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CS-W001157 4
Total: USD 88.00

4-Chloro-2,5-dimethoxybenzaldehyde

  • CAS No. 90064-48-5

  • Cat. No. CS-0150604
  • Purity≥96%
  • MDL No.MFCD12964185

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

4-Chloro-2,5-dimethoxybenzaldehyde|CS-0150604

Structure of 90064-48-5

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General Information

  • CAS No. 90064-48-5
  • Cat. No. CS-0150604
  • Purity ≥96%
  • MDL No. MFCD12964185
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉ClO₃
  • Molecular Weight None
  • Synonym(s) None
  • SMILES COC1=C(C=C(C(=C1)Cl)OC)C=O

Description

4-Chloro-2,5-dimethoxybenzaldehyde features a chlorine-substituted aromatic ring flanked by two methoxy groups and a formyl moiety, enabling direct incorporation into diverse heterocyclic scaffolds. This electron-deficient aldehyde facilitates efficient coupling reactions under standard conditions, offering high functional group tolerance and stability during synthetic manipulations.

Application

4-Chloro-2,5-dimethoxybenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted aromatic scaffolds. Its aldehyde functionality facilitates reductive amination, Grignard additions, and Ullmann-type coupling reactions. The ortho-dimethoxy substitution pattern enhances regioselectivity in electrophilic functionalization, while the 4-chloro group provides a handle for palladium-catalyzed cross-coupling transformations. Bench-stable and readily purified by crystallization, it supports scalable synthesis workflows.

Synthesis

  • Route1
    • null|null
      124010-13-5
    • ~63%
    • In-stock
      4-Chloro-2,5-dimethoxybenzaldehyde|CS-0150604
      90064-48-5

    References

    • Bloomer, James L.; Gazzillo, Joseph A. Tetrahedron Letters, 1989 , vol. 30, # 10 p. 1201 - 1204
  • Route2
    • null|null
      100-97-0
    • 2-Chloro-1,4-dimethoxybenzene|CS-W017574
      2100-42-7
    • ~99%
    • In-stock
      4-Chloro-2,5-dimethoxybenzaldehyde|CS-0150604
      90064-48-5

    References

    • Keffer, Jessica L.; Hammill, Jared T.; Lloyd, John R.; Plaza, Alberto; Wipf, Peter; Bewley, Carole A. Marine Drugs, 2012 , vol. 10, # 5 p. 1103 - 1125
  • Route3
    • 2-Chloro-1,4-dimethoxybenzene|CS-W017574
      2100-42-7
    • null|null
      76-05-1
    • ~73%
    • In-stock
      4-Chloro-2,5-dimethoxybenzaldehyde|CS-0150604
      90064-48-5

    References

    • Bloomer, James L.; Stagliano, Kenneth W.; Gazzillo, Joseph A. Journal of Organic Chemistry, 1993 , vol. 58, # 27 p. 7906 - 7912

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   35.53
  • LogP   2.1697
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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