19048-85-2

Usage

Uses

Used in Pharmaceutical Industry:
(4-chlorophenyl)methyl 4-chlorobenzoate is used as an intermediate in the production of various medications for its ability to facilitate the synthesis of complex organic compounds.
Used in Agrochemical Industry:
(4-chlorophenyl)methyl 4-chlorobenzoate is used as an intermediate in the synthesis of agrochemicals, contributing to the development of effective pesticides and other agricultural products.
Used in Organic Compounds Synthesis:
(4-chlorophenyl)methyl 4-chlorobenzoate is used as an intermediate for the synthesis of various organic compounds, enabling the creation of a wide range of chemical products.
Used in Scientific Research:
(4-chlorophenyl)methyl 4-chlorobenzoate is used as a research chemical in laboratories for conducting scientific studies and experiments, aiding in the advancement of chemical knowledge and innovation.

InChI:InChI=1/C14H10Cl2O2/c15-12-5-1-10(2-6-12)9-18-14(17)11-3-7-13(16)8-4-11/h1-8H,9H2

Upstream product

• 104-83-6 1-Chloro-4-(chloromethyl)benzene 
• 74-11-3 para-chlorobenzoic acid 
• 122-01-0 4-chloro-benzoyl chloride 
• 104-88-1 4-chlorobenzaldehyde 
• 106-43-4 para-chlorotoluene 
• 873-76-7 para-Chlorobenzyl alcohol 
• 96985-15-8 bis(p-chlorobenzyl) sulfite 
• 123-11-5 4-methoxy-benzaldehyde 
• 622-95-7 4-chlorobenzyl bromide 
• 4231-70-3 p-chlorobenzoyl-1H-1,2,3-benzotriazole 
• 27993-56-2 1-(4-chlorophenyl)-2-hydroxyethanone 
• 103-67-3 benzyl-methyl-amine 
• 620-05-3 iodomethylbenzene 

Relevant academic research and scientific papers

N-Aroylbenzotriazoles as Efficient Reagents for o-Aroylation in Absence of Organic Solvent

N-Aroylbenzotriazoles have been shown to be efficient reagents for esterification in the absence of organic solvent. Grinding of N-aroylbenzoytiazoles with twofold excess of alcohols for a couple of hours at room temperature gave corresponding esters in high percentage of yields.

Disproportionation of aliphatic and aromatic aldehydes through Cannizzaro, Tishchenko, and Meerwein–Ponndorf–Verley reactions

Disproportionation of aldehydes through Cannizzaro, Tishchenko, and Meerwein–Ponndorf–Verley reactions often requires the application of high temperatures, equimolar or excess quantities of strong bases, and is mostly limited to the aldehydes with no CH2 or CH3 adjacent to the carbonyl group. Herein, we developed an efficient, mild, and multifunctional catalytic system consisting AlCl3/Et3N in CH2Cl2, that can selectively convert a wide range of not only aliphatic, but also aromatic aldehydes to the corresponding alcohols, acids, and dimerized esters at room temperature, and in high yields, without formation of the side products that are generally observed. We have also shown that higher AlCl3 content favors the reaction towards Cannizzaro reaction, yet lower content favors Tishchenko reaction. Moreover, the presence of hydride donor alcohols in the reaction mixture completely directs the reaction towards the Meerwein–Ponndorf–Verley reaction. Graphic abstract: [Figure not available: see fulltext.].

N-Heterocyclic Carbene Catalyzed Ester Synthesis from Organic Halides through Incorporation of Oxygen Atoms from Air

Oxygenation reactions with molecular oxygen (O2) as the oxygen source provides a green and straightforward strategy for the construction of O-containing compounds. Demonstrated here is a novel N-heterocyclic carbene (NHC) catalyzed oxidative transformation of simple and readily available organic halides into valuable esters through the incorporation of O-atoms from O2. Mechanistic studies prove that the deoxy Breslow intermediate generated in situ is oxidized to a Breslow intermediate for further transformation by this oxidative protocol. This method broadens the field of NHC catalysis and promotes oxygenation reactions with O2.

Sodium organoaluminate containing bidentate pyrrolyl ligand: Synthesis, structure, and catalytic activity for the Tishchenko reaction

An novel sodium organoaluminate containing bidentate pyrrolyl ligand [C4H3NH(2-CH2NHtBu)] was efficiently synthesized and characterized by X-ray crystallography. The molecular structure shows it is a monodimensional infinite chain structures with linear arrangements. Its basic repeat unit comprises the Al atom bonded to two deprotonated pyrrole rings and Na atom coordinated to of nitrogen atoms of –NtBu fragment, which undergoes further to coordinates a pyrrolyl ring of an adjacent molecule in a ?2-fasion. Furthermore, this sodium organoaluminate exhibited high catalytic activities for Tishchenko reaction.

