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CS-W001157 4
Total: USD 88.00

4-Chloro-2-iodoaniline

  • CAS No. 63069-48-7

  • Cat. No. CS-W007471
  • Purity≥98%
  • MDL No.MFCD01863737

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

4-Chloro-2-iodoaniline|CS-W007471

Structure of 63069-48-7

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General Information

  • CAS No. 63069-48-7
  • Cat. No. CS-W007471
  • Purity ≥98%
  • MDL No. MFCD01863737
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅ClIN
  • Molecular Weight 253.47
  • Synonym(s) 4-Chloro-2-Iodo-Phenylamine
  • SMILES C1=C(Cl)C=CC(=C1I)N

Description

4-Chloro-2-iodoaniline features a chlorinated aryl ring with strategically positioned iodine and amine groups, enabling direct functionalization in cross-coupling reactions. The electron-withdrawing chlorine enhances reactivity at the ortho-iodo site, while the primary amine offers a handle for derivatization. This compound serves as a key intermediate in synthesizing bioactive molecules and advanced materials.

Application

4-Chloro-2-iodoaniline serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling the construction of biaryl scaffolds under standard Suzuki-Miyaura and Buchwald-Hartwig conditions. The ortho-iodo group exhibits high reactivity, while the para-chloro substituent provides compatibility with nucleophilic aromatic substitution protocols. Bench-stable and readily purified, it facilitates efficient synthesis of complex heterocycles and functionalized arenes in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      106-47-8
    • ~98%
    • In-stock
      4-Chloro-2-iodoaniline|CS-W007471
      63069-48-7

    References

    • Wyeth Patent: US2005/215812 A1, 2005 ; Location in patent: Page/Page column 4 ;
  • Route2
    • null|null
      106-47-8
    • ~%
    • In-stock
      4-Chloro-2-iodoaniline|CS-W007471
      63069-48-7
    • null|null
      88149-53-5

    References

    • Synlett, , vol. 25, # 6 art. no. 4467, p. 831 - 834
  • Route3
    • In-stock
      Copper(II) acetate, 99.99% trace metals basis|CS-0676536
      142-71-2
    • null|null
      106-47-8
    • null|null
      64-19-7
    • ~19%
    • In-stock
      4-Chloro-2-iodoaniline|CS-W007471
      63069-48-7
    • null|null
      88149-53-5
    • null|null
      116035-66-6

    References

    • Journal of Molecular Structure, , vol. 1054-1055, p. 367 - 374

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-H318-H335-H411
Precautionary Statements : P261-P264-P270-P271-P273-P280-P302+P352-P304+P340-P330-P362+P364-P391-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.02
  • LogP   2.5268
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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