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CS-W001157 4
Total: USD 88.00

2-Iodo-1-methoxy-4-methylbenzene

  • CAS No. 50597-88-1

  • Cat. No. CS-0067552
  • Purity≥97%
  • MDL No.MFCD00060660

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

2-Iodo-1-methoxy-4-methylbenzene|CS-0067552

Structure of 50597-88-1

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General Information

  • CAS No. 50597-88-1
  • Cat. No. CS-0067552
  • Purity ≥97%
  • MDL No. MFCD00060660
  • Storage -20°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉IO
  • Molecular Weight 248.06
  • Synonym(s) 3-Iodo-4-methoxytoluene
  • SMILES CC1=CC=C(OC)C(I)=C1

Description

2-Iodo-1-methoxy-4-methylbenzene features a strategically positioned iodine atom flanked by electron-donating methoxy and methyl groups, enhancing its reactivity in palladium-catalyzed cross-coupling reactions. The methoxy substituent improves solubility, while the methyl group provides steric stabilization, enabling efficient transformations under standard conditions.

Application

2-Iodo-1-methoxy-4-methylbenzene serves as a versatile aryl iodide building block in palladium-catalyzed cross-coupling reactions, enabling efficient C–C bond formation under standard Suzuki, Stille, and Negishi conditions. The methoxy and methyl groups provide orthogonal functional handles for further derivatization, while the iodide facilitates reliable coupling with minimal side reactivity. Its bench-stable nature and ease of purification make it well-suited for iterative synthesis workflows in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Krishna Mohan; Narender; Kulkarni Tetrahedron Letters, 2004 , vol. 45, # 43 p. 8015 - 8018
  • Route2
    • In-stock
      4-Methylanisole|CS-W013551
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    • 2-Iodo-4-methoxy-1-methylbenzene|CS-0597496
      260558-14-3
    • In-stock
      2-Iodo-1-methoxy-4-methylbenzene|CS-0067552
      50597-88-1

    References

    • Willgerodt; Schloss Chemische Berichte, 1911 , vol. 44, p. 1709
  • Route3
    • 2,6-Diiodo-4-methylphenol|CS-0582354
      2432-18-0
    • ~%
    • In-stock
      2-Iodo-1-methoxy-4-methylbenzene|CS-0067552
      50597-88-1

    References

    • Vasil'ev, Andrei A.; Engman, Lars Journal of Organic Chemistry, 1998 , vol. 63, # 12 p. 3911 - 3917

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-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   9.23
  • LogP   2.60822
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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