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CS-W001157 4
Total: USD 88.00

2-Chloro-3,4-dimethoxybenzaldehyde

  • CAS No. 5417-17-4

  • Cat. No. CS-W015592
  • Purity≥98%
  • MDL No.MFCD00084942

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

2-Chloro-3,4-dimethoxybenzaldehyde|CS-W015592

Structure of 5417-17-4

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General Information

  • CAS No. 5417-17-4
  • Cat. No. CS-W015592
  • Purity ≥98%
  • MDL No. MFCD00084942
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉ClO₃
  • Molecular Weight 200.62
  • Synonym(s) 2-Chloroveratraldehyde
  • SMILES O=CC1=CC=C(OC)C(OC)=C1Cl

Description

2-Chloro-3,4-dimethoxybenzaldehyde features a chlorine atom and two methoxy groups positioned ortho to the aldehyde functionality, creating a highly electron-rich aromatic core. This configuration enhances reactivity in coupling reactions while maintaining stability under standard conditions. The molecule serves as a key building block for pharmaceutical intermediates and functionalized dyes.

Application

2-Chloro-3,4-dimethoxybenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, offering predictable reactivity at the aldehyde function. Its electron-rich aromatic core enhances performance in nucleophilic additions and transition-metal-catalyzed couplings. The ortho-chloro substituent provides a handle for further functionalization via cross-coupling or substitution reactions. Bench-stable and readily purified by recrystallization, it functions effectively in standard synthetic workflows requiring high functional group tolerance.

Synthesis

  • Route1

    References

    • Journal of Medicinal Chemistry, , vol. 29, # 11 p. 2315 - 2325
  • Route2
    • In-stock
      2-Chloro-3-hydroxy-4-methoxybenzaldehyde|CS-0012609
      37687-57-3
    • null|null
      74-88-4
    • ~98%
    • In-stock
      2-Chloro-3,4-dimethoxybenzaldehyde|CS-W015592
      5417-17-4

    References

    • Rohm and Haas Company Patent: US5866513 A1, 1999 ;
  • Route3
    • null|null
      68-12-2
    • 2-Chloro-1-iodo-3,4-dimethoxybenzene|CS-0511197
      459410-39-0
    • ~65%
    • In-stock
      2-Chloro-3,4-dimethoxybenzaldehyde|CS-W015592
      5417-17-4

    References

    • Almeida, Maria; Boman, Arne; Lundstedt, Torbjrn Journal of Labelled Compounds and Radiopharmaceuticals, 2002 , vol. 45, # 5 p. 371 - 377

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

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