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CS-W001157 4
Total: USD 88.00

2-Amino-4-methoxyphenol

  • CAS No. 20734-76-3

  • Cat. No. CS-W001213
  • Purity≥95%
  • MDL No.MFCD06616911

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

2-Amino-4-methoxyphenol|CS-W001213

Structure of 20734-76-3

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General Information

  • CAS No. 20734-76-3
  • Cat. No. CS-W001213
  • Purity ≥95%
  • MDL No. MFCD06616911
  • Storage 4°C, sealed storage, away from moisture and light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₉NO₂
  • Molecular Weight 139.15
  • Synonym(s) None
  • SMILES OC1=CC=C(OC)C=C1N

Description

2-Amino-4-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 molecule exhibits enhanced solubility and stability under standard bench conditions.

Application

2-Amino-4-methoxyphenol serves as a versatile building block in the synthesis of heterocyclic scaffolds and bioactive molecules. Its ortho-dihydroxyamine functionality enables efficient coupling reactions and metal-catalyzed transformations, while the methoxy group enhances solubility and modulates electronic properties. Bench-stable and readily purified by recrystallization, it functions reliably in standard amine- or phenol-directed synthetic workflows.

Synthesis

  • Route1

    References

    • Vermeulen, Erik S; van Smeden, Marjan; Schmidt, Anne W; Sprouse, Jeffrey S; Wikstroem, Hakan V; Grol, Cor J Journal of medicinal chemistry, 2004 , vol. 47, # 22 p. 5451 - 5466
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    • In-stock
      2-Amino-4-methoxyphenol|CS-W001213
      20734-76-3

    References

    • Journal of the American Chemical Society, , vol. 71, p. 1265,1266
  • Route3

    References

    • Journal fuer Praktische Chemie/Chemiker-Zeitung, , vol. 337, p. 405 - 408

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-H412
Precautionary Statements : P264-P270-P273-P330-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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