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CS-W001157 4
Total: USD 88.00

4-(4-Iodophenyl)morpholine

  • CAS No. 87350-77-4

  • Cat. No. CS-0045071
  • Purity≥98%
  • MDL No.MFCD04974040

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

4-(4-Iodophenyl)morpholine|CS-0045071

Structure of 87350-77-4

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General Information

  • CAS No. 87350-77-4
  • Cat. No. CS-0045071
  • Purity ≥98%
  • MDL No. MFCD04974040
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₂INO
  • Molecular Weight 289.11
  • Synonym(s) N-(4-iodophenyl)morpholine
  • SMILES IC1=CC=C(N2CCOCC2)C=C1

Description

4-(4-Iodophenyl)morpholine is a bench-stable, moisture-tolerant building block featuring a morpholine ring linked to an iodinated phenyl group. This configuration enables efficient coupling in palladium-catalyzed cross-coupling reactions, facilitating rapid access to diverse arylated heterocycles in medicinal chemistry and materials synthesis.

Application

4-(4-Iodophenyl)morpholine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions such as Suzuki and Stille couplings. The iodophenyl group provides high reactivity under standard conditions, while the morpholine moiety offers favorable solubility and metabolic stability. This compound is bench-stable, readily purified by chromatography, and functions effectively in the construction of complex heterocyclic scaffolds and bioactive molecules.

Synthesis

  • Route1

    References

    • Zolfigol, Mohammad Ali; Khazaei, Ardeshir; Kolvari, Eskandar; Koukabi, Nadiya; Soltani, Hamid; Behjunia, Maryam Helvetica Chimica Acta, 2010 , vol. 93, # 3 p. 587 - 594
  • Route2
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      4-Iodophenyl trifluoromethanesulfonate|CS-0196502
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    • ~94%
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      4-(4-Iodophenyl)morpholine|CS-0045071
      87350-77-4

    References

    • Xu, Gang; Wang, Yan-Guang Organic Letters, 2004 , vol. 6, # 6 p. 985 - 987
  • Route3
    • In-stock
      Benzoic acid morpholin-4-yl ester|CS-0196020
      5765-65-1
    • 2-(4-Iodophenyl)-5,5-dimethyl-1,3,2-dioxaborinane|CS-0173925
      5572-94-1
    • ~66%
    • In-stock
      4-(4-Iodophenyl)morpholine|CS-0045071
      87350-77-4

    References

    • Matsuda, Naoki; Hirano, Koji; Satoh, Tetsuya; Miura, Masahiro Angewandte Chemie - International Edition, 2012 , vol. 51, # 15 p. 3642 - 3645

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-H412
Precautionary Statements : P264-P270-P273-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.47
  • LogP   2.1278
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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