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CS-W001157 4
Total: USD 88.00

2-Chloro-6-methoxybenzaldehyde

  • CAS No. 29866-54-4

  • Cat. No. CS-W018596
  • Purity≥95%
  • MDL No.MFCD08059233

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

2-Chloro-6-methoxybenzaldehyde|CS-W018596

Structure of 29866-54-4

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General Information

  • CAS No. 29866-54-4
  • Cat. No. CS-W018596
  • Purity ≥95%
  • MDL No. MFCD08059233
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇ClO₂
  • Molecular Weight 170.59
  • Synonym(s) 2-CHLORO-6-METHOXY-BENZALDEHYDE
  • SMILES ClC1=C(C=O)C(=CC=C1)OC

Description

2-Chloro-6-methoxybenzaldehyde features a chlorine atom at the 2-position and a methoxy group at the 6-position, conferring enhanced electron-withdrawing character and improved solubility in polar organic solvents. This ortho-substituted benzaldehyde serves as a key building block in synthesizing pharmaceutical intermediates and functionalized heterocycles under standard conditions.

Application

2-Chloro-6-methoxybenzaldehyde serves as a valuable building block in medicinal chemistry and agrochemical synthesis, offering a versatile platform for late-stage functionalization. Its ortho-chloro and para-methoxy substituents provide predictable electronic modulation and enhanced metabolic stability. The aldehyde functionality enables straightforward imine formation, reductive amination, and transition-metal-catalyzed coupling reactions. Bench-stable and readily purified by recrystallization, it functions efficiently in multistep syntheses of heterocyclic scaffolds and bioactive molecules.

Synthesis

  • Route1
    • (2-Chloro-6-methoxyphenyl)methanol|CS-0378457
      1038726-89-4
    • ~89%
    • In-stock
      2-Chloro-6-methoxybenzaldehyde|CS-W018596
      29866-54-4

    References

    • WO2009/62285 A1, ; Page/Page column 72-73 ;
  • Route2

    References

    • US4367234 A1, ;
  • Route3
    • In-stock
      1-Chloro-3-methoxybenzene|CS-W018269
      2845-89-8
    • null|null
      68-12-2
    • ~%
    • In-stock
      2-Chloro-6-methoxybenzaldehyde|CS-W018596
      29866-54-4

    References

    • Tetrahedron Letters, , vol. 54, # 45 p. 6053 - 6056

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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