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CS-W001157 4
Total: USD 88.00

5-Amino-2-methoxyphenol

  • CAS No. 1687-53-2

  • Cat. No. CS-0062543
  • Purity≥97%
  • MDL No.MFCD00010222

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

5-Amino-2-methoxyphenol|CS-0062543

Structure of 1687-53-2

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General Information

  • CAS No. 1687-53-2
  • Cat. No. CS-0062543
  • Purity ≥97%
  • MDL No. MFCD00010222
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₉NO₂
  • Molecular Weight 139.15
  • Synonym(s) None
  • SMILES OC1=CC(N)=CC=C1OC

Description

5-Amino-2-methoxyphenol delivers a bifunctional phenolic scaffold featuring an electron-rich aromatic ring, enabling efficient coupling in cross-coupling and condensation reactions. The amino and methoxy groups provide orthogonal reactivity for sequential functionalization, while the hydroxyl moiety enhances solubility and facilitates derivatization under mild conditions.

Application

5-Amino-2-methoxyphenol serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles and functionalized aromatic scaffolds. Its ortho-diphenolic framework supports metal-catalyzed coupling reactions and oxidative cyclizations, while the amino and methoxy groups offer complementary sites for derivatization. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic workflows in API development.

Synthesis

  • Route1

    References

    • Gazzetta Chimica Italiana, , vol. 37 II, p. 372 Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti, , vol. <5> 21 II, p. 207
  • Route2
    • 2-Methoxy-5-nitrophenyl acetate|CS-0666970
      53606-41-0
    • ~%
    • In-stock
      5-Amino-2-methoxyphenol|CS-0062543
      1687-53-2

    References

    • Gazzetta Chimica Italiana, , vol. 41 I, p. 727
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      195534-24-8
    • ~%
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      195533-90-5
    • In-stock
      5-Amino-2-methoxyphenol|CS-0062543
      1687-53-2

    References

    • US5880151 A1, ;

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+H312+H332-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   55.48
  • LogP   0.983
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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