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CS-W001157 4
Total: USD 88.00

(4-(3-Hydroxypropyl)phenyl)boronic acid

  • CAS No. 850568-48-8

  • Cat. No. CS-0145790
  • Purity≥96%
  • MDL No.MFCD04973734

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

(4-(3-Hydroxypropyl)phenyl)boronic acid|CS-0145790

Structure of 850568-48-8

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General Information

  • CAS No. 850568-48-8
  • Cat. No. CS-0145790
  • Purity ≥96%
  • MDL No. MFCD04973734
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₃BO₃
  • Molecular Weight 180.01
  • Synonym(s) 4-(3-Hydroxypropyl)phenylboronic acid
  • SMILES OB(C1=CC=C(CCCO)C=C1)O

Description

This boronic acid features a hydroxypropyl chain appended to the phenyl ring, enhancing solubility and enabling precise functionalization in Suzuki-Miyaura coupling reactions. The pendant hydroxyl group supports hydrogen bonding and facilitates derivatization under mild conditions.

Application

(4-(3-Hydroxypropyl)phenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura coupling reactions, enabling efficient C–C bond formation under mild conditions. The pendant hydroxyl group provides orthogonal functionality for further derivatization, while the boronic acid moiety exhibits excellent bench stability and compatibility with diverse functional groups. Its well-defined reactivity profile makes it particularly valuable for constructing biaryl architectures in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Mothana, Sam; Grassot, Jean-Marie; Hall, Dennis G. Angewandte Chemie - International Edition, 2010 , vol. 49, # 16 p. 2883 - 2887
  • Route2

    References

    • European Journal of Organic Chemistry, , # 23 p. 3825 - 3834
  • Route3

    References

    • European Journal of Organic Chemistry, , # 23 p. 3825 - 3834

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

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Computational Chemistry Data

  • TPSA   60.69
  • LogP   -0.7087
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   4

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