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CS-W001157 4
Total: USD 88.00

4-Methoxy-1-naphthonitrile

  • CAS No. 5961-55-7

  • Cat. No. CS-0063876
  • Purity≥97%
  • MDL No.None

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

4-Methoxy-1-naphthonitrile|CS-0063876

Structure of 5961-55-7

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General Information

  • CAS No. 5961-55-7
  • Cat. No. CS-0063876
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₉NO
  • Molecular Weight 183.21
  • Synonym(s) 4-methoxynaphthalene-1-carbonitrile
  • SMILES N#CC1=C2C=CC=CC2=C(OC)C=C1

Description

4-Methoxy-1-naphthonitrile features a naphthalene core bearing a methoxy group at the 4-position and a nitrile at the 1-position, combining electron-donating and electron-withdrawing functionalities. This polarity gradient enhances its utility in transition metal-catalyzed coupling reactions and as a building block for functionalized polycyclic scaffolds. The molecule exhibits excellent stability under standard bench conditions and demonstrates favorable solubility in common organic solvents, streamlining handling in synthetic workflows.

Application

4-Methoxy-1-naphthonitrile serves as a versatile building block in synthetic organic chemistry, enabling access to functionalized naphthalene scaffolds through standard transformations. Its ortho-positioned nitrile and para-methoxy substituents offer complementary reactivity for nucleophilic additions, metal-catalyzed couplings, and electrophilic substitutions. The compound exhibits good bench stability and facilitates efficient purification, making it well-suited for iterative synthesis campaigns in medicinal chemistry and materials science.

Synthesis

  • Route1
    • null|null
      68-12-2
    • In-stock
      1-Methoxynaphthalene|CS-W013284
      2216-69-5
    • ~98%
    • In-stock
      4-Methoxy-1-naphthonitrile|CS-0063876
      5961-55-7

    References

    • Ushijima, Sousuke; Moriyama, Katsuhiko; Togo, Hideo Tetrahedron, 2012 , vol. 68, # 24 p. 4588 - 4595
  • Route2
    • 1-Methoxy-4-methylnaphthalene|CS-0504655
      24821-54-3
    • ~77%
    • In-stock
      4-Methoxy-1-naphthonitrile|CS-0063876
      5961-55-7

    References

    • Zhou, Wang; Zhang, Liangren; Jiao, Ning Angewandte Chemie, International Edition, 2009 , vol. 48, # 38 p. 7094 - 7097 Angewandte Chemie, 2009 , vol. 121, # 38 p. 7228 - 7231
  • Route3

    References

    • Jih, Ru Hwu; Fung, Fuh Wong European Journal of Organic Chemistry, 2006 , # 11 p. 2513 - 2516

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   33.02
  • LogP   2.72008
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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