16518-25-5

Usage

Uses

Used in Pharmaceutical Industry:
Potassium p-toluate is used as a reagent in the synthesis of several organic compounds, including 2-aryl-1,3,4-oxadiazole derivatives. These derivatives have potential antibacterial properties and can be used in the development of new antibiotics to combat drug-resistant bacteria.
Used in Chemical Synthesis:
Potassium p-toluate is also used in the synthesis of 4-(bromomethyl) benzoic acid, which is an important intermediate in the production of various pharmaceuticals, agrochemicals, and other specialty chemicals. The use of Potassium p-toluate in this synthesis allows for a more efficient and environmentally friendly process.

Upstream product

• 99-75-2 4-methyl-benzoic acid methyl ester 
• 99-94-5 p-Toluic acid 
• 589-18-4 4-Methylbenzyl alcohol 

Downstream Products

• 76240-96-5 (4-methylbenzoyloxymethyl)trimethoxysilane 
• 141339-58-4 4-Methyl-benzoic acid 2-oxo-heptyl ester 
• 57361-38-3 (4-methylbenzoyloxymethyl)triethoxysilane 
• 17714-76-0 trityl p-toluate 
• 6833-18-7 4-methyl-N-phenylbenzamide 
• 52719-99-0 C₂₅H₃₃NO₄S 
• 52719-97-8 C₂₅H₃₃NO₄S 
• 111008-64-1 bis(4-methylbenzoyloxy)methane 
• 25569-87-3 benzoic-p-methylbenzoic anhydride 
• 13222-85-0 p-methylbenzoic anhydride 
• 226987-15-1 benzenesulfonic-p-methylbenzoic anhydride 
• 2653-46-5 allyl 4-methylbenzoate 
• 76240-90-9 (4-methylbenzoyloxymethyl)trifluorosilane 
• 22837-36-1 methyl-2-deoxy-3,5-di-O-p-toluoyl-α-L-erythropentofuranoside 

Relevant academic research and scientific papers

An Anionic, Chelating C(sp3)/NHC ligand from the Combination of an N-heterobicyclic Carbene and Barbituric Heterocycle

The coordination chemistry of the anionic NHC1-based on an imidazo[1,5-a]pyridin-3-ylidene (IPy) platform substituted at the C5 position by an anionic barbituric heterocycle was studied with d6(Ru(II), Mn(I)) and d8(Pd(II), Rh(I), Ir(I), Au(III)) transition-metal centers. While the anionic barbituric heterocycle is planar in the zwitterionic NHC precursor 1·H, NMR spectroscopic analyses supplemented by X-ray diffraction studies evidenced the chelating behavior of ligand 1-through the carbenic and the malonic carbon atoms in all of the complexes, resulting from a deformation of the lateral barbituric heterocycle. The complexes were obtained by reaction of the free carbene with the appropriate metal precursor, except for the Au(III) complex 10, which was obtained by oxidation of the antecedent gold(I) complex [AuCl(1)]?with PhICl2as an external oxidant. During the course of the process, the kinetic gold(I) intermediate 9 resulting from the oxidation of the malonic carbon of the barbituric moiety was isolated upon crystallization from the reaction mixture. The νCOstretching frequencies recorded for complex [Rh(1)(CO)2] (5) demonstrated the strong donating character of the malonate-C(sp3)/NHC ligand 1-. The ruthenium complex [Ru(1)Cl(p-cymene)] (11) was implemented as a precatalyst in the dehydrogenative synthesis of carboxylic acid derivatives from primary alcohols and exhibited high activities at low catalyst loadings (25-250 ppm) and a large tolerance toward functional groups.

Lanthanoid complexes supported by retro-Claisen condensation products of β-triketonates

β-Triketonates have been recently used as chelating ligands for lanthanoid ions, presenting unique structures varying from polynuclear assemblies to polymers. In an effort to overcome low solubility of the complexes of tribenzoylmethane, four β-triketones with higher lipophilicity were synthesised. Complexation reactions were performed for each of these molecules using different alkaline bases in alcoholic media. X-ray diffraction studies suggested that the ligands were undergoing decomposition under the reaction conditions. This is proposed to be caused by in situ retro-Claisen condensation reactions, consistent with two examples that have been reported previously. The lability of the lanthanoid cations in the presence of a varying set of potential ligands gave rise to structures where one, two, or three of the molecules involved in the retro-Claisen condensation reaction were linked to the lanthanoid centres. These results, along with measurements of ligand decomposition in the presence of base alone, suggest the solvent used will modulate the impact of the retro-Claisen condensation in these complexes.

Facile and direct synthesis of symmetrical acid anhydrides using a newly prepared powerful and efficient mixed reagent

An efficient mixed reagent for direct synthesis of symmetrical carboxylic anhydrides from carboxylic acids has been prepared. Carboxylic acids are converted to anhydrides using triphenylphosphine/ trichloroisocyanuric acid under mild reaction conditions at room temperature. Short reaction time, excellent yields of products, low cost, availability of reagents, simple experimental procedure, and easy work-up of the products are the main advantages of the presented method.

Synthesis of aryl ethers from benzoates through carboxylate-directed C-H-activating alkoxylation with concomitant protodecarboxylation

One in, one out: In the presence of a copper/silver bimetallic catalyst system, aromatic carboxylate salts undergo ortho C-H alkoxylation with concomitant loss of the carboxylate directing group in a protodecarboxylation step (see scheme, FG=functional group). This process provides a convenient synthetic access to the important class of aromatic ethers from widely available carboxylic acids. Copyright

Surfactant-mediated solvent-free dealkylative cleavage of ethers and esters and trans-alkylation under neutral conditions

A simple, surfactant-mediated, one-pot, solvent-free dealkylative cleavage of aryl ethers and esters followed by subsequent optional trans-alkylation under essentially neutral conditions has been developed.