210491-39-7

Upstream product

• 210491-38-6 4-bromo-2,6-bis(trifluoromethyl)benzoic acid 
• 402-31-3 1,3-bis(trifluoromethyl)benzene 
• 24821-22-5 2,6-bis(trifluoromethyl)benzoic acid 

Downstream Products

• 210491-38-6 4-bromo-2,6-bis(trifluoromethyl)benzoic acid 
• 210491-41-1 4-Methoxy-2,6-bis-trifluoromethyl-benzoic acid 
• 210491-47-7 (4-Methoxy-2,6-bis-trifluoromethyl-phenyl)-methanol 
• 210491-46-6 4-Methoxy-2,6-bis-trifluoromethyl-benzoyl fluoride 
• 210491-45-5 (4-Methoxy-3-methyl-2,6-bis-trifluoromethyl-phenyl)-methanol 
• 1416560-73-0 C₁₉H₂₀F₆N₂O₄ 
• 1416560-74-1 C₁₉H₂₄F₆N₂O₄ 
• 1416560-75-2 C₁₉H₂₂F₆N₂O₄ 
• 1416560-76-3 C₂₀H₂₂F₆N₂O₃ 

Relevant academic research and scientific papers

Triazoyl-phenyl linker system enhancing the aqueous solubility of a molecular probe and its efficiency in affinity labeling of a target protein for jasmonate glucoside

In methods employing molecular probes to explore the targets of bioactive small molecules, long or rigid linker moieties are thought to be critical factors for efficient tagging of target protein. We previously reported the synthesis of a jasmonate glucoside probe with a highly rigid linker consisting of a triazoyl-phenyl (TAzP) moiety, and this probe demonstrated effective target tagging. Here we compare the TAzP probe with other rigid or flexible probes with respect to target tagging efficiency, hydrophobic parameters, aqueous solubility, and dihedral angles around the biaryl linkage by a combination of empirical and calculation methods. The rigid biaryl linkage of the TAzP probe has a skewed conformation that influences its aqueous solubility. Such features that include rigidness and good aqueous solubility resulted in highly efficient target tagging. These findings provide a promising guideline toward designing of better linkers for improving molecular probe performance.

A site selective functionalisation of 1,3-bis(trifluoromethyl)benzene

1,3-Bis(trifluoromethyl)benzene was regioselectively metalated and subsequently carboxylated at position 2 to give 2,6- bis(trifluoromethyl)benzoic acid. Treatment of the acid with sulphur tetrafluoride gave 2,6-bis(trifluoromethyl)benzoyl fluoride which was readily convened to 2,6-bis(trifluoromethyl)benzyl alcohol and further to 2,6- bis(trifluoromethyl)benzaldehyde. Bromination of 2,6- bis(trifluoromethyl)benzoic acid with 1,1-dibromo-5,5-dimethylhydantoin proceeded regioselectively affording 4-bromo-2,6-bis(trifluoromethyl)benzoic acid almost quantitatively. The latter was fluorinated to the corresponding acid fluoride which on treatment with methanolic sodium methoxide gave 4- methoxy-2,6-bis(trifluoromethyl)benzoic acid or its methyl ester, depending on the reaction conditions. 4-Methoxy-2,6-bis(trifluoromethyl)benzoic acid, via its acid fluoride, was also transformed, first to the corresponding benzyl alcohol, then to the benzaldehyde. Lithiation of 4-methoxy-2,6- bis(triflouromethyl)benzoic acid, followed by methylation, proceeded with low selectivity, nevertheless, methyl 4-methoxy-3-methyl-2,6- bis(trifluoromethyl)benzoate was formed as the main product which was stepwise converted to 4-methoxy-3-methyl-2,6-bis(trifluoromethyl)benzyl alcohol and 4-methoxy-3-methyl-2,6-bis(trifluoromethyl) benzaldehyde, albeit in low total yield.