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CS-W001157 4
Total: USD 88.00

4-Nitro-3-(trifluoromethyl)benzaldehyde

  • CAS No. 101066-57-3

  • Cat. No. CS-0042057
  • Molecule weight219.12
  • Purity≥97%
  • MDL No.MFCD13185770

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

4-Nitro-3-(trifluoromethyl)benzaldehyde|CS-0042057

Structure of 101066-57-3

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General Information

  • CAS No. 101066-57-3
  • Cat. No. CS-0042057
  • Purity ≥97%
  • MDL No. MFCD13185770
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄F₃NO₃
  • Molecular Weight 219.12
  • Synonym(s) 3-trifluoromethyl-4-nitrobenzaldehyde
  • SMILES O=CC1=CC=C([N+]([O-])=O)C(C(F)(F)F)=C1

Description

4-Nitro-3-(trifluoromethyl)benzaldehyde features a para-nitro group and a sterically accessible trifluoromethyl substituent flanking an aldehyde handle. This electron-deficient aromatic scaffold enables direct coupling in transition-metal-catalyzed cross-couplings and facilitates efficient imine formation under mild conditions. The compound exhibits bench-stable handling characteristics and integrates readily into complex molecular architectures requiring polar, electron-poor aryl motifs.

Application

4-Nitro-3-(trifluoromethyl)benzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted heterocycles via condensation and cyclization reactions. Its electron-deficient aromatic core enhances reactivity in nucleophilic additions, while the trifluoromethyl group imparts metabolic stability and modulates lipophilicity. Bench-stable and readily purified by recrystallization, it functions reliably in standard synthetic workflows involving imine formation, Ugi-type coupling, or transition-metal-catalyzed transformations.

Synthesis

  • Route1
    • (4-Nitro-3-(trifluoromethyl)phenyl)methanol|CS-0378761
      936234-83-2
    • ~%
    • In-stock
      4-Nitro-3-(trifluoromethyl)benzaldehyde|CS-0042057
      101066-57-3

    References

    • Acher, Francine; Selvam, Chelliah; Triballeau, Nicolas; Pin, Jean-Philippe; Bertrand, Hugues-Oliver Patent: US2009/170813 A1, 2009 ; Location in patent: Page/Page column 28-29 ; US 20090170813 A1

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   2.4261
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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