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CS-W001157 4
Total: USD 88.00

3-Morpholinobenzaldehyde

  • CAS No. 446866-87-1

  • Cat. No. CS-0199138
  • Molecule weight191.23
  • Purity≥97%
  • MDL No.None

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

3-Morpholinobenzaldehyde|CS-0199138

Structure of 446866-87-1

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General Information

  • CAS No. 446866-87-1
  • Cat. No. CS-0199138
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₃NO₂
  • Molecular Weight 191.23
  • Synonym(s) Benzaldehyde, 3-(4-morpholinyl)-
  • SMILES C1=CC(=CC(=C1)N2CCOCC2)C=O

Description

3-Morpholinobenzaldehyde integrates a morpholine ring with an aldehyde-functionalized benzene core, enabling direct coupling in amide bond formation and reductive amination. This bench-stable, moisture-tolerant scaffold facilitates efficient access to bioactive heterocycles and functionalized aromatic intermediates in medicinal chemistry workflows.

Application

3-Morpholinobenzaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient synthesis of biologically active heterocycles and drug candidates. Its aldehyde functionality facilitates nucleophilic addition, reductive amination, and condensation reactions under standard conditions. The morpholine ring enhances solubility and modulates pharmacokinetic properties, while the aromatic core supports further functionalization via electrophilic substitution. Bench-stable and compatible with common protecting group strategies, it functions reliably in multi-step syntheses requiring robust reactivity and predictable transformation pathways.

Synthesis

  • Route1
    • null|null
      1000895-68-0
    • ~64%
    • In-stock
      3-Morpholinobenzaldehyde|CS-0199138
      446866-87-1

    References

    • US2008/4302 A1, ; Page/Page column 70 ; US 20080004302 A1
  • Route2
    • null|null
      110-91-8
    • In-stock
      3-Bromobenzaldehyde|CS-W009197
      3132-99-8
    • ~14%
    • In-stock
      3-Morpholinobenzaldehyde|CS-0199138
      446866-87-1

    References

    • Bioorganic and Medicinal Chemistry, , vol. 19, # 24 p. 7318 - 7337
  • Route3
    • null|null
      110-91-8
    • In-stock
      2-(3-Bromophenyl)-1,3-dioxolane|CS-0156963
      17789-14-9
    • ~%
    • In-stock
      3-Morpholinobenzaldehyde|CS-0199138
      446866-87-1

    References

    • Beilstein Journal of Organic Chemistry, , vol. 8, p. 841 - 849

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+H312-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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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