602307-22-2

Usage

Uses

Used in Organic Synthesis:
4-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]BENZALDEHYDE is used as a key intermediate for the synthesis of various organic compounds due to its ability to introduce trifluoromethyl groups into organic molecules, enhancing their properties and reactivity.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 4-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]BENZALDEHYDE is utilized as a crucial component in the development and manufacturing of drugs. Its unique properties contribute to the creation of novel medicinal agents with improved efficacy and pharmacokinetics.
Used in Agrochemical Development:
4-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]BENZALDEHYDE is employed as a building block in the agrochemical sector for the synthesis of new pesticides and other crop protection agents. Its incorporation can lead to the development of more effective and environmentally friendly products.
Used in Specialty Chemicals:
4-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]BENZALDEHYDE is also used in the production of specialty chemicals, where its distinctive characteristics can be leveraged to create high-performance materials for various applications, such as in the coatings, polymer, and materials science industries.

Upstream product

• 328-70-1 3,6-bis(trifluoromethyl)bromobenzene 
• 87199-17-5 4-formylphenylboronic acid, 
• 1122-91-4 4-bromo-benzaldehyde 
• 73852-19-4 3,5-bis-trifluromethylphenylboronic acid 

Downstream Products

• 1161351-67-2 (Z)-3-(3',5'-bis(trifluoromethyl)biphenyl-4-yl)-2-(4'-(trifluoromethyl)biphenyl-4-yl)acrylonitrile 

Relevant academic research and scientific papers

Strongly fluorescent organogel system comprising fibrillar self-assembly of a trifluoromethyl-based cyanostilbene derivative

The entangled fibrillar structure and its strong fluorescence emission have been observed in a novel class of organogel systems consisting of a CF3-based π-conjugated organogelator. Copyright

Direct micro-scale monitoring of molecular aggregation, its growth and diffusion: Via aggregation-induced emission

Time-dependent monitoring of aggregation-induced fluorescence of a model compound namely, (Z)-3-(3′,5′-bis(trifluoromethyl)-[1,1′-biphenyl]-4-yl)-2-(4-bromophenyl)acrylonitrile unearth hitherto unknown molecular level events such as onset of molecular aggregation, their growth, size, and diffusion dynamics. The presented generalized approach can also be extended to in situ monitoring and controlling of various biological aggregation processes down to a single-cell level and all aspects of materials chemistry, as well.

Pd/REOs catalysts applied to the Suzuki-Miyaura coupling. A comparison of their catalytic performance and reusability

Two new palladium catalysts based on rare earth oxide supports, namely, Pd/Dy2O3 and Pd/Yb2O3 were prepared by the incipient wetness impregnation method, followed by calcination at 600 °C. Both compounds, which were fully characterized, were tested as catalysts in the Suzuki-Miyaura reaction and their catalytic activity was compared with that of already known Pd/La2O3, Pd/CeO2, Pd/Pr6O11, Pd/Sm2O3, and Pd/Gd2O3. It has been found that the nature of the support strongly affects the catalytic activity. The scope of the catalytic protocol was investigated and quantitative yields of the coupling products (21 examples are reported) were always observed using a low metal amount (0.05 mol%). A systematic investigation on the reusability of the entire set of catalytic systems has been carried out. All catalysts showed to be successfully recyclable, and also in this case the nature of the rare earth element is crucial. The highest reusability was observed for catalysts Pd/CeO2 and Pd/Sm2O3.

Room-temperature Suzuki-Miyaura reaction catalyzed by Pd supported on rare earth oxides: Influence of the point of zero charge on the catalytic activity

Five Pd/REO (rare earth oxide) compounds (Pd/La2O3, Pd/CeO2, Pd/Pr6O11, Pd/Sm2O 3, and Pd/Gd2O3) have been successfully used as precatalysts in the Suzuki-Miyaura C-C cross-coupling reaction of aryl bromides with arylboronic acids in ethanol/water at r.t. All Pd/REO showed high activity and selectivity. The effective catalyst arises from palladium leaching from the REO support. We have demonstrated that the activity of each Pd/REO (the decreasing order is Pd/La2O3 > Pd/Pr6O 11 > Pd/Gd2O3 > Pd/Sm2O 3 ? Pd/CeO2) is strictly related to the corresponding PZC (point of zero charge) value. Accordingly, it can be reasonably argued that the metal is released in solution in the form of Pd2+, and higher is the amount of positive charge on the surface in catalytic conditions, higher is the concentration of Pd2+ ions in solution and faster is the formation of the coupling product. Also the recycling of each Pd/REO is strictly connected with the PZC value of the REO support. As a matter of fact, Pd/CeO2, which has the lowest PZC value (6.7), shows the best reusability, according to its lower tendency to release Pd2+ ions in solution.

Palladium supported on cross-linked imidazolium network on silica as highly sustainable catalysts for the Suzuki reaction under flow conditions

Highly cross-linked imidazolium-based materials, obtained by radical oligomerization of bis-vinylimidazolium salts in the presence of 3-mercaptopropyl-modified silica gel, were used as supports for palladium catalysts. Thanks to the high imidazolium loading these materials were able to support a high amount of the metal (10 wt%). Such materials were characterized by several techniques (13C magic angle spinning nuclear magnetic resonance, the Brunauer-Emmett-Teller technique, X-ray photoelectron spectroscopy, and transmission electron microscopy). The palladium catalysts displayed good activity allowing the synthesis of several biphenyl compounds in high yields working with only 0.1 mol% of palladium loading at 50°C in ethanol/water under batch condition. Moreover, a flow apparatus, to optimize the efficiency of the isolation of the pure products and minimize waste (E-factor), was investigated. For the first time the palladium catalyst and base (K 2CO3) were placed in two separate columns allowing an easy recovery of the products with very low E-factor values (4). Waste production was reduced by over 99% compared to classic batch conditions. Because of the high Pd loading only 42 mg of catalysts were employed in the Suzuki reaction between 160 mmol of 4-bromotoluene and 180 mmol of phenylboronic acid. No loss in activity was observed. Copyright

Shear- and UV-induced fluorescence switching in stilbenic ?-dimer crystals powered by reversible [2 + 2] cycloaddition

We have designed and synthesized asymmetric cyano-stilbene derivatives containing trifluoromethyl (-CF3) substituents with the aim ofproducing tightly packed ?-dimer systems that as crystals exhibit re versible [2 + 2] cycloaddition with charac