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CS-W001157 4
Total: USD 88.00

2,3-Dichloro-5-trifluoromethylpyridine

  • CAS No. 69045-84-7

  • Cat. No. CS-0015949
  • Purity≥98%
  • MDL No.MFCD00042243

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

2,3-Dichloro-5-trifluoromethylpyridine|CS-0015949

Structure of 69045-84-7

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General Information

  • CAS No. 69045-84-7
  • Cat. No. CS-0015949
  • Purity ≥98%
  • MDL No. MFCD00042243
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₂Cl₂F₃N
  • Molecular Weight 215.99
  • Synonym(s) 2,3-Dichloro-5-(trifluoromethyl)pyridine
  • SMILES FC(F)(C1=CN=C(C(Cl)=C1)Cl)F

Description

2,3-Dichloro-5-trifluoromethylpyridine features a trifluoromethyl group at the 5-position and chlorine substituents at the 2- and 3-positions, creating a highly electron-deficient pyridine core. This combination imparts enhanced reactivity in cross-coupling processes and improves metabolic stability in pharmaceutical intermediates. The molecule exhibits excellent bench stability and compatibility with diverse reaction conditions.

Application

2,3-Dichloro-5-trifluoromethylpyridine serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. The ortho-dichloro substitution pattern facilitates selective C–H activation, while the trifluoromethyl group enhances metabolic stability and lipophilicity. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for constructing complex heterocyclic scaffolds in API development.

Synthesis

  • Route1

    References

    • US4420618 A1, ;
  • Route2
    • 2,3-Dichloro-5-(trichloromethyl)pyridine|CS-0695739
      69045-83-6
    • ~82%
    • In-stock
      2,3-Dichloro-5-trifluoromethylpyridine|CS-0015949
      69045-84-7

    References

    • Haga, Takahiro; Fujikawa, Kan-ichi; Koyanagi, Tohru; Nakajima, Toshio; Hayashi, Kouji Heterocycles, 1984 , vol. 22, # 1 p. 117 - 124
  • Route3
    • null|null
      7440-02-0
    • In-stock
      3-Chloro-2-fluoro-5-(trifluoromethyl)pyridine|CS-W010502
      72537-17-8
    • ~%
    • In-stock
      2,3-Dichloro-5-trifluoromethylpyridine|CS-0015949
      69045-84-7

    References

    • US4546192 A1, ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07,GHS09
Signal Word : Danger
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H227-H302+H332-H317-H318-H411
Precautionary Statements : P210-P261-P264-P270-P271-P272-P273-P280-P302+P352-P304+P340-P330-P363-P370+P378-P391-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   3.4072
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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