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CS-W001157 4
Total: USD 88.00

1-Chloro-2-iodo-4-methoxybenzene

  • CAS No. 2401-25-4

  • Cat. No. CS-0094426
  • Molecule weight268.48
  • Purity≥95%
  • MDL No.MFCD00070768

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

1-Chloro-2-iodo-4-methoxybenzene|CS-0094426

Structure of 2401-25-4

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General Information

  • CAS No. 2401-25-4
  • Cat. No. CS-0094426
  • Purity ≥95%
  • MDL No. MFCD00070768
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆ClIO
  • Molecular Weight 268.48
  • Synonym(s) 4-CHLORO-3-IODOANISOLE
  • SMILES COC1=CC=C(Cl)C(I)=C1

Description

1-Chloro-2-iodo-4-methoxybenzene features a strategically positioned chloro and iodo substituent flanking a methoxy group, enabling selective cross-coupling reactions. This electron-rich aryl halide delivers high reactivity in palladium-catalyzed transformations while maintaining bench-stable handling under standard conditions.

Application

1-Chloro-2-iodo-4-methoxybenzene serves as a versatile diaryl building block for palladium-catalyzed cross-coupling reactions. The orthogonal reactivity of chlorine and iodine enables sequential functionalization, while the methoxy group provides electronic modulation and enhanced solubility. Bench-stable and compatible with standard coupling protocols, it facilitates efficient construction of complex aryl scaffolds in medicinal chemistry and materials synthesis.

Synthesis

  • Route1

    References

    • Cai, Xiong; Qian, Changgeng; Zhai, Haixiao Patent: US2008/234314 A1, 2008 ; Location in patent: Page/Page column 42 ; US 20080234314 A1
  • Route2

    References

    • F. HOFFMANN-LA ROCHE AG; GILLESPIE, Paul; MICHOUD, Christophe; RUPERT, Kenneth Carey; THAKKAR, Kshitij Chhabilbhai; YI, Lin Patent: WO2012/123467 A1, 2012 ; Location in patent: Page/Page column 24 ;
  • Route3
    • 2-Chloro-5-methoxyaniline Iguratimod Impurity|CS-0514524
      2401-24-3
    • ~%
    • In-stock
      1-Chloro-2-iodo-4-methoxybenzene|CS-0094426
      2401-25-4

    References

    • Nishiyama, Yutaka; Kawabata, Hiroshi; Nishino, Toshiki; Hashimoto, Kouji; Sonoda, Noboru Tetrahedron, 2003 , vol. 59, # 34 p. 6609 - 6614

Safety Information

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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-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   9.23
  • LogP   2.9532
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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