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CS-W001157 4
Total: USD 88.00

2-(Naphthalen-2-yl)acetic acid

  • CAS No. 581-96-4

  • Cat. No. CS-W016903
  • Purity≥98%
  • MDL No.MFCD00004126

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

2-(Naphthalen-2-yl)acetic acid|CS-W016903

Structure of 581-96-4

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General Information

  • CAS No. 581-96-4
  • Cat. No. CS-W016903
  • Purity ≥98%
  • MDL No. MFCD00004126
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₀O₂
  • Molecular Weight 186.21
  • Synonym(s) 2-Naphthylacetic acid
  • SMILES O=C(O)CC1=CC2=CC=CC=C2C=C1

Description

2-(Naphthalen-2-yl)acetic acid features a rigid naphthalene core conjugated to a carboxylic acid-bearing side chain, enabling strong π-stacking interactions and enhanced solubility in polar organic solvents. This structural motif facilitates integration into bioactive scaffolds and serves as a key building block in medicinal chemistry and materials science applications.

Application

2-(Naphthalen-2-yl)acetic acid serves as a versatile building block for pharmaceutical and agrochemical synthesis, enabling efficient access to bioactive scaffolds via standard functional group transformations. Its naphthyl moiety imparts enhanced lipophilicity and π-stacking potential, while the carboxylic acid functionality facilitates direct coupling reactions, esterification, or amide formation under mild conditions. The compound exhibits good bench stability and is readily purified by recrystallization, making it well-suited for iterative synthetic workflows in medicinal chemistry and process development.

Synthesis

  • Route1
    • null|null
      201230-82-2
    • In-stock
      2-(Chloromethyl)naphthalene|CS-W017387
      2506-41-4
    • ~85%
    • In-stock
      2-(Naphthalen-2-yl)acetic acid|CS-W016903
      581-96-4

    References

    • She, Meng-Yao; Xiao, Da-Wei; Yin, Bing; Yang, Zheng; Liu, Ping; Li, Jian-Li; Shi, Zhen Tetrahedron, 2013 , vol. 69, # 35 p. 7264 - 7268
  • Route2
    • Ethyl 2-(naphthalen-2-yl)acetate|CS-0450621
      2876-70-2
    • ~93%
    • In-stock
      2-(Naphthalen-2-yl)acetic acid|CS-W016903
      581-96-4

    References

    • Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences; Huang, Hanmin; Xia, Chungu; Xie, Pan Patent: US2013/303798 A1, 2013 ; Location in patent: Paragraph 0018; 0074; 0075 ;
  • Route3
    • In-stock
      2-Naphthalenemethanol|CS-W001953
      1592-38-7
    • null|null
      201230-82-2
    • ~95%
    • null|null
      91-57-6
    • In-stock
      2-(Naphthalen-2-yl)acetic acid|CS-W016903
      581-96-4

    References

    • Lin, Yong-Shou; Yamamoto, Akio Bulletin of the Chemical Society of Japan, 1998 , vol. 71, # 3 p. 723 - 734

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 : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   2.4669
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   2

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