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CS-W001157 4
Total: USD 88.00

3-Chloro-5-methoxybenzaldehyde

  • CAS No. 164650-68-4

  • Cat. No. CS-W005809
  • Purity≥95%
  • MDL No.MFCD08234653

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

3-Chloro-5-methoxybenzaldehyde|CS-W005809

Structure of 164650-68-4

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General Information

  • CAS No. 164650-68-4
  • Cat. No. CS-W005809
  • Purity ≥95%
  • MDL No. MFCD08234653
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇ClO₂
  • Molecular Weight 170.59
  • Synonym(s) None
  • SMILES O=CC1=CC(OC)=CC(Cl)=C1

Description

3-Chloro-5-methoxybenzaldehyde features a benzaldehyde core substituted with chlorine at the meta position and a methoxy group at the para position, delivering enhanced electron-withdrawing character and improved solubility in polar organic solvents. This combination enables efficient coupling reactions in pharmaceutical synthesis and materials science applications.

Application

3-Chloro-5-methoxybenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of substituted benzimidazoles, quinolines, and other heterocyclic scaffolds. Its ortho-chloro and para-methoxy substituents provide enhanced reactivity in nucleophilic aromatic substitution and transition-metal-catalyzed coupling reactions, while the aldehyde functionality facilitates imine formation and reductive amination. Bench-stable and readily purified by recrystallization, it offers predictable reactivity in standard synthetic workflows.

Synthesis

  • Route1
    • In-stock
      1,3-Dichloro-5-methoxybenzene|CS-W017384
      33719-74-3
    • null|null
      68-12-2
    • ~54%
    • In-stock
      3-Chloro-5-methoxybenzaldehyde|CS-W005809
      164650-68-4

    References

    • ASTRAZENECA AB Patent: WO2003/101424 A1, 2003 ; Location in patent: Page 21 ; WO 03/101424 A1
  • Route2
    • (3-Chloro-5-methoxyphenyl)methanol|CS-0139074
      82477-68-7
    • ~79%
    • In-stock
      3-Chloro-5-methoxybenzaldehyde|CS-W005809
      164650-68-4

    References

    • Vertex Pharmaceuticals Incorporated Patent: US2010/272681 A1, 2010 ;
  • Route3
    • In-stock
      1,3-Dichloro-5-methoxybenzene|CS-W017384
      33719-74-3
    • null|null
      106-93-4
    • ~55%
    • In-stock
      3-Chloro-5-methoxybenzaldehyde|CS-W005809
      164650-68-4

    References

    • ASTRAZENECA AB Patent: WO2003/101957 A1, 2003 ; Location in patent: Page 29 ; WO 03/101957 A1

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

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