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CS-W001157 4
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5-Chloro-2-methoxybenzaldehyde

  • CAS No. 7035-09-8

  • Cat. No. CS-W017675
  • Purity≥96%
  • MDL No.None

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

5-Chloro-2-methoxybenzaldehyde|CS-W017675

Structure of 7035-09-8

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General Information

  • CAS No. 7035-09-8
  • Cat. No. CS-W017675
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇ClO₂
  • Molecular Weight 170.59
  • Synonym(s) 5-CHLORO-3-METHOXYBENZALDEHYDE
  • SMILES COC1=CC=C(Cl)C=C1C=O

Description

5-Chloro-2-methoxybenzaldehyde features a chlorine atom at the 5-position and a methoxy group at the 2-position, creating a highly electron-deficient aromatic ring. This configuration enhances reactivity in nucleophilic addition and transition-metal-catalyzed coupling reactions. The aldehyde functionality enables direct incorporation into complex molecular architectures under mild conditions.

Application

5-Chloro-2-methoxybenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of bioactive heterocycles via Ullmann-type couplings and Friedel-Crafts reactions. Its ortho-methoxy and meta-chloro substituents provide favorable electronic modulation and steric control, while the aldehyde functionality offers direct access to hydrazones, imines, and reductive amination products. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses requiring functional group tolerance and predictable reactivity.

Synthesis

  • Route1
    • In-stock
      5-Chloro-2-hydroxybenzaldehyde|CS-W007438
      635-93-8
    • null|null
      74-88-4
    • ~10%
    • In-stock
      5-Chloro-2-methoxybenzaldehyde|CS-W017675
      7035-09-8

    References

    • Teichert, Johannes F.; Feringa, Ben L. Chemical Communications, 2011 , vol. 47, # 9 p. 2679 - 2681
  • Route2
    • 2-Methoxybenzaldehyde, ≥97%|CS-1269021
      135-02-4
    • ~93%
    • In-stock
      5-Chloro-2-methoxybenzaldehyde|CS-W017675
      7035-09-8

    References

    • Nwaukwa, Stephen O.; Keehn, Philip M. Synthetic Communications, 1989 , vol. 19, # 5and6 p. 799 - 804
  • Route3

    References

    • Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, , vol. 221, p. 202

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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