Synthesis of Unsymmetrical N-Heterocyclic Carbene-Nitrogen-Phosphine Chelated Ruthenium(II) Complexes and Their Reactivity in Acceptorless Dehydrogenative Coupling of Alcohols to Esters

Two novel ruthenium complexes RuH(CO)Cl(PPh3)(κ2-CP) (1) and [fac-RuH(CO)(PPh3)(κ3-CNP)]Cl (2) bearing unsymmetrical N-heterocyclic carbene-nitrogen-phosphine (CNP) were synthesized and characterized with 1H NMR, 31P NMR, and HRMS. The structure of complex 2 was further confirmed by single-crystal X-ray diffraction. An anion exchange experiment proved that complex 2 could transform into complex 1 in solution. The two complexes exhibited a highly catalytic performance in acceptorless dehydrogenative coupling of alcohols to esters, and the excellent isolated yields of esters were given in a catalyst loading of 1% for para- and meta-substituted benzyl alcohols and long-chain primary alcohols. Although some ortho-substituted benzyl alcohols displayed a relatively low reactivity due to the steric hindrance and the coordination of electron donor with the ruthenium center, the good product yields were still obtained by prolonging the reaction time. Especially, this system successfully realized the dehydrogenative cross-coupling to esters between two different primary alcohols.

Aldehyde effect and ligand discovery in Ru-catalyzed dehydrogenative cross-coupling of alcohols to esters

The presence of different aldehydes is found to have a significant influence on the catalytic performance when using PN(H)P type ligands for dehydrogenation of alcohols. Accordingly, hybrid multi-dentate ligands were discovered based on an oxygen-transfer alkylation of PNP ligands by aldehydes. The relevant Ru-PNN(PO) system provided the desired unsymmetrical esters in good yields via acceptorless dehydrogenation of alcohols. Hydrogen bonding interactions between the phosphine oxide moieties and alcohol substrates likely assisted the observed high chemoselectivity.

Direct oxidative esterification of primary alcohols and oxidation of secondary alcohols over mesoporous spherical silica encapsulated MnO2 nanoparticles

In this work, a simple and efficient strategy for the fabrication of novel encapsulated MnO2 nanoparticles inside spherical mesoporous silica hollow-nanoparticles was described. They were synthesized by consecutively anchoring MnO2 nanoparticles on poly(styrene-co-methacrylic acid) particles, coating with a mesoporous silica shell, and subsequently removing the polymeric core by dissolving in acetone. The catalytic activity of the nanoparticles was examined in the aerobic oxidation of various primary and secondary alcohols, which showed good activity and selectivity for the transformation of primary alcohols to the corresponding esters through the oxidative esterification process and secondary alcohols to ketones in short reaction times under mild reaction conditions. In addition, the catalyst system was utilized for the oxidation of primary alcohols to aldehydes using tert-butyl hydroperoxide (TBHP) as an oxidant under mild conditions and produced an excellent product yield.

A animal pen halogen oxidation autoconnected joint into aromatic benzyl ester method (by machine translation)

The invention discloses an animal pen halogen oxidation autoconnected joint into aromatic benzyl ester method, organic solvent, animal pen halogen in the 1, 3 - double (2, 4, 6 - trimethyl-phenyl) imidazole and chloride under the action of alkali, one-step synthesis of benzoic acid benzyl ester; wherein the reaction form is: X chlorine, bromine or iodine, R is hydrogen, C1 - C4 alkyl, alkoxy, nitro, chlorine, bromine or fluorine. The invention mild reaction conditions, easy operation processing, the atom economy is high, the production cost is low. (by machine translation)

Cobalt-Catalyzed Acceptorless Dehydrogenative Coupling of Primary Alcohols to Esters

A novel catalytic system with a tripodal cobalt complex is developed for efficiently converting primary alcohols to esters. KOtBu is found essential to the transformation. A preliminary mechanistic study suggests a plausible reaction route that involves an initial Co-catalyzed dehydrogenation of alcohol to aldehyde, followed by a Tishchenko-type pathway to ester mediated by KOtBu.

Rhodium-catalyzed synthesis of imines and esters from benzyl alcohols and nitroarenes: Change in catalyst reactivity depending on the presence or absence of the phosphine ligand

The [Rh(COD)Cl]2/xantphos/Cs2CO3 system efficiently catalyzes the reductive N-alkylation of aryl nitro compounds with alcohols by a borrowing-hydrogen strategy to afford the corresponding imine products in good to excellent yields. In the absence of xantphos, the [Rh(COD)Cl]2/Cs2CO3 catalytic system behaves as an effective catalyst for the dehydrogenative coupling of alcohols to esters, with nitrobenzene as a hydrogen acceptor. The reactivity of the rhodium catalytic system can be easily manipulated to selectively afford the imine or ester.