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CS-W001157 4
Total: USD 88.00

(4'-Pentyl-[1,1'-biphenyl]-4-yl)boronic acid

  • CAS No. 121554-18-5

  • Cat. No. CS-0152315
  • Purity≥97%
  • MDL No.MFCD07644474

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

(4'-Pentyl-[1,1'-biphenyl]-4-yl)boronic acid|CS-0152315

Structure of 121554-18-5

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General Information

  • CAS No. 121554-18-5
  • Cat. No. CS-0152315
  • Purity ≥97%
  • MDL No. MFCD07644474
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₇H₂₁BO₂
  • Molecular Weight 268.16
  • Synonym(s) 4-(4-Pentylphenyl)benzeneboronic Acid (contains varying amounts of Anhydride)
  • SMILES CCCCCC1=CC=C(C=C1)C2=CC=C(C=C2)B(O)O

Description

This boronate moiety integrates a pentyl-substituted biphenyl scaffold, delivering enhanced solubility and stability in organic media. The para-boronated aryl group enables efficient Suzuki-Miyaura coupling under standard conditions, facilitating rapid access to functionalized biaryls in medicinal chemistry and materials synthesis.

Application

(4'-Pentyl-[1,1'-biphenyl]-4-yl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling the construction of biaryl scaffolds with extended alkyl substitution. Its pendant pentyl chain enhances solubility and modulates physical properties in target molecules, while the boronic acid group exhibits excellent stability under ambient conditions and compatibility with diverse functional groups. This compound facilitates efficient C–C bond formation in the synthesis of advanced materials and pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • Essilor International (Compagnie Generale D'Optique) Patent: EP2098520 A1, 2009 ; Location in patent: Page/Page column 18 ;
  • Route2
    • null|null
      5419-55-6
    • In-stock
      4-Bromo-4'-pentyl-1,1'-biphenyl|CS-W009946
      63619-59-0
    • ~39%
    • In-stock
      (4'-Pentyl-[1,1'-biphenyl]-4-yl)boronic acid|CS-0152315
      121554-18-5

    References

    • IDEMITSU KOSAN CO., LTD. Patent: EP1440959 A1, 2004 ; Location in patent: Page 23-24 ;
  • Route3
    • null|null
      688-71-1
    • In-stock
      4-Bromo-4'-pentyl-1,1'-biphenyl|CS-W009946
      63619-59-0
    • ~%
    • In-stock
      (4'-Pentyl-[1,1'-biphenyl]-4-yl)boronic acid|CS-0152315
      121554-18-5

    References

    • Journal of Materials Chemistry C, , vol. 2, # 5 p. 891 - 900

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   40.46
  • LogP   2.7661
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   6

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