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CS-W001157 4
Total: USD 88.00

2-Fluoro-5-nitrobenzaldehyde

  • CAS No. 27996-87-8

  • Cat. No. CS-W001207
  • Purity≥97%
  • MDL No.MFCD00042298

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

2-Fluoro-5-nitrobenzaldehyde|CS-W001207

Structure of 27996-87-8

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General Information

  • CAS No. 27996-87-8
  • Cat. No. CS-W001207
  • Purity ≥97%
  • MDL No. MFCD00042298
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄FNO₃
  • Molecular Weight 169.11
  • Synonym(s) 5-Nitro-2-Fluorobenzaldehyde
  • SMILES O=Cc1cc(ccc1F)[N+](=O)[O-]

Description

2-Fluoro-5-nitrobenzaldehyde features a fluorine atom at the ortho position and a nitro group at the para position relative to the aldehyde, creating a strongly electron-deficient aromatic ring. This combination enhances reactivity in nucleophilic addition and coupling reactions. The molecule exhibits high stability under standard conditions and integrates readily into complex synthetic sequences requiring polarized electrophilic centers.

Application

2-Fluoro-5-nitrobenzaldehyde serves as a versatile building block in medicinal chemistry and materials science, enabling efficient access to substituted aromatic systems. Its ortho-fluoro and meta-nitro substituents provide complementary reactivity for transition-metal-catalyzed coupling reactions and selective reduction sequences. The aldehyde functionality facilitates imine formation, reductive amination, and heterocycle construction under standard conditions. Bench-stable and amenable to purification by recrystallization or column chromatography, it functions reliably in multi-step synthesis workflows.

Synthesis

  • Route1

    References

    • BANYU PHARMACEUTICAL CO., LTD. Patent: WO2007/29847 A1, 2007 ; Location in patent: Page/Page column 67 ;
  • Route2

    References

    • Aridoss, Gopalakrishnan; Laali, Kenneth K. Journal of Organic Chemistry, 2011 , vol. 76, # 19 p. 8088 - 8094
  • Route3

    References

    • Gingras,B.A. et al. Canadian Journal of Chemistry, 1960 , vol. 38, p. 712 - 719

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-P405-P501

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Computational Chemistry Data

  • TPSA   60.21
  • LogP   1.5464
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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