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CS-W001157 4
Total: USD 88.00

2,4,6-Trichloro-3-methylaniline

  • CAS No. 5400-76-0

  • Cat. No. CS-0060010
  • Purity≥98%
  • MDL No.None

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

2,4,6-Trichloro-3-methylaniline|CS-0060010

Structure of 5400-76-0

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General Information

  • CAS No. 5400-76-0
  • Cat. No. CS-0060010
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆Cl₃N
  • Molecular Weight 210.49
  • Synonym(s) 3-methyl-2,4,6-trichloroaniline
  • SMILES C1(=C(C(=CC(=C1N)Cl)Cl)C)Cl

Description

2,4,6-Trichloro-3-methylaniline features a sterically hindered aromatic core with electron-deficient chlorine substituents and a methyl group at the 3-position, enabling selective coupling reactions in pharmaceutical intermediates. This bench-stable derivative integrates readily into complex molecular architectures under mild conditions.

Application

2,4,6-Trichloro-3-methylaniline serves as a valuable building block for the synthesis of heterocyclic compounds and functionalized aromatic systems. Its three chlorine substituents enable efficient electrophilic substitution and palladium-catalyzed coupling reactions, while the methyl group enhances solubility and modulates electronic effects. The compound exhibits bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic workflows in medicinal chemistry and agrochemical development.

Synthesis

  • Route1
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      60093-98-3
    • ~%
    • In-stock
      2,4,6-Trichloro-3-methylaniline|CS-0060010
      5400-76-0

    References

    • White; Adams Journal of the American Chemical Society, 1932 , vol. 54, p. 2104,2107
  • Route2
    • null|null
      108-44-1
    • ~%
    • In-stock
      2,4,6-Trichloro-3-methylaniline|CS-0060010
      5400-76-0

    References

    • Pews; Hunter; Wehrmeyer Tetrahedron, 1993 , vol. 49, # 22 p. 4809 - 4820
  • Route3
    • null|null
      854635-85-1
    • ~%
    • In-stock
      2,4,6-Trichloro-3-methylaniline|CS-0060010
      5400-76-0

    References

    • Bures; Spitnikova C.csl.Lekarn., 1937 , vol. 17, p. 189,194 Chem. Zentralbl., 1938 , vol. 109, # I p. 871

Safety Information

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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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.02
  • LogP   3.53742
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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