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CS-W001157 4
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4-Iodo-1-methoxy-2-nitrobenzene

  • CAS No. 52692-09-8

  • Cat. No. CS-W012289
  • Purity≥98%
  • MDL No.MFCD08060933

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

4-Iodo-1-methoxy-2-nitrobenzene|CS-W012289

Structure of 52692-09-8

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General Information

  • CAS No. 52692-09-8
  • Cat. No. CS-W012289
  • Purity ≥98%
  • MDL No. MFCD08060933
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆INO₃
  • Molecular Weight 279.03
  • Synonym(s) 4-Iodo-2-nitroanisole
  • SMILES COC1=C([N+]([O-])=O)C=C(I)C=C1

Description

4-Iodo-1-methoxy-2-nitrobenzene features a nitro group at the ortho position relative to the methoxy moiety, creating a strongly electron-deficient aromatic system. The iodine substituent enables facile cross-coupling reactions under palladium catalysis. This compound serves as a valuable intermediate in the synthesis of functionalized aryl scaffolds for pharmaceutical and materials applications.

Application

4-Iodo-1-methoxy-2-nitrobenzene serves as a versatile building block in cross-coupling chemistry, enabling efficient Suzuki and Stille reactions due to its stable iodine handle and orthogonal functionalization. The methoxy and nitro groups provide predictable electronic modulation and facilitate downstream transformations, including selective reduction and further functionalization. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for synthetic workflows targeting complex heterocycles and pharmaceutical intermediates.

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

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Computational Chemistry Data

  • TPSA   52.37
  • LogP   2.208
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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