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CS-W001157 4
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4-Morpholin-4-yl-benzaldehyde

  • CAS No. 1204-86-0

  • Cat. No. CS-W005097
  • Purity≥98%
  • MDL No.MFCD00735826

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

4-Morpholin-4-yl-benzaldehyde|CS-W005097

Structure of 1204-86-0

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General Information

  • CAS No. 1204-86-0
  • Cat. No. CS-W005097
  • Purity ≥98%
  • MDL No. MFCD00735826
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₃NO₂
  • Molecular Weight 191.23
  • Synonym(s) 4-Morpholinobenzaldehyde
  • SMILES C2=C(N1CCOCC1)C=CC(=C2)C=O

Description

4-Morpholin-4-yl-benzaldehyde features a morpholine ring appended to the para position of a benzaldehyde scaffold, delivering enhanced solubility and electron-rich character. This combination enables efficient coupling in Suzuki-Miyaura and Ullmann-type transformations. The aldehyde group provides a direct handle for reductive amination or oxime formation, streamlining access to bioactive heterocycles and pharmaceutical intermediates under standard conditions.

Application

4-Morpholin-4-yl-benzaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient construction of biologically active scaffolds. Its aldehyde functionality facilitates nucleophilic addition, reductive amination, and imine formation under standard conditions. The morpholinyl group enhances solubility and modulates electronic properties, while the aromatic core supports further functionalization via electrophilic substitution or cross-coupling reactions. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses of targeted compounds.

Synthesis

  • Route1
    • null|null
      110-91-8
    • p-Fluorobenzenecarboxaldehyde Atorvastatin calcium|CS-0214005
      459-57-4
    • ~78%
    • In-stock
      4-Morpholin-4-yl-benzaldehyde|CS-W005097
      1204-86-0

    References

    • Joshi, Ratnadeep S.; Mandhane, Priyanka G.; Diwakar, Santosh D.; Dabhade, Sanjay K.; Gill, Charansingh H. Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 12 p. 3721 - 3725
  • Route2
    • null|null
      1044872-21-0
    • ~75%
    • In-stock
      4-Morpholin-4-yl-benzaldehyde|CS-W005097
      1204-86-0

    References

    • RVX Therapeutics Inc.; McLure, Kevin G.; Young, Peter Ronald Patent: US2013/281397 A1, 2013 ; Location in patent: Paragraph 0537; 0538 ;
  • Route3
    • null|null
      773097-39-5
    • ~95%
    • In-stock
      4-Morpholin-4-yl-benzaldehyde|CS-W005097
      1204-86-0

    References

    • Chu, Xin-Jie; Fotouhi, Nader; Huby, Nicholas J.S.; Kong, Norman; McDermott, Lee Apostle; Moliterni, John; Zhang, Zhuming Patent: US2006/41146 A1, 2006 ; Location in patent: Page/Page column 22 ; US 20060041146 A1

Safety Information

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Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

Quality Control

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Computational Chemistry Data

  • TPSA   29.54
  • LogP   1.3357
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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