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CS-W001157 4
Total: USD 88.00

1-Iodo-4-methoxy-2-methylbenzene

  • CAS No. 63452-69-7

  • Cat. No. CS-0190644
  • Purity≥96%
  • MDL No.None

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

1-Iodo-4-methoxy-2-methylbenzene|CS-0190644

Structure of 63452-69-7

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General Information

  • CAS No. 63452-69-7
  • Cat. No. CS-0190644
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉IO
  • Molecular Weight 248.06
  • Synonym(s) 4-Iodo-3-methylanisole
  • SMILES CC1=CC(OC)=CC=C1I

Description

1-Iodo-4-methoxy-2-methylbenzene features a strategically positioned iodine atom flanked by electron-donating methoxy and methyl groups, enhancing reactivity in cross-coupling transformations. This ortho-substituted aryl iodide exhibits excellent stability under standard conditions and facilitates efficient C–C bond formation in palladium-catalyzed reactions.

Application

1-Iodo-4-methoxy-2-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 predictable electronic and steric modulation, enhancing reactivity and selectivity. Its bench-stable nature and compatibility with diverse functional groups facilitate reliable synthesis of complex aromatic scaffolds for medicinal chemistry and materials applications.

Synthesis

  • Route1

    References

    • Tajik; Esmaeili; Mohammadpoor-Baltork; Ershadi; Tajmehri Synthetic Communications, 2003 , vol. 33, # 8 p. 1319 - 1323
  • Route2

    References

    • Dains; Magers; Steiner Journal of the American Chemical Society, 1930 , vol. 52, p. 1570
  • Route3
    • 4-Methoxy-2-methylaniline|CS-W016518
      102-50-1
    • ~%
    • In-stock
      1-Iodo-4-methoxy-2-methylbenzene|CS-0190644
      63452-69-7

    References

    • Sletzinger; Dawson Journal of Organic Chemistry, 1949 , vol. 14, p. 670,678

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-P330-P362-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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