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CS-W001157 4
Total: USD 88.00

1-Iodo-2-nitro-4-(trifluoromethyl)benzene

  • CAS No. 400-97-5

  • Cat. No. CS-0157127
  • Purity≥98%
  • MDL No.None

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

1-Iodo-2-nitro-4-(trifluoromethyl)benzene|CS-0157127

Structure of 400-97-5

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General Information

  • CAS No. 400-97-5
  • Cat. No. CS-0157127
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₃F₃INO₂
  • Molecular Weight 317.00
  • Synonym(s) 4-IODO-3-NITROBENZOTRIFLUORIDE
  • SMILES C1=CC(=C(C=C1C(F)(F)F)[N+](=O)[O-])I

Description

1-Iodo-2-nitro-4-(trifluoromethyl)benzene features a trifluoromethyl group and a nitro substituent positioned ortho to the iodine, creating a highly electron-deficient aromatic ring. This combination enables efficient palladium-catalyzed cross-coupling reactions under standard conditions, with the iodo handle facilitating reliable C–C bond formation. The molecule exhibits bench-stable handling characteristics and compatibility with diverse reaction media.

Application

1-Iodo-2-nitro-4-(trifluoromethyl)benzene serves as a versatile building block in cross-coupling chemistry, enabling efficient construction of biaryl architectures under palladium catalysis. The iodide group facilitates reliable Suzuki, Stille, and Negishi reactions, while the nitro and trifluoromethyl functionalities provide strong electron-withdrawing character and enhanced metabolic stability. This combination supports precise tuning of electronic properties in pharmaceutical and agrochemical scaffolds, with excellent bench stability and straightforward purification via standard chromatographic methods.

Safety Information

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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

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Computational Chemistry Data

  • TPSA   43.14
  • LogP   3.2182
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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