1861-00-3

Upstream product

• 758-12-3 deuteroacetic acid 
• 100-44-7 benzyl chloride 
• 6921-34-2 benzylmagnesium chloride 
• 2037-26-5 ⁽²⁾H₈-toluene 
• 18860-15-6 phenylmethanide 
• 401-79-6 1-methyl-3-trifluoromethyl-benzene 
• 66343-88-2 racemic benzyl-α-d₁ bromide 
• 75462-61-2 3,5-bis(trifluoromethyl)benzylchloride 
• 100-39-0 benzyl bromide 
• 620-22-4 3-Methylbenzonitrile 
• 75988-83-9 1-benzyl-2-deuterio-1,2-dihydro-2,4,6-triphenylpyridine 
• 620-05-3 iodomethylbenzene 
• 108-88-3 toluene 
• 1124-18-1 toluene-d3 

Downstream Products

• 17119-69-6 toluene-d₂ 
• 18860-15-6 phenylmethanide 
• 95080-04-9 C₇H₆⁽²⁾H^(1-) 
• 1033320-74-9 4-deuteriomethyl-benzoic acid 
• 108-88-3 toluene 
• 79449-94-8 (chloromethyl-d)benzene 
• 100-44-7 benzyl chloride 
• 66343-88-2 racemic benzyl-α-d₁ bromide 
• 100-39-0 benzyl bromide 

Relevant academic research and scientific papers

Kinetics and mechanism of benzyl chloride reaction with zinc in dimethylacetamide

Oxidative dissolution of zinc in the system of benzyl chloride- dimethylacetamide was investigated. The reaction stereochemistry as well as intermediates and reaction products formed were studied. The kinetic and thermodynamic parameters of the process were measured. The process was shown to follow the Langmuir-Hinshelwood mechanism with the formation of benzyl radicals and mono-solvated organozinc compound on the zinc surface. The components of mixture are adsorbed at various sites of the zinc surface, while recombination and the isomerization of the benzyl radicals occurs in solution. Pleiades Publishing, Ltd., 2012.

Reaction of benzyl bromide with Mn(0) in dimethylformamide

The reaction of Mn(0) with benzyl bromide in dimethylformamide was studied.

Deuterium isotope effects on the CH stretching overtone spectrum of toluene-α-d1

The room-temperature vapor phase overtone spectrum of toluene-α-d1 has been recorded in the CH stretching regions corresponding to ΔυCH = 2-7. The vibrational overtone spectra are recorded by conventional near-infrared spectroscopy a

Confirmation of a Large Kinetic Isotop Effect in the Low-Temperature Matrix Reaction of Diphenylcarbene with Toluene

The reaction of diphenylcarbene with toluene was investigated as a function of temperature.The distribution of products formed in this reaction and the kinetic isotope effects observed (>100 at 77 K) are consistent with a triplet carbene mechanism over a

Preliminary investigations on the catalytic hydrogenation of polycyclic aromatic hydrocarbons via WGSR

The water-gas shift reaction (WGSR) is a crucial reaction in the direct liquefaction of lignite in a syngas (CO + H2) system. In this study, anthracene was utilized as a polycyclic model compound of lignite, to which hydrogen is donated by the H2/D2 produced from CO and H2O/D2O via the WGSR. The results show that the model compound of the polycyclic aromatic hydrocarbon in coal (anthracene) undergoes partial cracking and polycondensation under non-hydrogen-donor conditions at 400 °C. In addition, WGSR catalyzed by NiO can generate hydrogen for the hydrogenation of anthracene. Comparing the mass spectra of deuterated products with those of conventional hydrogenation products by isotope labeling, the alkyl side chain positions of toluene, 1,4-xylene, methylnaphthalene, 1,1-diphenylethylene, methylanthracene and other compounds are prone to deuteration, enabling speculation of the main hydrogenation route of anthracene, which provides theoretical support for the catalytic hydrogenation in direct liquefaction of lignite in a syngas (CO + H2) system.

Method for preparing deuterated compound through decarboxylation and deuteration of carboxylic acid

The invention relates to a method for preparing a deuterated compound through decarboxylation and deuteration of carboxylic acid. According to the method, a carboxylic acid compound is used as a raw material, hydrogen atoms of carboxylate radicals are exc

Methane Generation and Reductive Debromination of Benzylic Position by Reconstituted Myoglobin Containing Nickel Tetradehydrocorrin as a Model of Methyl-coenzyme M Reductase

