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CS-W001157 4
Total: USD 88.00

4,5-Dichloro-2-iodoaniline

  • CAS No. 220185-63-7

  • Cat. No. CS-B1163
  • Purity≥97%
  • MDL No.MFCD28128363

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

4,5-Dichloro-2-iodoaniline|CS-B1163

Structure of 220185-63-7

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General Information

  • CAS No. 220185-63-7
  • Cat. No. CS-B1163
  • Purity ≥97%
  • MDL No. MFCD28128363
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄Cl₂IN
  • Molecular Weight 287.91
  • Synonym(s) 4,5-dichloro-2-iodobenzenaMine
  • SMILES NC1=CC(Cl)=C(Cl)C=C1I

Description

4,5-Dichloro-2-iodoaniline features a trihalogenated aromatic core with orthogonal reactivity at the iodine and amine sites. This electron-deficient aniline derivative enables direct coupling in cross-coupling protocols and serves as a key intermediate in the synthesis of functionalized heterocycles and bioactive molecules under standard conditions.

Application

4,5-Dichloro-2-iodoaniline serves as a versatile building block for the synthesis of biologically active heterocycles and pharmaceutical intermediates. Its ortho-iodo functionality enables palladium-catalyzed cross-coupling reactions under standard conditions, while the flanking dichloro substituents provide enhanced electronic tuning and metabolic stability. The compound exhibits good bench stability and facilitates efficient functionalization in late-stage diversification workflows.

Synthesis

  • Route1
    • null|null
      95-76-1
    • ~82%
    • In-stock
      4,5-Dichloro-2-iodoaniline|CS-B1163
      220185-63-7

    References

    • Li, Xiaoyan; Yin, Wenyuan; Sarma, P.V.V. Srirama; Zhou, Hao; Jun Ma; Cook, James M. Tetrahedron Letters, 2004 , vol. 45, # 46 p. 8569 - 8573
  • Route2
    • null|null
      95-76-1
    • ~75%
    • In-stock
      3,4-Dichloro-2-iodoaniline|CS-B1164
      835595-11-4
    • null|null
      89284-72-0
    • In-stock
      4,5-Dichloro-2-iodoaniline|CS-B1163
      220185-63-7

    References

    • Joshi, Sudhir N.; Vyas, Sandhya M.; Wu, Huimin; Duffel, Michael W.; Parkin, Sean; Lehmler, Hans-Joachim Tetrahedron, 2011 , vol. 67, # 39 p. 7461 - 7469

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   26.02
  • LogP   3.1802
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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