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CS-W001157 4
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5-Iodo-2-methylaniline

  • CAS No. 83863-33-6

  • Cat. No. CS-W012931
  • Purity≥97%
  • MDL No.MFCD00051531

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

5-Iodo-2-methylaniline|CS-W012931

Structure of 83863-33-6

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General Information

  • CAS No. 83863-33-6
  • Cat. No. CS-W012931
  • Purity ≥97%
  • MDL No. MFCD00051531
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈IN
  • Molecular Weight 233.05
  • Synonym(s) 5-Iodo-o-toluidine (NH2=1)
  • SMILES C1=C(C=CC(=C1N)C)I

Description

5-Iodo-2-methylaniline features a iodinated aromatic ring with an electron-donating methyl group at the ortho position, enhancing reactivity in cross-coupling processes. This bench-stable derivative enables efficient access to functionalized heterocycles and pharmaceutical intermediates under standard conditions.

Application

5-Iodo-2-methylaniline serves as a versatile building block for C–N and C–C coupling reactions, enabling efficient access to substituted anilines and heterocyclic scaffolds. Its iodine handle facilitates palladium-catalyzed cross-coupling, while the ortho-methyl group enhances regioselectivity in electrophilic substitutions. The compound exhibits good bench stability and is readily purified by column chromatography, making it well-suited for iterative synthesis in medicinal chemistry and materials development.

Synthesis

  • Route1

    References

    • MILLENNIUM PHARMACEUTICALS, INC. Patent: WO2006/41773 A2, 2006 ; Location in patent: Page/Page column 302-303 ; WO 2006/041773 A2

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H317-H318-H335
Precautionary Statements : P261-P264-P270-P271-P272-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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