98-17-9 | 3-Trifluoromethylphenol

CAS:98-17-9 | 3-Trifluoromethylphenol,Description

Synthesis Analysis

3-(Trifluoromethyl)phenol, a critical intermediate in medicine and pesticide synthesis, can be synthesized from trifluoromethyl benzene through a series of steps including nitration, reduction, diazotization, and hydrolysis. This synthesis pathway has been optimized for improved yield and purity (Zhang Zhi-hai, 2010). Another approach involves the [3+3] cyclization of 1,3-bis(silyl enol ethers) with α,β-unsaturated trifluoromethyl ketones, providing a versatile method to access functionalized 3-(trifluoromethyl)phenols (C. Mamat et al., 2008).

Molecular Structure Analysis

The molecular structure of a compound related to 3-(trifluoromethyl)phenol, 3-(2,6-bis(trifluoromethyl)phenoxy)-6-(prop-2-yn-1-yloxy)phthalonitrile, has been thoroughly analyzed through various techniques including IR, UV–vis spectroscopy, and X-ray single-crystal determination. This analysis provides insight into the atomic arrangement and bonding within the molecule (M. A. Hasan & Mona A. Shalaby, 2016).

Chemical Reactions and Properties

3-(Trifluoromethyl)phenol participates in various chemical reactions including silver-mediated oxidative trifluoromethylation, which allows for the synthesis of aryl trifluoromethyl ethers from unprotected phenols (Jian-Bo Liu et al., 2015). Another reaction is the benzylic C-H trifluoromethylation of phenol derivatives, demonstrating the versatility of phenol derivatives in synthesizing compounds with potential applications in pharmaceuticals (H. Egami et al., 2015).

Physical Properties Analysis

Vibrational spectroscopy and quantum chemical calculations have been used to investigate the molecular geometry and vibrations of 3-trifluoromethylphenol, indicating the conformer preferences and providing detailed insights into its physical properties (A. Kovács, 2003) .

Chemical Properties Analysis

The chemical properties of 3-(trifluoromethyl)phenol and related compounds have been explored through various syntheses and characterizations. The synthesis of trifluoromethyl-substituted arenes, cyclohexenones, and pyran-4-ones by cyclocondensation of 1,3-bis(silyloxy)-1,3-butadienes with 4,4-dimethoxy-1,1,1-trifluorobut-3-en-2-one highlights the influence of Lewis acid on product distribution, showcasing the chemical versatility of trifluoromethylated compounds (A. Bunescu et al., 2009).

Scientific Research Applications

1. Environmental Science and Pollution Research

• Application : This compound was identified as the cause of a serious taste and odor episode in the water supply in two residential areas in Catalonia, Spain.
• Method : Closed-loop stripping analysis (CLSA) combined with sensory gas chromatography and gas chromatography mass spectrometry detection were used to study the problem.
• Results : As a result, 3-(trifluoromethyl)phenol was for the first time identified as responsible for an odor incident in drinking water. Concentration levels of this compound were up to 17,000 ng/L in groundwater and up to 600 ng/L in distributed water.

2. Agrochemical and Pharmaceutical Industries

• Application : Trifluoromethylpyridine (TFMP) derivatives, which can be synthesized from 3-(Trifluoromethyl)phenol, are used in the protection of crops from pests.
• Method : The specific method of synthesis is not mentioned in the source.
• Results : More than 20 new TFMP-containing agrochemicals have acquired ISO common names.

3. Organic Synthesis

• Application : Tribromo-3-(trifluoromethyl)phenol, a derivative of 3-(Trifluoromethyl)phenol, is known for its diverse applications in scientific research.
• Method : The specific method of synthesis is not mentioned in the source.
• Results : It exhibits remarkable properties that enable its utilization in various fields, such as organic synthesis, medicinal chemistry, and environmental studies.

4. Medicinal Chemistry

• Application : 3-(Trifluoromethyl)phenol was used in the preparation of travoprost, an antiglaucoma agent.
• Method : The specific method of synthesis is not mentioned in the source.
• Results : The specific results or outcomes obtained are not mentioned in the source.

5. Firefighting

• Application : 3-(Trifluoromethyl)phenol is used in firefighting due to its chemical properties.
• Method : The specific method of application is not mentioned in the source.
• Results : The specific results or outcomes obtained are not mentioned in the source.

6. Pharmaceutical Synthesis Intermediate

• Application : 2-Fluoro-3-(trifluoromethyl)phenol, a derivative of 3-(Trifluoromethyl)phenol, can be used as a pharmaceutical synthesis intermediate.
• Method : The specific method of synthesis is not mentioned in the source.
• Results : The specific results or outcomes obtained are not mentioned in the source.

7. Firefighting

• Application : 3-(Trifluoromethyl)phenol is used in firefighting due to its chemical properties.
• Method : The specific method of application is not mentioned in the source.
• Results : The specific results or outcomes obtained are not mentioned in the source.

8. Pharmaceutical Synthesis Intermediate

• Application : 2-Fluoro-3-(trifluoromethyl)phenol, a derivative of 3-(Trifluoromethyl)phenol, can be used as a pharmaceutical synthesis intermediate.
• Method : The specific method of synthesis is not mentioned in the source.
• Results : The specific results or outcomes obtained are not mentioned in the source.

Safety And Hazards

3-(Trifluoromethyl)phenol is considered hazardous. It can cause burns of eyes, skin, and mucous membranes. It is also combustible, and its containers may explode when heated. It is recommended to avoid breathing its vapors, mist, or gas, and to ensure adequate ventilation.

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