Methyl-coenzyme M reductase (MCR), which contains the nickel hydrocorphinoid cofactor F430, is responsible for biological methane generation under anaerobic conditions via a reaction mechanism which has not been completely elucidated. In this work, myoglobin reconstituted with an artificial cofactor, nickel(I) tetradehydrocorrin (NiI(TDHC)), is used as a protein-based functional model for MCR. The reconstituted protein, rMb(NiI(TDHC)), is found to react with methyl donors such as methyl p-toluenesulfonate and trimethylsulfonium iodide with methane evolution observed in aqueous media containing dithionite. Moreover, rMb(NiI(TDHC)) is found to convert benzyl bromide derivatives to reductively debrominated products without homocoupling products. The reactivity increases in the order of primary > secondary > tertiary benzylic carbons, indicating steric effects on the reaction of the nickel center with the benzylic carbon in the initial step. In addition, Hammett plots using a series of para-substituted benzyl bromides exhibit enhancement of the reactivity with introduction of electron-withdrawing substituents, as shown by the positive slope against polar substituent constants. These results suggest a nucleophilic SN2-type reaction of the Ni(I) species with the benzylic carbon to provide an organonickel species as an intermediate. The reaction in D2O buffer at pD 7.0 causes a complete isotope shift of the product by +1 mass unit, supporting our proposal that protonation of the organonickel intermediate occurs during product formation. Although the turnover numbers are limited due to inactivation of the cofactor by side reactions, the present findings will contribute to elucidating the reaction mechanism of MCR-catalyzed methane generation from activated methyl sources and dehalogenation.

Reversible Formation of Alkyl Radicals at [Fe4S4] Clusters and Its Implications for Selectivity in Radical SAM Enzymes

All kingdoms of life use the transient 5′-deoxyadenosyl radical (5′-dAdoa ) to initiate a wide range of difficult chemical reactions. Because of its high reactivity, the 5′-dAdo?must be generated in a controlled manner to abstract a specific H atom and avoid unproductive reactions. In radical S-Adenosylmethionine (SAM) enzymes, the 5′-dAdo?is formed upon reduction of SAM by an [Fe4S4] cluster. An organometallic precursor featuring an Fe-C bond between the [Fe4S4] cluster and the 5′-dAdo group was recently characterized and shown to be competent for substrate radical generation, presumably via Fe-C bond homolysis. Such reactivity is without precedent for Fe-S clusters. Here, we show that synthetic [Fe4S4]-Alkyl clusters undergo Fe-C bond homolysis when the alkylated Fe site has a suitable coordination number, thereby providing support for the intermediacy of organometallic species in radical SAM enzymes. Addition of pyridine donors to [(IMes)3Fe4S4-R]+ clusters (R = alkyl or benzyl; IMes = 1,3-dimesitylimidazol-2-ylidene) generates Ra , ultimately forming R-R coupled hydrocarbons. This process is facile at room temperature and allows for the generation of highly reactive radicals including primary carbon radicals. Mechanistic studies, including use of the 5-hexenyl radical clock, demonstrate that Fe-C bond homolysis occurs reversibly. Using these experimental insights and kinetic simulations, we evaluate the circumstances in which an organometallic intermediate can direct the 5′-dAdo?toward productive H-Atom abstraction. Our findings demonstrate that reversible homolysis of even weak M-C bonds is a feasible protective mechanism for the 5′-dAdo?that can allow selective X-H bond activation in both radical SAM and adenosylcobalamin enzymes.

Photocatalytic halohydrocarbon dehalogenation conversion method

The invention provides a photocatalytic halohydrocarbon dehalogenation conversion method which comprises the following steps: adding a photocatalyst quantum dot/rod into a solvent to obtain a solutionA; adding halohydrocarbon and an electronic sacrificial body into the solution A to obtain a solution B; utilizing a light source to irradiate the solution B and catalyzing the solution B to performhalohydrocarbon dehalogenation conversion. According to the photocatalytic halohydrocarbon dehalogenation conversion method disclosed by the invention, a nano quantum dot and a nano quantum rod are applied to dehalogenation conversion reaction of alkyl halide, alkenyl halide and alkyne halide for the first time; the reaction conditions are moderate, visible light is utilized as driving energy, a product is hydrocarbon compound, and the whole process has the advantages of environmental protection, conciseness and high efficiency. In addition, higher hydrocarbon of carbon chain growth can be generated after dehalogenation reaction, so that the method has potential application in preparation of higher hydrocarbon. According to the method disclosed by the invention, halohydrocarbon dehalogenation conversion and deuteration marking processes are jointly performed; hydrocarbon deuteration marking can be finished when a halohydrocarbon dehalogenation process is finished. The invention furtherprovides a method for performing deuteration marking on hydrocarbon.

Dramatic Synergy in CoPt Nanocatalysts Stabilized by "click" Dendrimers for Evolution of Hydrogen from Hydrolysis of Ammonia Borane

Hydrolysis of ammonia borane (AB) is a very convenient source of H2, but this reaction needs catalytic activation to become practical under ambient conditions. Here this reaction is catalyzed by bimetallic late transition-metal nanoparticles (N