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CS-W001157 4
Total: USD 88.00

4-Iodo-N,N-dimethylaniline

  • CAS No. 698-70-4

  • Cat. No. CS-W019205
  • Purity≥97%
  • MDL No.MFCD00457548

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

4-Iodo-N,N-dimethylaniline|CS-W019205

Structure of 698-70-4

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General Information

  • CAS No. 698-70-4
  • Cat. No. CS-W019205
  • Purity ≥97%
  • MDL No. MFCD00457548
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₀IN
  • Molecular Weight 247.08
  • Synonym(s) N,N-DIMETHYLAMINO-4-IODOANILINE
  • SMILES CN(C)C1=CC=C(C=C1)I

Description

4-Iodo-N,N-dimethylaniline features a para-iodinated aromatic ring paired with a strongly electron-donating dimethylamino group, enabling efficient coupling in palladium-catalyzed cross-coupling reactions. This bench-stable compound integrates readily into complex molecular architectures under standard conditions.

Application

4-Iodo-N,N-dimethylaniline serves as a versatile building block in palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. The iodide group exhibits high reactivity under standard Suzuki, Stille, and Negishi conditions, while the N,N-dimethylamino group provides strong electron-donating character, enhancing reactivity in electrophilic substitution processes. Bench-stable and readily purified by recrystallization or column chromatography, it functions reliably in medicinal chemistry and materials synthesis workflows.

Synthesis

  • Route1
    • null|null
      121-69-7
    • ~99%
    • In-stock
      4-Iodo-N,N-dimethylaniline|CS-W019205
      698-70-4

    References

    • Kahandal, Sandeep S.; Kale, Sandip R.; Gawande, Manoj B.; Zboril, Radek; Varma, Rajender S.; Jayaram, Radha V. RSC Advances, 2014 , vol. 4, # 12 p. 6267 - 6274
  • Route2
    • null|null
      50-00-0
    • In-stock
      4-Iodoaniline, 98%|CS-W008946
      540-37-4
    • ~99%
    • In-stock
      4-Iodo-N,N-dimethylaniline|CS-W019205
      698-70-4

    References

    • Rodriguez, J. Gonzalo; Lafuente, Antonio; Rubio, Laura; Esquivias, Jorge Tetrahedron Letters, 2004 , vol. 45, # 38 p. 7061 - 7064
  • Route3
    • null|null
      586-77-6
    • ~93%
    • In-stock
      4-Iodo-N,N-dimethylaniline|CS-W019205
      698-70-4

    References

    • Furayama, Taniyuki; Yonehara, Mitsuhiro; Arimoto, Sho; Kobayashi, Minoru; Matsumoto, Yotaro; Uchiyama, Masanobu Chemistry - A European Journal, 2008 , vol. 14, # 33 p. 10348 - 10356

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   3.24
  • LogP   2.3572
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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