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CS-W001157 4
Total: USD 88.00

3-Nitro-5-(trifluoromethyl)phenol

  • CAS No. 349-57-5

  • Cat. No. CS-W015279
  • Molecule weight207.11
  • Purity≥98%
  • MDL No.MFCD04973779

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

3-Nitro-5-(trifluoromethyl)phenol|CS-W015279

Structure of 349-57-5

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General Information

  • CAS No. 349-57-5
  • Cat. No. CS-W015279
  • Purity ≥98%
  • MDL No. MFCD04973779
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄F₃NO₃
  • Molecular Weight 207.11
  • Synonym(s) WNR CQ EXFFF [WLN]
  • SMILES FC(F)(F)C1=CC([N+]([O-])=O)=CC(O)=C1

Description

3-Nitro-5-(trifluoromethyl)phenol features a strategically positioned trifluoromethyl group and nitro substituent on the phenolic ring, enhancing electron deficiency and reactivity. This combination enables efficient coupling in cross-coupling reactions and serves as a key building block in pharmaceutical and agrochemical synthesis. The compound exhibits bench-stable handling characteristics and compatibility with diverse reaction conditions.

Application

3-Nitro-5-(trifluoromethyl)phenol serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to functionalized aromatic scaffolds. Its dual electron-withdrawing nitro and trifluoromethyl groups enhance electrophilic reactivity while maintaining bench stability. The phenolic hydroxyl group facilitates direct derivatization or protection, supporting diverse downstream transformations including Suzuki coupling and nucleophilic substitution.

Synthesis

  • Route1

    References

    • Millennium Pharmaceuticals, Inc. Patent: US2006/160803 A1, 2006 ; Location in patent: Page/Page column 138 ; US 20060160803 A1
  • Route2
    • null|null
      401-99-0
    • ~3%
    • In-stock
      3-Nitro-5-(trifluoromethyl)phenol|CS-W015279
      349-57-5
    • 1-Nitro-3-[3-nitro-5-(trifluoromethyl)phenoxy]-5-(trifluoromethyl)benzene|CS-0767342
      133532-73-7

    References

    • Russian Journal of Organic Chemistry, , vol. 32, # 9 p. 1325 - 1331
  • Route3
    • 1-Nitro-3-[3-nitro-5-(trifluoromethyl)phenoxy]-5-(trifluoromethyl)benzene|CS-0767342
      133532-73-7
    • ~%
    • In-stock
      3-Nitro-5-(trifluoromethyl)phenol|CS-W015279
      349-57-5

    References

    • Russian Journal of Organic Chemistry, , vol. 32, # 9 p. 1325 - 1331

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   63.37
  • LogP   2.3192
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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