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CS-W001157 4
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6-Amino-1-naphthol

  • CAS No. 23894-12-4

  • Cat. No. CS-0040516
  • Purity≥97%
  • MDL No.MFCD00059543

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

6-Amino-1-naphthol|CS-0040516

Structure of 23894-12-4

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General Information

  • CAS No. 23894-12-4
  • Cat. No. CS-0040516
  • Purity ≥97%
  • MDL No. MFCD00059543
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉NO
  • Molecular Weight 159.18
  • Synonym(s) 6-azanylnaphthalen-1-ol
  • SMILES OC1=C2C=CC(N)=CC2=CC=C1

Description

6-Amino-1-naphthol serves as a key building block in the synthesis of dyes, pharmaceuticals, and functional materials. This electron-rich naphthalene derivative features a hydroxyl group at C1 and an amino substituent at C6, enabling facile coupling reactions. The ortho relationship between the amino and hydroxyl groups facilitates intramolecular hydrogen bonding, enhancing stability and directing regioselective transformations under standard conditions.

Application

6-Amino-1-naphthol serves as a versatile building block in synthetic organic chemistry, enabling access to functionalized naphthalene scaffolds through straightforward derivatization. Its ortho-amino and phenolic hydroxyl groups provide complementary reactivity for coupling reactions, condensations, and metal-catalyzed transformations. The compound exhibits good bench stability and facilitates efficient purification, making it well-suited for applications in dye synthesis, pharmaceutical intermediates, and advanced materials development.

Synthesis

  • Route1

    References

    • Journal of the American Chemical Society, , vol. 66, p. 860
  • Route2
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      871887-69-3
    • ~%
    • In-stock
      6-Amino-1-naphthol|CS-0040516
      23894-12-4

    References

    • Journal fuer Praktische Chemie (Leipzig), , vol. <2> 103, p. 135,136, 151, 153
  • Route3

    References

    • Proceedings - Indian Academy of Sciences, Section A, , vol. <A> 28, p. 142,146

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   46.25
  • LogP   2.1276
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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