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3-Hydroxy-2-naphthonitrile

  • CAS No. 52449-77-1

  • Cat. No. CS-0155683
  • Molecule weight169.18
  • Purity≥98%
  • MDL No.MFCD17012306

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

3-Hydroxy-2-naphthonitrile|CS-0155683

Structure of 52449-77-1

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General Information

  • CAS No. 52449-77-1
  • Cat. No. CS-0155683
  • Purity ≥98%
  • MDL No. MFCD17012306
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₇NO
  • Molecular Weight 169.18
  • Synonym(s) 2-Cyano-3-hydroxynaphthalene
  • SMILES C1=CC2=CC(=C(C=C2C=C1)O)C#N

Description

3-Hydroxy-2-naphthonitrile features a naphthalene scaffold bearing a hydroxyl group at the 3-position and a cyano group at the 2-position, enabling its use in heterocyclic synthesis. The adjacent electron-withdrawing nitrile enhances reactivity at the aromatic ring, while the phenolic OH supports hydrogen bonding and metal coordination. This structure facilitates incorporation into functionalized scaffolds for pharmaceutical intermediates and advanced materials.

Application

3-Hydroxy-2-naphthonitrile serves as a versatile building block in synthetic organic chemistry, enabling access to functionalized naphthalene scaffolds through established transformations. Its ortho-hydroxynitrile motif facilitates regioselective derivatization, including cyclizations and metal-catalyzed coupling reactions. The compound exhibits good bench stability and compatibility with common protecting group strategies, making it well-suited for iterative synthesis in medicinal chemistry and materials development.

Synthesis

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      3-Hydroxy-2-naphthonitrile|CS-0155683
      52449-77-1

    References

    • Bergeron, Raymond J.; Wiegand, Jan; Wollenweber, Markus; McManis, James S.; Algee, Samuel E.; Ratliff-Thompson, Katie Journal of Medicinal Chemistry, 1996 , vol. 39, # 8 p. 1575 - 1581
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    • ~%
    • In-stock
      3-Hydroxy-2-naphthonitrile|CS-0155683
      52449-77-1

    References

    • Bergeron, Raymond J.; Wiegand, Jan; Wollenweber, Markus; McManis, James S.; Algee, Samuel E.; Ratliff-Thompson, Katie Journal of Medicinal Chemistry, 1996 , vol. 39, # 8 p. 1575 - 1581
  • Route3
    • null|null
      53855-64-4
    • ~%
    • In-stock
      3-Hydroxy-2-naphthonitrile|CS-0155683
      52449-77-1

    References

    • Bergeron, Raymond J.; Wiegand, Jan; Wollenweber, Markus; McManis, James S.; Algee, Samuel E.; Ratliff-Thompson, Katie Journal of Medicinal Chemistry, 1996 , vol. 39, # 8 p. 1575 - 1581

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   44.02
  • LogP   2.41708
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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