386-72-1

Basic information

• Product Name: 2-NITRO-3-(TRIFLUOROMETHYL)PHENOL
• Synonyms: 2-NITRO-3-(TRIFLUOROMETHYL)PHENOL;alpha,alpha,alpha-trifluoro-2-nitro-m-cresol;2-Nitro-3-(trifluoromethyl)phenol, 2-Hydroxy-6-(trifluoromethyl)nitrobenzene;3-Hydroxy-2-nitrobenzotrifluoride
• CAS NO: 386-72-1
• Molecular Formula: C₇H₄F₃NO₃
• Molecular Weight: 207.11
• Mol File: 386-72-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 236.4±40.0 °C(Predicted)
• Appearance: /
• Density: 1.554±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 5.66±0.10(Predicted)
• CAS DataBase Reference: 2-NITRO-3-(TRIFLUOROMETHYL)PHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-NITRO-3-(TRIFLUOROMETHYL)PHENOL(386-72-1)
• EPA Substance Registry System: 2-NITRO-3-(TRIFLUOROMETHYL)PHENOL(386-72-1)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 386-72-1(Hazardous Substances Data)

Usage

Description

2-Nitro-3-(trifluoromethyl)phenol is an organic compound characterized by the presence of a nitro group (-NO2) at the 2nd position and a trifluoromethyl group (-CF3) at the 3rd position on a phenol (C6H5OH) backbone. This molecule exhibits unique chemical properties due to the electron-withdrawing nature of the nitro and trifluoromethyl groups, making it a versatile intermediate in the synthesis of various compounds.

Uses

Used in Fungicidal Applications:
2-Nitro-3-(trifluoromethyl)phenol is used as a fungicide for controlling fungal growth in various settings. Its chemical structure allows it to inhibit essential fungal processes, providing protection against a range of fungal pathogens.
Used in Pharmaceutical Industry:
2-Nitro-3-(trifluoromethyl)phenol is used as an intermediate in the synthesis of aniline derivatives, such as 2-Amino-3-trifluoromethylphenol (A630795). These aniline derivatives have potential applications in the development of new pharmaceuticals, including those with antibacterial, antifungal, and antiviral properties.
Used in Chemical Synthesis:
In the chemical industry, 2-Nitro-3-(trifluoromethyl)phenol serves as a key intermediate for the production of various specialty chemicals, including dyes, pigments, and polymers. Its unique functional groups make it a valuable building block for creating complex molecular structures with specific properties and applications.

Upstream product

• 386-71-0 2-nitro-3-(trifluoromethyl)aniline 
• 384-22-5 2-nitrobenzotrifluoride 
• 98-17-9 3-Trifluoromethylphenol 

Downstream Products

• 106877-48-9 2-amino-3-(trifluoromethyl)phenol 
• 609850-67-1 C₂₃H₂₂F₇NO₂ 
• 914635-64-6 2-bromo-1-methoxy-3-(trifluoromethyl)benzene 

Relevant articles and documents

Non-steroidal dissociated glucocorticoid agonists: Indoles as A-ring mimetics and function-regulating pharmacophores

We report a SAR of non-steroidal glucocorticoid mimetics that utilize indoles as A-ring mimetics. Detailed SAR is discussed with a focus on improving PR and MR selectivity, GR agonism, and in vitro dissociation profile. SAR analysis led to compound (R)-33 which showed high PR and MR selectivity, potent agonist activity, and reduced transactivation activity in the MMTV and aromatase assays. The compound is equipotent to prednisolone in the LPS-TNF model of inflammation. In mouse CIA, at 30 mg/kg compound (R)-33 inhibited disease progression with an efficacy similar to the 3 mg/kg dose of prednisolone.

Hydroxylation of Nitroarenes with Alkyl Hydroperoxide Anions via Vicarious Nucleophilic Substitution of Hydrogen

Rhone-Poulenc Polska Ltd., ul. Grzybowska 80/82, 00-844 Warszawa, Poland Garbo- and heterocyclic nitroarenes react with anions of tert-butyl and cumyl hydroperoxides in the presence of strong bases to form substituted o- and p-nitrophenols. The reaction usually proceeds in high yields and is of practical value as a method of synthesis and manufacturing of nitrophenols. Orientation of the hydroxylation can be controlled to a substantial extent by selection of the proper conditions. Basic mechanistic features of this process were clarified.