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CS-W001157 4
Total: USD 88.00

2,4,6-Trichlorobenzaldehyde

  • CAS No. 24473-00-5

  • Cat. No. CS-W018721
  • Purity≥97%
  • MDL No.MFCD12024961

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

2,4,6-Trichlorobenzaldehyde|CS-W018721

Structure of 24473-00-5

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General Information

  • CAS No. 24473-00-5
  • Cat. No. CS-W018721
  • Purity ≥97%
  • MDL No. MFCD12024961
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₃Cl₃O
  • Molecular Weight 209.46
  • Synonym(s) ghl.PD_Mitscher_leg0.543
  • SMILES ClC1=CC(Cl)=C(C=O)C(Cl)=C1

Description

2,4,6-Trichlorobenzaldehyde features a highly electron-deficient aromatic ring stabilized by three chlorine substituents, enabling efficient electrophilic coupling reactions. This bench-stable aldehyde integrates readily into synthetic sequences requiring strong inductive withdrawal, particularly in pharmaceutical intermediates and heterocyclic scaffold construction.

Application

2,4,6-Trichlorobenzaldehyde serves as a highly functionalized aromatic aldehyde enabling efficient access to substituted heterocycles and pharmaceutical intermediates. Its electron-deficient aryl ring enhances reactivity in nucleophilic addition and condensation reactions, while the three chlorine substituents provide orthogonal handles for further derivatization. Bench-stable and readily purified by recrystallization, it functions reliably in standard synthetic workflows including Ugi, Mannich, and Stetter reactions.

Synthesis

  • Route1
    • null|null
      108-70-3
    • null|null
      68-12-2
    • ~91%
    • In-stock
      2,4,6-Trichlorobenzaldehyde|CS-W018721
      24473-00-5

    References

    • F. HOFFMANN-LA ROCHE AG; CHEN, Shaoqing; DE VICENTE FIDALGO, Javier; HAMILTON, Matthew Michael; HERMANN, Johannes Cornelius; KENNEDY-SMITH, Joshua; LI, Hongju; LOVEY, Allen John; LUCAS, Matthew C.; LUK, Kin-Chun Thomas; LYNCH, Stephen M.; O'YANG, Counde; PADILLA, Fernando; SCHOENFELD, Ryan Craig; SIDDURI, Achyutharao; SOTH, Michael; WANG, Ce; WOVKULICH, Peter Michael; ZHANG, Xiaohu Patent: WO2013/30138 A1, 2013 ; Location in patent: Page/Page column 250; 251 ;
  • Route2

    References

    • ELI LILLY AND COMPANY Patent: WO2006/44454 A1, 2006 ; Location in patent: Page/Page column 74 ; WO 2006/044454 A1
  • Route3

    References

    • Banfi, Stefano; Cavazzini, Marco; Pozzi, Gianluca; Barkanova, Svetlana V.; Kaliya, Oleg L. Journal of the Chemical Society. Perkin Transactions 2, 2000 , # 4 p. 871 - 877

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   17.07
  • LogP   3.4593
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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