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CS-W001157 4
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2-Chloro-N-methyl-N-(4-nitrophenyl)acetamide

  • CAS No. 2653-16-9

  • Cat. No. CS-0011634
  • Purity≥98%
  • MDL No.MFCD01026196

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

2-Chloro-N-methyl-N-(4-nitrophenyl)acetamide|CS-0011634

Structure of 2653-16-9

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General Information

  • CAS No. 2653-16-9
  • Cat. No. CS-0011634
  • Purity ≥98%
  • MDL No. MFCD01026196
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉ClN₂O₃
  • Molecular Weight 228.63
  • Synonym(s) None
  • SMILES O=C(N(C1=CC=C([N+]([O-])=O)C=C1)C)CCl

Description

2-Chloro-N-methyl-N-(4-nitrophenyl)acetamide features a chloro-substituted acetyl group paired with a nitroaromatic amine, enabling direct incorporation into synthetic pathways requiring electron-deficient aryl coupling partners. This bench-stable compound facilitates efficient access to functionalized heterocycles and conjugated systems under standard conditions.

Application

2-Chloro-N-methyl-N-(4-nitrophenyl)acetamide serves as a versatile acylating agent in synthetic organic chemistry, enabling efficient introduction of the 2-chloroacetyl group under mild conditions. Its stability and ease of handling make it well-suited for bench-scale applications, particularly in the synthesis of heterocyclic compounds and peptide derivatives. The presence of the electron-withdrawing nitro group enhances electrophilicity at the carbonyl center, facilitating nucleophilic substitution with amines and alcohols. This compound functions reliably in standard coupling protocols and is compatible with diverse functional groups, supporting its use in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • null|null
      79-04-9
    • null|null
      100-15-2
    • ~95%
    • In-stock
      2-Chloro-N-methyl-N-(4-nitrophenyl)acetamide|CS-0011634
      2653-16-9

    References

    • Hennessy, Edward J.; Buchwald, Stephen L. Journal of the American Chemical Society, 2003 , vol. 125, # 40 p. 12084 - 12085
  • Route2
    • null|null
      4015-58-1
    • null|null
      100-15-2
    • ~%
    • In-stock
      2-Chloro-N-methyl-N-(4-nitrophenyl)acetamide|CS-0011634
      2653-16-9

    References

    • Svetkin,Yu.V. J. Gen. Chem. USSR (Engl. Transl.), 1965 , vol. 35, # 5 p. 834 - 836,837 - 839

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
Precautionary Statements : P264-P270-P301+P310-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   63.45
  • LogP   1.7964
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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