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CS-W001157 4
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4-Chloro-2-iodo-1-nitrobenzene

  • CAS No. 160938-18-1

  • Cat. No. CS-0041170
  • Purity≥97%
  • MDL No.MFCD11007732

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

4-Chloro-2-iodo-1-nitrobenzene|CS-0041170

Structure of 160938-18-1

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General Information

  • CAS No. 160938-18-1
  • Cat. No. CS-0041170
  • Purity ≥97%
  • MDL No. MFCD11007732
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃ClINO₂
  • Molecular Weight 283.45
  • Synonym(s) 1-Chlor-3-iod-4-nitro-benzol
  • SMILES O=[N+](C1=CC=C(Cl)C=C1I)[O-]

Description

4-Chloro-2-iodo-1-nitrobenzene features a strategically positioned nitro group flanked by chlorine and iodine substituents, enabling direct coupling in cross-coupling reactions. This electron-deficient aromatic scaffold supports efficient palladium-catalyzed transformations under mild conditions. The ortho-iodo functionality facilitates rapid functionalization while maintaining stability during storage and handling.

Application

4-Chloro-2-iodo-1-nitrobenzene serves as a versatile building block in cross-coupling chemistry, enabling the construction of biaryl scaffolds via Pd-catalyzed reactions. The ortho-iodo and para-chloro groups provide orthogonal reactivity for sequential functionalization, while the nitro group offers a handle for reduction and downstream heterocycle formation. Bench-stable and compatible with standard synthetic workflows, it facilitates efficient access to complex substituted aromatics used in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Baik, Woonphil; Luan, Wanqiang; Lee, Hyun Joo; Yoon, Cheol Hun; Koo, Sangho; Kim, Byeong Hyo Canadian Journal of Chemistry, 2005 , vol. 83, # 3 p. 213 - 219
  • Route2
    • In-stock
      2-Bromo-4-chloro-1-nitrobenzene|CS-W019312
      63860-31-1
    • ~%
    • In-stock
      4-Chloro-2-iodo-1-nitrobenzene|CS-0041170
      160938-18-1
    • null|null
      19036-42-1

    References

    • Tasler, Stefan; Mies, Jan; Lang, Martin Advanced Synthesis and Catalysis, 2007 , vol. 349, # 14-15 p. 2286 - 2300
  • Route3

    References

    • Tasler, Stefan; Mies, Jan; Lang, Martin Advanced Synthesis and Catalysis, 2007 , vol. 349, # 14-15 p. 2286 - 2300

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   43.14
  • LogP   2.8528
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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