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CS-W001157 4
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1-Ethoxy-3-nitrobenzene

  • CAS No. 621-52-3

  • Cat. No. CS-B0032
  • Molecule weight167.16
  • Purity≥98%
  • MDL No.MFCD00024472

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

1-Ethoxy-3-nitrobenzene|CS-B0032

Structure of 621-52-3

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General Information

  • CAS No. 621-52-3
  • Cat. No. CS-B0032
  • Purity ≥98%
  • MDL No. MFCD00024472
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉NO₃
  • Molecular Weight 167.16
  • Synonym(s) Ethyl 3-nitrophenyl ether
  • SMILES CCOC1=CC([N+]([O-])=O)=CC=C1

Description

1-Ethoxy-3-nitrobenzene features a para-disubstituted benzene core with an electron-deficient nitro group flanked by a bench-stable ethoxy moiety. This combination enables selective functionalization in cross-coupling reactions and facilitates incorporation into complex aromatic scaffolds under standard conditions.

Application

1-Ethoxy-3-nitrobenzene serves as a valuable synthetic intermediate for the construction of functionalized aromatic scaffolds. Its ortho-directed nitro and ethoxy groups enable sequential functionalization, with the nitro group facilitating subsequent reduction to an amine or coupling via cross-coupling protocols. The ethoxy substituent offers stability and facilitates purification, while the overall structure exhibits compatibility with standard reaction conditions in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • null|null
      645-00-1
    • null|null
      64-17-5
    • ~81%
    • In-stock
      1-Ethoxy-3-nitrobenzene|CS-B0032
      621-52-3

    References

    • Naidu, Ajay B.; Sekar Tetrahedron Letters, 2008 , vol. 49, # 19 p. 3147 - 3151
  • Route2
    • null|null
      64-67-5
    • null|null
      554-84-7
    • ~92%
    • In-stock
      1-Ethoxy-3-nitrobenzene|CS-B0032
      621-52-3

    References

    • Bonilha, Joao Baptista Sargi; Tedesco, Antonio Claudio; Nogueira, Lazaro Cicero; Ribeiro, Maria Teresa; Diamantino, Silva; Carreiro, Julio Cesar Tetrahedron, 1993 , vol. 49, # 15 p. 3053 - 3064
  • Route3
    • null|null
      554-84-7
    • null|null
      75-03-6
    • ~77%
    • In-stock
      1-Ethoxy-3-nitrobenzene|CS-B0032
      621-52-3

    References

    • Sternson, L. A.; Chandrasakar, R. Journal of Organic Chemistry, 1984 , vol. 49, # 22 p. 4295 - 4297

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   52.37
  • LogP   1.9935
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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