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CS-W001157 4
Total: USD 88.00

2-Chloro-6-(trifluoromethyl)aniline

  • CAS No. 433-94-3

  • Cat. No. CS-W002595
  • Purity≥98%
  • MDL No.MFCD00272565

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

2-Chloro-6-(trifluoromethyl)aniline|CS-W002595

Structure of 433-94-3

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General Information

  • CAS No. 433-94-3
  • Cat. No. CS-W002595
  • Purity ≥98%
  • MDL No. MFCD00272565
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅ClF₃N
  • Molecular Weight 195.57
  • Synonym(s) 2-Chloro-6-trifluoromethylaniline
  • SMILES Clc1cccc(c1N)C(F)(F)F

Description

2-Chloro-6-(trifluoromethyl)aniline features a trifluoromethyl group that imparts strong electron-withdrawing character, enhancing reactivity in coupling processes. The ortho-chloro substituent enables selective functionalization, while the amine handle facilitates incorporation into pharmaceutical intermediates and advanced materials.

Application

2-Chloro-6-(trifluoromethyl)aniline serves as a versatile building block in medicinal chemistry, enabling direct incorporation of both chlorine and trifluoromethyl groups into heterocyclic scaffolds. Its stability under standard reaction conditions facilitates palladium-catalyzed couplings, nucleophilic substitutions, and electrophilic aromatic substitutions. The molecule’s defined regiochemistry supports predictable functionalization in API synthesis and offers favorable handling characteristics for bench-scale applications.

Synthesis

  • Route1
    • null|null
      361-17-1
    • ~77%
    • In-stock
      2-Chloro-6-(trifluoromethyl)aniline|CS-W002595
      433-94-3

    References

    • Pavia; Lobbestael; Taylor; Hershenson; Miskell Journal of Medicinal Chemistry, 1990 , vol. 33, # 2 p. 854 - 861
  • Route2
    • null|null
      75-63-8
    • null|null
      95-51-2
    • ~20%
    • In-stock
      2-Chloro-6-(trifluoromethyl)aniline|CS-W002595
      433-94-3
    • In-stock
      2-Chloro-4-(trifluoromethyl)aniline|CS-W019542
      39885-50-2
    • null|null
      88-17-5

    References

    • Tordeux, Marc; Langlois, Bernard; Wakselman, Claude Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990 , # 8 p. 2293 - 2299
  • Route3
    • null|null
      75-63-8
    • null|null
      106-47-8
    • ~21%
    • In-stock
      2-Chloro-6-(trifluoromethyl)aniline|CS-W002595
      433-94-3
    • In-stock
      2-Chloro-4-(trifluoromethyl)aniline|CS-W019542
      39885-50-2

    References

    • Wakselman, Claude; Tordeux, Marc Journal of the Chemical Society, Chemical Communications, 1987 , p. 1701 - 1703

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-H302+H312+H332-H315-H319
Precautionary Statements : P210-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P370+P378-P403-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.02
  • LogP   2.941
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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