
      22092-92-8
    • null|null
      3761-92-0
    • null|null
      7732-18-5
    • ~95%
    • In-stock
      Hexylboronic acid|CS-W000880
      16343-08-1

    References

    • Bailey, Christopher L.; Murphy, Chris L.; Clary, Jacob W.; Eagon, Scott; Gould, Naomi; Singaram, Bakthan Heterocycles, 2012 , vol. 86, # 1 p. 331 - 341

Safety Information

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GHS Pictogram : N/A
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UN#: N/A
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Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

Quality Control

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Computational Chemistry Data

  • TPSA   40.46
  • LogP   1.0395
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   5

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