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CS-W001157 4
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Ethyl 3-nitrobenzoate

  • CAS No. 618-98-4

  • Cat. No. CS-0312974
  • Purity≥98%
  • MDL No.None

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

Ethyl 3-nitrobenzoate|CS-0312974

Structure of 618-98-4

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General Information

  • CAS No. 618-98-4
  • Cat. No. CS-0312974
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉NO₄
  • Molecular Weight 195.17
  • Synonym(s) 3-Nitrobenzoic acid ethyl ester
  • SMILES CCOC(=O)C1=CC(=CC=C1)[N+](=O)[O-]

Description

Ethyl 3-nitrobenzoate features a para-nitro group that enhances electrophilicity at the aromatic ring, enabling efficient coupling in cross-coupling and nitro-reduction transformations. This bench-stable ester integrates readily into synthetic sequences requiring electron-deficient aryl intermediates.

Application

Ethyl 3-nitrobenzoate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted benzoic acid derivatives and heterocyclic scaffolds. Its nitro group facilitates electrophilic substitution and subsequent reduction to an amine, while the ester functionality supports selective transformations under mild conditions. Bench-stable and readily purified by recrystallization, it functions effectively in coupling reactions, cyclizations, and multistep syntheses relevant to pharmaceutical and agrochemical development.

Synthesis

  • Route1
    • null|null
      64-17-5
    • 3-Nitrobenzaldehyde Erlotinib Impurity|CS-0204123
      99-61-6
    • ~67%
    • In-stock
      Ethyl 3-nitrobenzoate|CS-0312974
      618-98-4
    • In-stock
      (3-Nitrophenyl)methanol|CS-0096804
      619-25-0

    References

    • Tetrahedron Letters, , vol. 52, # 41 p. 5319 - 5322
  • Route2
    • null|null
      64-17-5
    • 3-Nitrobenzaldehyde Erlotinib Impurity|CS-0204123
      99-61-6
    • ~%
    • In-stock
      Ethyl 3-nitrobenzoate|CS-0312974
      618-98-4

    References

    • Journal of Molecular Catalysis A: Chemical, , vol. 363-364, p. 291 - 303
  • Route3
    • null|null
      23229-30-3
    • null|null
      64-17-5
    • ~84%
    • In-stock
      Ethyl 3-nitrobenzoate|CS-0312974
      618-98-4

    References

    • Organic and Biomolecular Chemistry, , vol. 10, # 3 p. 506 - 508

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   69.44
  • LogP   1.7715
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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