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CS-W001157 4
Total: USD 88.00

4-Chloro-3-methoxybenzaldehyde

  • CAS No. 13726-16-4

  • Cat. No. CS-W003440
  • Purity≥98%
  • MDL No.MFCD07787490

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

4-Chloro-3-methoxybenzaldehyde|CS-W003440

Structure of 13726-16-4

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General Information

  • CAS No. 13726-16-4
  • Cat. No. CS-W003440
  • Purity ≥98%
  • MDL No. MFCD07787490
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇ClO₂
  • Molecular Weight 170.59
  • Synonym(s) None
  • SMILES COc1cc(C=O)ccc1Cl

Description

4-Chloro-3-methoxybenzaldehyde features a chlorine atom at the para position and a methoxy group at the meta position relative to the aldehyde, delivering enhanced electron-withdrawing character and improved solubility. This ortho-directing motif enables efficient coupling in cross-coupling reactions and facilitates incorporation into bioactive scaffolds.

Application

4-Chloro-3-methoxybenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted benzimidazoles, quinolines, and other heterocyclic scaffolds. Its ortho-directed reactivity and compatibility with standard coupling protocols facilitate straightforward functionalization. The aldehyde group provides a reliable handle for reductive amination, Grignard additions, and Ullmann-type couplings, while the chloro and methoxy substituents offer predictable electronic modulation and enhanced bench stability.

Synthesis

  • Route1

    References

    • Claudi, Francesco; Giorgioni, Gianfabio; Stefano, Antonio Di; Abbracchio, Maria Pia; Paoletti, Anna Maria; et al. Journal of Medicinal Chemistry, 1992 , vol. 35, # 23 p. 4408 - 4414
  • Route2

    References

    • SMITHKLINE BEECHAM CORPORATION Patent: WO2005/82890 A1, 2005 ; Location in patent: Page/Page column 88 ; WO 2005/082890 A1
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      189942-81-2
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      75-89-8
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      189942-82-3
    • In-stock
      4-Chloro-3-methoxybenzaldehyde|CS-W003440
      13726-16-4

    References

    • Edwards, Brooks; Juo, Rouh-Rong; Sparks, Alison L. Patent: US2006/79699 A1, 2006 ; Location in patent: Page/Page column 3 ;

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

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   2.1611
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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