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2,2,2-Trichloro-1-(1-methyl-4-nitro-1H-pyrrol-2-yl)ethanone

  • CAS No. 120122-47-6

  • Cat. No. CS-0151187
  • Purity≥96%
  • MDL No.MFCD03789117

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

2,2,2-Trichloro-1-(1-methyl-4-nitro-1H-pyrrol-2-yl)ethanone|CS-0151187

Structure of 120122-47-6

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General Information

  • CAS No. 120122-47-6
  • Cat. No. CS-0151187
  • Purity ≥96%
  • MDL No. MFCD03789117
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅Cl₃N₂O₃
  • Molecular Weight 271.49
  • Synonym(s) N-METHYL-4-NITRO-2-TRICHLOROACETYLPYRROLE
  • SMILES CN1C=C(C=C1C(=O)C(Cl)(Cl)Cl)[N+](=O)[O-]

Description

This trichloro ketone features a methyl-substituted nitropyrrrole moiety, combining electron-deficient character with enhanced stability. The para-nitro group enhances reactivity in electrophilic transformations, while the trichloromethyl unit provides strong inductive withdrawal. Ideal for constructing complex heterocyclic architectures under standard bench conditions.

Application

2,2,2-Trichloro-1-(1-methyl-4-nitro-1H-pyrrol-2-yl)ethanone serves as a versatile acylating agent in heterocyclic synthesis, enabling efficient introduction of trichloromethyl ketone functionality. Its stability under standard bench conditions and compatibility with diverse functional groups facilitate straightforward incorporation into complex molecular architectures. The molecule functions effectively in electrophilic substitution and cyclization reactions, providing access to nitrogen-containing scaffolds relevant to medicinal chemistry research.

Synthesis

  • Route1

    References

    • Badaea, Concepcion; Souard, Florence; Vicent, Cristina Journal of Organic Chemistry, 2012 , vol. 77, # 23 p. 10870 - 10881
  • Route2
    • null|null
      96-54-8
    • In-stock
      2-(Trichloroacetyl)-1H-pyrrole|CS-W008918
      35302-72-8
    • null|null
      76-02-8
    • ~52%
    • In-stock
      2,2,2-Trichloro-1-(1-methyl-4-nitro-1H-pyrrol-2-yl)ethanone|CS-0151187
      120122-47-6

    References

    • California Institute of Technology Patent: US6090947 A1, 2000 ;
  • Route3
    • null|null
      96-54-8
    • ~%
    • In-stock
      2,2,2-Trichloro-1-(1-methyl-4-nitro-1H-pyrrol-2-yl)ethanone|CS-0151187
      120122-47-6

    References

    • Sharma, Sanjay K.; Tandon, Manju; Lown, J. William Journal of Organic Chemistry, 2000 , vol. 65, # 4 p. 1102 - 1107

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501

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Computational Chemistry Data

  • TPSA   65.14
  • LogP   2.4862
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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