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CS-W001157 4
Total: USD 88.00

1-(2-Chloro-5-nitrophenyl)ethanone

  • CAS No. 23082-50-0

  • Cat. No. CS-W002254
  • Purity≥97%
  • MDL No.MFCD00052836

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

1-(2-Chloro-5-nitrophenyl)ethanone|CS-W002254

Structure of 23082-50-0

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General Information

  • CAS No. 23082-50-0
  • Cat. No. CS-W002254
  • Purity ≥97%
  • MDL No. MFCD00052836
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆ClNO₃
  • Molecular Weight 199.59
  • Synonym(s) 2'-Chloro-5'-nitroacetophenone
  • SMILES [O-][N+](=O)c1ccc(c(c1)C(=O)C)Cl

Description

1-(2-Chloro-5-nitrophenyl)ethanone features a chlorinated, electron-deficient aromatic ring paired with a reactive acetyl group. This structure enables direct incorporation into conjugate addition reactions and facilitates efficient coupling in heterocyclic synthesis under standard conditions.

Application

1-(2-Chloro-5-nitrophenyl)ethanone serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted heterocycles and pharmaceutical intermediates. Its reactivity profile—characterized by ortho-directing nitro and chloro groups—facilitates electrophilic substitution and palladium-catalyzed coupling reactions. The ketone functionality supports nucleophilic additions and reductions, offering a robust platform for diversification. Bench-stable and readily purified by recrystallization, it is well-suited for scalable synthesis and process development.

Synthesis

  • Route1
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      2142-68-9
    • ~%
    • In-stock
      1-(2-Chloro-5-nitrophenyl)ethanone|CS-W002254
      23082-50-0

    References

    • Journal of the American Chemical Society, , vol. 37, p. 1262
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 76, p. 5482
  • Route3

    References

    • Arzneimittel-Forschung/Drug Research, , vol. 39, # 9 p. 1073 - 1080

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   60.21
  • LogP   2.4508
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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