1736-09-0

Usage

Uses

Used in Organic Synthesis:
Trifluoroacetic acid 3-methylphenyl ester is used as a reagent for its ability to act as an acid catalyst in various chemical reactions, facilitating the progress of organic synthesis processes.
Used as a Protecting Group:
In the field of organic chemistry, Trifluoroacetic acid 3-methylphenyl ester serves as a protecting group for alcohols and carbonyl compounds, allowing for selective reactions to occur without affecting other functional groups present in the molecule.
Used in Pharmaceutical Development:
Due to its unique properties and reactivity, Trifluoroacetic acid 3-methylphenyl ester is studied for its potential applications in the development of pharmaceuticals, where it may contribute to the synthesis of new drug molecules.
Used in Agrochemicals:
Trifluoroacetic acid 3-methylphenyl ester is also being explored for its possible use in agrochemicals, where it could play a role in the creation of new pesticides or other agricultural chemicals, leveraging its reactivity and catalytic properties.

InChI:InChI=1/C9H7F3O2/c1-6-3-2-4-7(5-6)14-8(13)9(10,11)12/h2-5H,1H3

Upstream product

• 16656-82-9 lead (IV) trifluoroacetate 
• 108-88-3 toluene 
• 1422-76-0 3-methylbenzenediazonium tetrafluoroborate 
• 76-05-1 trifluoroacetic acid 
• 108-39-4 3-methyl-phenol 
• 407-25-0 trifluoroacetic anhydride 

Downstream Products

• 401-79-6 1-methyl-3-trifluoromethyl-benzene 
• 705-44-2 m-methyl-α,α,α-trifluoromethoxybenzene 
• 57076-57-0 3-pentafluoroethoxy-toluene 
• 123876-27-7 3-pentafluoroethyloxy-benzoic acid 

Relevant academic research and scientific papers

A product analytical study of the thermal and photolytic decomposition of some arenediazonium salts in solution

Products of thermal and photochemical reactions of eleven arenediazonium tetrafluoroborates in various solvents have been analyzed. All compounds in most solvents undergo unimolecular heterolysis to give singlet aryl cations which are captured by solvent. This mechanism is dominant for arenediazonium ions without electron-withdrawing substituents in all solvents, and the only reaction observed in water. Additionally, appreciable yields of fluoroarenes are obtained by fluoride abstraction by the aryl cation from fluorinated solvents and from tetrafluoroborate in fluorinated solvents. Yields from photochemical processes are very similar to those from thermal reactions indicating that the main reactions proceed through common or very similar intermediates. Aryl cations formed from ion-paired diazonium ions may react with the counterion, but fragmentation of dissociated diazonium ions leads only to solvent-derived product. Some arenediazonium ions in some solvents undergo an alternative radical reaction leading principally to hydrodediazoniation. It is proposed that this reaction involves initial rate-limiting electron transfer from ethanol to the arenediazonium ion followed rapidly by homolysis of the resultant aryldiazenyl radical. Within the same solvent cage, the aryl radical then either abstracts an α-hydrogen from the ethanol radical cation generated in the first step to give the reduction product and protonated acetaldehyde, or combines with it at the oxygen to give a protonated aryl ethyl ether.

Selectivity of the Aromatic Plumbylation Reaction

The plumbylation of toluene in dichloroacetic acid yields initially 5.4percent 2-, 1.8percent 3-, and 92.7percent 4-methylphenyllead(IV) dichloroacetates.The toluene to benzene rate ratio under these conditions is 59.9.The partial rate factors are oMef = 9.64, mMef = 3.21, pMef = 331.The plumbylation of toluene in trifluoroacetic acid yields aryl trifluoroacetates and biaryls.Analysis of these products suggest that the plumbylation reaction yields 17.9percent 2-, 3.2percent 3-, and 78.9percent 4-methylphenyllead (IV) trifluoroacetates in the initial step of the reaction.The toluene to benzene rate ratio is 114 under these conditions.The partial rate factors are oMef = 61.2, mMef = 10.8, and pMef = 540.These observations suggest that the plumbylation reaction is a typical electrophilic substitution and that the reaction is significantly more selective than thallation or mercuration.