24003-11-0

Usage

Physical state

Solid The compound exists in a solid state at room temperature.

Color

White The appearance of the compound is white in color.

Crystalline structure

The compound has a crystalline structure, which means its atoms are arranged in a well-ordered and repeating pattern.

Solubility

Insoluble in water, soluble in organic solvents The compound does not dissolve well in water but dissolves easily in certain organic solvents.

Uses

Pesticide and herbicide 2,4,6-trichlorophenyl benzoate is commonly used to control pests and weeds due to its insecticidal and acaricidal properties.

Mode of action

Disrupting development and functioning of insects and mites The compound interferes with the growth and normal functioning of insect and mite species, leading to their death.

Potential applications

Pharmaceuticals and organic synthesis 2,4,6-trichlorophenyl benzoate has been studied for its possible use in creating pharmaceutical compounds and as a building block in organic synthesis.

Precautions

Toxicity and environmental impact 2,4,6-trichlorophenyl benzoate should be handled with care due to its potential toxicity to humans and the environment.

Upstream product

• 98-88-4 benzoyl chloride 
• 88-06-2 2,4,6-Trichlorophenol 
• 591-50-4 iodobenzene 
• 4525-65-9 (2,4,6-trichlorophenyl) formate 
• 201230-82-2 carbon monoxide 
• 17763-67-6 Phenyl triflate 
• 108-86-1 bromobenzene 

Downstream Products

• 883-93-2 2-Phenylbenzothiazole 
• 94-50-8 n-octyl benzoate 
• 86763-30-6 S-(n-dodecyl) benzothioate 
• 13402-51-2 benzyl benzothioate 
• 1468-28-6 4-benzoylmorpholine 
• 5894-65-5 N-t-butylbenzamide 
• 1485-70-7 N-benzylbenzamide 
• 1499-53-2 ethyl hippurate 
• 6919-61-5 N-methoxy-N-methylbenzamide 
• 55-21-0 benzamide 
• 65-85-0 benzoic acid 
• 5221-44-3 N-(pyridin-4-yl)benzamide 

Relevant academic research and scientific papers

Tropolonate salts as acyl-transfer catalysts under thermal and photochemical conditions: Reaction scope and mechanistic insights

Acyl-transfer catalysis is a frequently used tool to promote the formation of carboxylic acid derivatives, which are important synthetic precursors and target compounds in organic synthesis. However, there have been only a few structural motifs known to efficiently catalyze the acyl-transfer reaction. Herein, we introduce a different acyl-transfer catalytic paradigm based on the tropolone framework. We show that tropolonate salts, due to their strong nucleophilicity and photochemical activity, can promote the coupling reaction between alcohols and carboxylic acid anhydrides or chlorides to give products under thermal or blue light photochemical conditions. Kinetic studies and density functional theory calculations suggest interesting mechanistic insights for reactions promoted by this acyl-transfer catalytic system.

Palladium-catalyzed external-CO-free carbonylation of aryl bromides using 2,4,6-trichlorophenyl formate

A practical Pd-catalyzed carbonylation of (hetero)aryl bromides using a crystalline carbon monoxide (CO) surrogate, 2,4,6-trichlorophenyl formate (TCPF), was developed. This reaction proceeds without the slow addition technique that was previously required and with a low catalyst loading (1mol%). The utility of this Pd-catalyzed external-CO-free carbonylation using TCPF was demonstrated in the synthesis of a histone deacetylase inhibitor.

4-(N,N -dimethylamino)pyridine hydrochloride as a recyclable catalyst for acylation of inert alcohols: Substrate scope and reaction mechanism

4-(N,N-Dimethylamino)pyridine hydrochloride (DMAP·HCl), a DMAP salt with the simplest structure, was used as a recyclable catalyst for the acylation of inert alcohols and phenols under base-free conditions. The reaction mechanism was investigated in detail for the first time; DMAP·HCl and the acylating reagent directly formed N-acyl-4-(N′,N′-dimethylamino) pyridine chloride, which was attacked by the nucleophilic substrate to form a transient intermediate that released the acylation product and regenerated the DMAP·HCl catalyst.

Alkoxycarbonylation and phenoxycarbonylation reactions catalyzed by a palladium(II) organometallic complex encaged in y zeolite

Catalytic routes for synthesis of alkyl benzoates by alkoxycarbonylation reactions and aryl benzoates by phenoxycarbonylation reactions of aryl iodides are described using a palladium-1,10-phenanthroline complex encaged in Y zeolite. Moderate to excellent yields (40-99 %) of various benzoates were obtained at low Pd loadings of 0.6 mol%. The catalyst could be effectively removed from the reaction mixture by a simple filtration process and was reused four times with only minor loss of activity. Furthermore, its catalytic activity was further highlighted by a comparison with another two supported Pd catalysts. The protocol has the advantages of easy handing, moderate to excellent yield, and catalyst recyclability. Graphical Abstract: [Figure not available: see fulltext.]

Trichlorophenyl formate: Highly reactive and easily accessible crystalline CO surrogate for palladium-catalyzed carbonylation of aryl/alkenyl halides and triflates

The high utility of 2,4,6-trichlorophenyl formate, a highly reactive and easily accessible crystalline CO surrogate, is demonstrated. The decarbonylation with NEt3 to generate CO proceeded rapidly at rt, thereby allowing external-CO-free Pd-catalyzed carbonylation of aryl/alkenyl halides and triflates. The high reactivity of the CO surrogate enabled carbonylation at rt and significantly reduced the quantities of formate to near-stoichiometric levels. The obtained trichlorophenyl esters can be readily converted to a variety of carboxylic acid derivatives in high yields.