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CS-W001157 4
Total: USD 88.00

4-Nitro-2-(trifluoromethyl)phenol

  • CAS No. 1548-61-4

  • Cat. No. CS-W004922
  • Purity≥95%
  • MDL No.MFCD11100972

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

4-Nitro-2-(trifluoromethyl)phenol|CS-W004922

Structure of 1548-61-4

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General Information

  • CAS No. 1548-61-4
  • Cat. No. CS-W004922
  • Purity ≥95%
  • MDL No. MFCD11100972
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄F₃NO₃
  • Molecular Weight None
  • Synonym(s) 4-Nitro-2-trifluoromethylphenol
  • SMILES OC1=CC=C([N+]([O-])=O)C=C1C(F)(F)F

Description

4-Nitro-2-(trifluoromethyl)phenol features a para-nitro group and a sterically hindered trifluoromethyl substituent on the phenolic ring, delivering enhanced electron-withdrawing character and improved metabolic stability. This combination enables efficient coupling in C–H functionalization and facilitates access to high-performance agrochemical and pharmaceutical intermediates under standard conditions.

Application

4-Nitro-2-(trifluoromethyl)phenol serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of heterocyclic scaffolds via electrophilic substitution and coupling reactions. The nitro group facilitates subsequent reductions and cyclizations, while the trifluoromethyl moiety enhances metabolic stability and lipophilicity. Its bench-stable crystalline form allows for straightforward handling and purification, making it well-suited for multi-step synthetic sequences in industrial R&D workflows.

Synthesis

  • Route1

    References

    • Yang, Hong; Wang, Lixing; Shao, Renfan; Clark, Noel A.; Ortega, Josu; Etxebarria, Jesus; Albouy, Pierre-Antoine; Walba, David M.; Keller, Patrick Journal of Materials Chemistry, 2009 , vol. 19, # 39 p. 7208 - 7215
  • Route2

    References

    • CHANG GUNG UNIVERSITY; TSENG, CHING-PING; HSIEH, PEI-WEN; CHANG, YAO-WEN Patent: US2014/11882 A1, 2014 ; Location in patent: Paragraph 0009; 0029 ;
  • Route3
    • 1-Bromo-4-nitro-2-(trifluoromethyl)benzene Bicalutamide  Impurity|CS-0228846
      367-67-9
    • ~90%
    • In-stock
      4-Nitro-2-(trifluoromethyl)phenol|CS-W004922
      1548-61-4

    References

    • Zhao, Dongbing; Wu, Ningjie; Zhang, Shuai; Xi, Peihua; Su, Xiaoyu; Lan, Jingbo; You, Jingsong Angewandte Chemie - International Edition, 2009 , vol. 48, # 46 p. 8729 - 8732

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07,GHS09
Signal Word : Danger
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H315-H317-H318-H410
Precautionary Statements : P261-P264-P270-P272-P273-P280-P302+P352-P330-P362+P364-P391-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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