78573-45-2 | 3-(3'-TRIFLUOROMETHYL PHENYL) PROPANOL

CAS:78573-45-2 | 3-(3'-TRIFLUOROMETHYL PHENYL) PROPANOL,Description

The compound "3-(3-(Trifluoromethyl)phenyl)propan-1-ol" is a trifluoromethylated organic molecule. Trifluoromethyl groups are known for their ability to influence the physical and chemical properties of molecules, often increasing their metabolic stability and lipophilicity, which can be beneficial in drug design. The presence of the phenyl group and the alcohol functionality in the compound suggests potential reactivity and applications in organic synthesis and material science.

Synthesis Analysis

The synthesis of related trifluoromethylated compounds often involves multi-step reactions with careful control over reaction conditions to ensure the introduction of the trifluoromethyl group. For instance, the synthesis of 1,1,1-trifluoro-2,3-epoxypropane was achieved through lipase-mediated kinetic resolution, indicating the potential for enantioselective synthesis of related compounds. Another method described the activation of an oxazoline ring followed by ring opening to introduce the trifluoromethyl group. Additionally, the synthesis of trifluoromethylated phthalocyanines involved reactions between hydroxypropylphenol derivatives and bromomethyl-trifluoromethylbenzene. These methods highlight the diverse synthetic strategies that can be employed to create trifluoromethylated compounds, including "3-(3-(Trifluoromethyl)phenyl)propan-1-ol".

Molecular Structure Analysis

The molecular structure of trifluoromethylated compounds can be complex, with the potential for various isomers and conformations. For example, the crystal structure of a related rhodium complex showed significant differences in bond lengths, indicating the influence of the trifluoromethyl group on the molecular geometry. The presence of the trifluoromethyl group can also affect the electronic structure of the molecule, as seen in the case of hexafluoropropan-2-ol derivatives, which form strong intermolecular hydrogen bonds in the crystal state.

Chemical Reactions Analysis

Trifluoromethylated compounds can participate in a variety of chemical reactions. The Michael reaction of trifluoro-1-propenyl phenyl sulfoxide with enolate anions is an example of how these compounds can be used as building blocks in organic synthesis. Cyclisation reactions of related alcohols have been shown to proceed through radical intermediates, demonstrating the reactivity of the alcohol functional group in these molecules. The Stille reaction has also been employed to synthesize trifluoromethylated ketones, showcasing the compatibility of these compounds with organometallic chemistry.

Physical and Chemical Properties Analysis

The physical and chemical properties of "3-(3-(Trifluoromethyl)phenyl)propan-1-ol" and related compounds are influenced by the trifluoromethyl group. The introduction of this group can enhance the lipophilicity and stability of the molecule, which is beneficial for potential applications in medicinal chemistry. The spectroelectrochemical properties of trifluoromethylated phthalocyanines have been investigated, revealing their potential in electrochemical applications due to their electron-transfer properties. The ability to form strong hydrogen bonds can also affect the solubility and boiling points of these compounds.

Scientific Research Applications

Synthesis and Spectroelectrochemical Properties

In a study by Aktaş Kamiloğlu et al. (2018), new compounds including 3-(3-(Trifluoromethyl)phenyl)propan-1-ol were synthesized. These compounds were utilized in the creation of novel phthalocyanines. The electrochemical and spectroelectrochemical properties of these phthalocyanines were investigated, showing potential applicability in electrochemical technologies (Aktaş Kamiloğlu, Akyüz, Koca, & Acar, 2018) .

Stereocontrolled Synthesis and Application

Shimizu, Sugiyama, and Fujisawa (1996) demonstrated the use of 3-(3-(Trifluoromethyl)phenyl)propan-1-ol in the stereocontrolled synthesis of 1,1,1-Trifluoro-2,3-epoxypropane. This process involved the lipase-mediated kinetic resolution of the alcohol, showcasing its utility in creating stereochemically controlled compounds (Shimizu, Sugiyama, & Fujisawa, 1996).

Regio- and Diastereoselective Reactions

Li et al. (2010) utilized 3-(3-(Trifluoromethyl)phenyl)propan-1-ol in regio- and diastereoselective ring-opening reactions. Their study focused on producing a cholesteryl ester transfer protein (CETP) inhibitor, indicating the compound's role in synthesizing biologically active molecules (Li et al., 2010) .

Cyclisation Studies

Houghton, Voyle, and Price (1980) explored the cyclisation of 3-(o-Fluorophenyl)propan-1-ol, which is structurally similar to 3-(3-(Trifluoromethyl)phenyl)propan-1-ol. They successfully cyclised this compound to chroman, demonstrating its utility in organic synthesis and the creation of cyclic compounds (Houghton, Voyle, & Price, 1980).

Safety And Hazards

When handling this compound, it is advised to avoid breathing mist, gas or vapours. Avoid contact with skin and eyes. Use personal protective equipment and ensure adequate ventilation. Remove all sources of ignition and evacuate personnel to safe areas.

Future Directions

The future directions for the study and application of this compound are not explicitly mentioned in the search results.

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