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CS-W001157 4
Total: USD 88.00

4-Iodo-N-methylaniline

  • CAS No. 60577-34-6

  • Cat. No. CS-W022200
  • Purity≥95%
  • MDL No.MFCD04037125

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

4-Iodo-N-methylaniline|CS-W022200

Structure of 60577-34-6

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General Information

  • CAS No. 60577-34-6
  • Cat. No. CS-W022200
  • Purity ≥95%
  • MDL No. MFCD04037125
  • Storage -20°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈IN
  • Molecular Weight 233.05
  • Synonym(s) p-Iodo-N-methylaniline
  • SMILES C1=CC(=CC=C1I)NC

Description

4-Iodo-N-methylaniline features a para-iodinated aryl ring paired with an N-methylamino group, delivering enhanced electron density and reactivity in cross-coupling processes. This bench-stable derivative facilitates efficient palladium-catalyzed transformations, enabling rapid access to functionalized biaryl scaffolds in medicinal chemistry and materials science applications.

Application

4-Iodo-N-methylaniline serves as a versatile building block in cross-coupling chemistry, enabling efficient Suzuki-Miyaura and Buchwald-Hartwig reactions. The iodide group provides high reactivity under palladium catalysis, while the N-methyl aniline moiety offers enhanced stability and solubility compared to unsubstituted analogs. This compound facilitates rapid access to substituted aryl amines and heterocyclic scaffolds commonly found in pharmaceutical intermediates.

Synthesis

  • Route1
    • null|null
      100-61-8
    • ~95%
    • In-stock
      4-Iodo-N-methylaniline|CS-W022200
      60577-34-6

    References

    • Kosynkin, Dmitry V.; Tour, James M. Organic Letters, 2001 , vol. 3, # 7 p. 991 - 992
  • Route2
    • null|null
      641612-91-1
    • ~%
    • In-stock
      4-Iodo-N-methylaniline|CS-W022200
      60577-34-6

    References

    • US2004/6062 A1, ; Page/Page column 48 ;
  • Route3
    • In-stock
      4-Iodoaniline, 98%|CS-W008946
      540-37-4
    • null|null
      74-88-4
    • ~%
    • In-stock
      4-Iodo-N-methylaniline|CS-W022200
      60577-34-6

    References

    • Organic Letters, , vol. 11, # 6 p. 1225 - 1228

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   12.03
  • LogP   2.3329
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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