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CS-W001157 4
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2-Chloro-3-methylbenzaldehyde

  • CAS No. 61563-28-8

  • Cat. No. CS-0036697
  • Purity≥98%
  • MDL No.None

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

2-Chloro-3-methylbenzaldehyde|CS-0036697

Structure of 61563-28-8

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General Information

  • CAS No. 61563-28-8
  • Cat. No. CS-0036697
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇ClO
  • Molecular Weight 154.59
  • Synonym(s) 2-CHLORO-3-METHYLBENZAL DEHYDE
  • SMILES CC1=C(C(=CC=C1)C=O)Cl

Description

2-Chloro-3-methylbenzaldehyde features a chlorinated aromatic ring with adjacent methyl and aldehyde functionalities, enabling direct incorporation into pharmaceutical intermediates and functional materials. The ortho-chloro group enhances reactivity in electrophilic substitution, while the aldehyde moiety serves as a key handle for derivatization under mild conditions. This compound exhibits good stability and solubility in common organic solvents, facilitating use in multi-step synthesis workflows.

Application

2-Chloro-3-methylbenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling the construction of substituted benzimidazoles, benzothiazoles, and other heterocyclic scaffolds. Its ortho-chloro and meta-methyl substituents provide enhanced regioselectivity in electrophilic aromatic substitution and coupling reactions, while the aldehyde functionality offers reliable access to imines, hydrazones, and α,β-unsaturated systems. Bench-stable and readily purified by distillation or recrystallization, it functions effectively in standard cross-coupling and condensation protocols.

Synthesis

  • Route1

    References

    • ELI LILLY AND COMPANY Patent: WO2004/52858 A2, 2004 ; Location in patent: Page 133 ; WO 2004/052858 A2
  • Route2
    • null|null
      134271-45-7
    • ~77%
    • In-stock
      2-Chloro-3-methylbenzaldehyde|CS-0036697
      61563-28-8

    References

    • Bedard, Thomas C.; Corey, Joyce Y.; Lange, Lura D.; Rath, Nigam P. Journal of Organometallic Chemistry, 1991 , vol. 401, # 3 p. 261 - 272
  • Route3

    References

    • Bedard, Thomas C.; Corey, Joyce Y.; Lange, Lura D.; Rath, Nigam P. Journal of Organometallic Chemistry, 1991 , vol. 401, # 3 p. 261 - 272

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   17.07
  • LogP   2.46092
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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