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CS-W001157 4
Total: USD 88.00

2,4,6-Trichlorobenzonitrile

  • CAS No. 6575-05-9

  • Cat. No. CS-W015302
  • Molecule weight206.45
  • Purity≥97%
  • MDL No.None

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

2,4,6-Trichlorobenzonitrile|CS-W015302

Structure of 6575-05-9

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General Information

  • CAS No. 6575-05-9
  • Cat. No. CS-W015302
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₂Cl₃N
  • Molecular Weight 206.45
  • Synonym(s) 2,4,6-trichlorohydrin
  • SMILES N#CC1=C(Cl)C=C(Cl)C=C1Cl

Description

2,4,6-Trichlorobenzonitrile features a highly electron-deficient aromatic ring stabilized by three chlorine substituents flanking the nitrile group. This configuration enables direct electrophilic substitution and facilitates coupling reactions under mild conditions. The compound serves as a robust building block in synthetic organic chemistry, particularly for constructing halogenated heterocycles and functionalized aryl systems.

Application

2,4,6-Trichlorobenzonitrile serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of substituted heterocycles and functionalized aryl derivatives. Its three electron-withdrawing chlorine atoms enhance electrophilicity at the aromatic ring, facilitating nucleophilic aromatic substitution under mild conditions. The nitrile group provides a handle for further transformations, including hydrolysis to carboxylic acids or reduction to aldehydes. Bench-stable and readily purified by recrystallization, it functions reliably in scale-up workflows and is widely used in agrochemical and pharmaceutical intermediate synthesis.

Synthesis

  • Route1
    • In-stock
      1,3,5-Trichloro-2-iodobenzene|CS-0314644
      6324-50-1
    • null|null
      557-21-1
    • ~85%
    • In-stock
      2,4,6-Trichlorobenzonitrile|CS-W015302
      6575-05-9

    References

    • ELI LILLY AND COMPANY Patent: WO2006/44454 A1, 2006 ; Location in patent: Page/Page column 73-74 ; WO 2006/044454 A1
  • Route2
    • 2,4,6-Trichlorobenzamide|CS-1045973
      23400-04-6
    • ~%
    • In-stock
      2,4,6-Trichlorobenzonitrile|CS-W015302
      6575-05-9

    References

    • Journal of the American Chemical Society, , vol. 62, p. 1432,1434
  • Route3
    • null|null
      22241-21-0
    • ~80%
    • In-stock
      2,4,6-Trichlorobenzonitrile|CS-W015302
      6575-05-9

    References

    • Rezaei, Ramin; Karami, Marzeih Chinese Chemical Letters, 2011 , vol. 22, # 7 p. 815 - 818

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   23.79
  • LogP   3.51848
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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