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CS-W001157 4
Total: USD 88.00

2-Iodo-3-methylaniline

  • CAS No. 89938-16-9

  • Cat. No. CS-0094462
  • Purity≥97%
  • MDL No.MFCD11505640

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

2-Iodo-3-methylaniline|CS-0094462

Structure of 89938-16-9

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General Information

  • CAS No. 89938-16-9
  • Cat. No. CS-0094462
  • Purity ≥97%
  • MDL No. MFCD11505640
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈IN
  • Molecular Weight 233.05
  • Synonym(s) None
  • SMILES NC1=CC=CC(C)=C1I

Description

2-Iodo-3-methylaniline features a strategically positioned iodine atom adjacent to a methyl-substituted aniline ring, enabling direct functionalization in cross-coupling reactions. This bench-stable derivative combines enhanced reactivity with predictable regiochemistry, streamlining access to substituted arylamines in pharmaceutical and materials synthesis.

Application

2-Iodo-3-methylaniline serves as a versatile building block in medicinal chemistry and cross-coupling reactions, offering reliable functionality for Suzuki-Miyaura and Buchwald-Hartwig transformations. The iodine atom enables efficient palladium-catalyzed coupling, while the ortho-iodo and meta-methyl groups provide predictable regioselectivity and enhanced stability under standard reaction conditions. Its bench-stable nature and compatibility with diverse functional groups make it well-suited for modular synthesis of complex heterocycles and pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • Fieser; Cason Journal of the American Chemical Society, 1939 , vol. 61, p. 1740,1742
  • Route2

    References

    • Wheeler; Liddle American Chemical Journal, 1909 , vol. 42, p. 457
  • Route3
    • null|null
      7647-01-0
    • In-stock
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    • ~%
    • In-stock
      2-Iodo-3-methylaniline|CS-0094462
      89938-16-9

    References

    • Christie; James; Kenner Journal of the Chemical Society, 1923 , vol. 123, p. 1949

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   26.02
  • LogP   2.18182
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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