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CS-W001157 4
Total: USD 88.00

4-Fluoro-2,6-dimethylaniline

  • CAS No. 392-70-1

  • Cat. No. CS-0314054
  • Purity≥97%
  • MDL No.None

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

4-Fluoro-2,6-dimethylaniline|CS-0314054

Structure of 392-70-1

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General Information

  • CAS No. 392-70-1
  • Cat. No. CS-0314054
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₀FN
  • Molecular Weight 139.17
  • Synonym(s) 4-Fluoro-2,6-dimethylphenylamine
  • SMILES CC1=C(C(=CC(=C1)F)C)N

Description

4-Fluoro-2,6-dimethylaniline features a fluorine atom at the para position relative to the amino group, combined with methyl substituents at the ortho positions. This electron-deficient aromatic amine exhibits enhanced stability and selective reactivity in coupling processes. The steric hindrance from the adjacent methyl groups improves regioselectivity during electrophilic substitution, enabling precise functionalization in pharmaceutical intermediates and advanced materials synthesis.

Application

4-Fluoro-2,6-dimethylaniline serves as a valuable building block in medicinal chemistry, offering a trifluorinated aromatic scaffold with enhanced metabolic stability. Its ortho-methyl groups provide steric shielding, improving bench stability and reducing unwanted side reactions. The molecule functions effectively in Suzuki-Miyaura couplings and amide formations, enabling efficient access to diverse heterocyclic frameworks and API intermediates.

Synthesis

  • Route1

    References

    • Leuthaeusser, Steffen; Schmidts, Volker; Thiele, Christina M.; Plento, Herbert Chemistry - A European Journal, 2008 , vol. 14, # 18 p. 5465 - 5481
  • Route2
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    • ~%
    • In-stock
      4-Fluoro-2,6-dimethylaniline|CS-0314054
      392-70-1

    References

    • Dewar,M.J.S.; Takeuchi,Y. Journal of the American Chemical Society, 1967 , vol. 89, # 2 p. 390 - 394
  • Route3
    • 3,5-Dimethyl-4-nitroaniline|CS-0316137
      34761-82-5
    • ~%
    • In-stock
      4-Fluoro-2,6-dimethylaniline|CS-0314054
      392-70-1

    References

    • Dewar,M.J.S.; Takeuchi,Y. Journal of the American Chemical Society, 1967 , vol. 89, # 2 p. 390 - 394

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   26.02
  • LogP   2.02474
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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