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(4-Nitro-2-(trifluoromethyl)phenyl)methanol

  • CAS No. 859027-06-8

  • Cat. No. CS-0102002
  • Molecule weight221.13
  • Purity≥97%
  • MDL No.MFCD11847130

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

(4-Nitro-2-(trifluoromethyl)phenyl)methanol|CS-0102002

Structure of 859027-06-8

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General Information

  • CAS No. 859027-06-8
  • Cat. No. CS-0102002
  • Purity ≥97%
  • MDL No. MFCD11847130
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆F₃NO₃
  • Molecular Weight 221.13
  • Synonym(s) 4-Nitro-2-(trifluoromethyl)benzyl alcohol
  • SMILES OCC1=CC=C([N+]([O-])=O)C=C1C(F)(F)F

Description

This trifluoromethyl-substituted aryl alcohol features a para-nitro group that enhances electrophilicity and directs ortho-functionalization. The benzyl alcohol moiety enables direct derivatization, while the electron-deficient aromatic ring supports efficient coupling reactions under standard conditions. Ideal for constructing advanced pharmaceutical intermediates and functional materials.

Application

(4-Nitro-2-(trifluoromethyl)phenyl)methanol serves as a versatile building block for nitroaryl-based heterocycles and pharmaceutical intermediates. Its trifluoromethyl group enhances metabolic stability and lipophilicity, while the benzylic alcohol enables straightforward derivatization via oxidation, protection, or coupling reactions. The molecule exhibits good bench stability and facilitates efficient purification, making it well-suited for scalable synthesis in medicinal chemistry campaigns.

Synthesis

  • Route1

    References

    • BOEHRINGER INGELHEIM INTERNATIONAL GMBH Patent: WO2009/3999 A2, 2009 ; Location in patent: Page/Page column 81 ;

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

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Computational Chemistry Data

  • TPSA   63.37
  • LogP   2.1059
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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