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CS-W001157 4
Total: USD 88.00

1-Iodo-2-methyl-4-nitrobenzene

  • CAS No. 5326-38-5

  • Cat. No. CS-W012470
  • Purity≥98%
  • MDL No.MFCD00051517

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

1-Iodo-2-methyl-4-nitrobenzene|CS-W012470

Structure of 5326-38-5

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General Information

  • CAS No. 5326-38-5
  • Cat. No. CS-W012470
  • Purity ≥98%
  • MDL No. MFCD00051517
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆INO₂
  • Molecular Weight 263.03
  • Synonym(s) 2-Iodo-5-nitrotoluene
  • SMILES CC1=C(I)C=CC(=C1)[N+]([O-])=O

Description

1-Iodo-2-methyl-4-nitrobenzene features a reactive iodine atom flanked by an electron-withdrawing nitro group and a methyl substituent, enabling efficient cross-coupling reactions under standard conditions. This ortho-substituted aryl iodide exhibits enhanced stability and predictable reactivity in palladium-catalyzed transformations, making it a reliable building block for complex molecular architectures in medicinal chemistry and materials science.

Application

1-Iodo-2-methyl-4-nitrobenzene serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and substituted aromatic scaffolds. The iodide group facilitates reliable coupling under standard Pd(0)-catalyzed conditions, while the ortho-methyl and para-nitro substituents provide predictable electronic and steric control. Its bench-stable crystalline form simplifies handling and purification, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      99-52-5
    • ~96%
    • In-stock
      1-Iodo-2-methyl-4-nitrobenzene|CS-W012470
      5326-38-5

    References

    • Gruenenthal GmbH; FRANK, Robert; Bahrenberg, Gregor; Christoph, Thomas; Lesch, Bernhard; Lee, Jeewoo Patent: US2013/79320 A1, 2013 ; Location in patent: Paragraph 0584; 0585; 0593; 0594 ;
  • Route2

    References

    • Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), , p. 1281 - 1286
  • Route3

    References

    • Chemische Berichte, , vol. 30, p. 3000

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   43.14
  • LogP   2.50782
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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