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CS-W001157 4
Total: USD 88.00

4-Chloro-2-nitrobenzaldehyde

  • CAS No. 5551-11-1

  • Cat. No. CS-W008724
  • Purity≥98%
  • MDL No.MFCD00056104

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

4-Chloro-2-nitrobenzaldehyde|CS-W008724

Structure of 5551-11-1

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General Information

  • CAS No. 5551-11-1
  • Cat. No. CS-W008724
  • Purity ≥98%
  • MDL No. MFCD00056104
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄ClNO₃
  • Molecular Weight 185.56
  • Synonym(s) 4-chloro-2-nitrobenzaldehyde*crystalline
  • SMILES O=CC1=CC=C(Cl)C=C1[N+]([O-])=O

Description

4-Chloro-2-nitrobenzaldehyde features a conjugated aldehyde group flanked by electron-withdrawing chlorine and nitro substituents, enabling selective reactivity in cross-coupling and condensation reactions. This bench-stable compound integrates readily into complex molecular architectures under standard conditions.

Application

4-Chloro-2-nitrobenzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of substituted heterocycles and pharmaceutical intermediates. Its ortho-nitro and para-chloro substituents provide complementary reactivity for nucleophilic aromatic substitution and transition-metal-catalyzed coupling reactions. The aldehyde functionality facilitates condensation reactions, while the molecule exhibits good bench stability and ease of purification, making it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

  • Route1
    • null|null
      89-59-8
    • ~85%
    • In-stock
      4-Chloro-2-nitrobenzaldehyde|CS-W008724
      5551-11-1

    References

    • Naffziger, Michael R.; Ashburn, Bradley O.; Perkins, Johanna R.; Carter, Rich G. Journal of Organic Chemistry, 2007 , vol. 72, # 26 p. 9857 - 9865
  • Route2
    • null|null
      89-59-8
    • In-stock
      DMF-DMA|CS-0016065
      4637-24-5
    • ~86%
    • In-stock
      4-Chloro-2-nitrobenzaldehyde|CS-W008724
      5551-11-1

    References

    • STATE OF OREGON ACTING BY AND THROUGH THE STATE BOARD OF HIGHER EDUCATION ON BEHALF OF OREGON STATE UNIVERSITY Patent: WO2008/156656 A2, 2008 ; Location in patent: Page/Page column 44; 178 ;
  • Route3

    References

    • Steves, Janelle E.; Stahl, Shannon S. Journal of the American Chemical Society, 2013 , vol. 135, # 42 p. 15742 - 15745

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   2.0607
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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