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CS-W001157 4
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2-Iodo-5-methoxybenzenamine

  • CAS No. 153898-63-6

  • Cat. No. CS-W009158
  • Purity≥97%
  • MDL No.MFCD08458361

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

2-Iodo-5-methoxybenzenamine|CS-W009158

Structure of 153898-63-6

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General Information

  • CAS No. 153898-63-6
  • Cat. No. CS-W009158
  • Purity ≥97%
  • MDL No. MFCD08458361
  • Storage -20°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈INO
  • Molecular Weight 249.05
  • Synonym(s) 2-Iodo-5-methoxyaniline; 2-Iodo-5-methoxy-phenylamine
  • SMILES NC1=CC(OC)=CC=C1I

Description

2-Iodo-5-methoxybenzenamine features a methoxy group at the para position relative to the amine, enhancing electron density and solubility. The iodine substituent enables efficient cross-coupling reactions under standard conditions. This bench-stable aryl amine serves as a key intermediate in pharmaceutical synthesis, particularly for targeted heterocyclic systems requiring precise substitution patterns.

Application

2-Iodo-5-methoxybenzenamine serves as a versatile building block for constructing substituted anilines and heterocyclic scaffolds in medicinal chemistry. Its iodine group enables reliable Suzuki, Stille, and Negishi coupling reactions, while the methoxy and amine functionalities offer orthogonal reactivity for sequential modifications. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis workflows and API development.

Synthesis

  • Route1

    References

    • Wetzel, Alexander; Gagosz, Fabien Angewandte Chemie - International Edition, 2011 , vol. 50, # 32 p. 7354 - 7358
  • Route2
    • null|null
      536-90-3
    • ~73%
    • In-stock
      2-Iodo-5-methoxybenzenamine|CS-W009158
      153898-63-6

    References

    • Chen, Jyh-An; Lin, Ching-Shan; Liu, Lilian Kao Journal of the Chinese Chemical Society, 1996 , vol. 43, # 1 p. 95 - 99
  • Route3
    • null|null
      96-96-8
    • ~%
    • In-stock
      2-Iodo-5-methoxybenzenamine|CS-W009158
      153898-63-6

    References

    • Journal of Medicinal Chemistry, , vol. 48, # 26 p. 8194 - 8208

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   35.25
  • LogP   1.882
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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