59115-49-0

Usage

Uses

Used in Chemical Synthesis:
Naphthalene, 2-p-tolyl(6CI,7CI) is used as an intermediate in the chemical synthesis of other organic compounds. Its unique structure allows it to be a valuable building block in the creation of a wide range of products, from pharmaceuticals to specialty chemicals.
Used in Pesticides:
Naphthalene, 2-p-tolyl(6CI,7CI) is utilized in the formulation of pesticides due to its ability to deter or control pests. Its chemical properties make it effective in protecting crops and other plants from various types of infestations.
Used in Mothballs:
Naphthalene, 2-p-tolyl(6CI,7CI) is also used in the production of mothballs, which are small balls of a pesticide that release vapors to repel or kill moths and other fabric-eating insects. Its presence in mothballs helps protect clothing and other fabric items from damage caused by these pests.
It is crucial to handle and store Naphthalene, 2-p-tolyl(6CI,7CI) with care, as it can be toxic and harmful if not used properly. Proper safety measures should be taken to minimize any potential risks associated with its use.

Upstream product

• 54607-04-4 2-(4-methyl-cyclohex-1-enyl)-naphthalene 
• 117271-83-7 2,2,2-triphenyl-1-(2-p-tolyl-1,2-dihydro-[1]naphthyl)-ethanone 
• 59115-35-4 8-methyl-7,8,9,10-tetrahydro-dibenzo[c,h]chromen-6-one 
• 398-49-2 2-trifluoroacetoxynaphthalene 
• 15738-23-5 sodium tetrakis(4-tolyl)borate 
• 66-99-9 β-naphthaldehyde 
• 108-88-3 toluene 
• 624-31-7 4-tolyl iodide 
• 530-93-8 1,2,3,4-tetrahydronaphthalen-2-one 
• 589-92-4 1-methylcyclohexan-4-one 
• 580-13-2 2-bromonaphthalene 
• 5720-05-8 4-methylphenylboronic acid 
• 201230-82-2 carbon monoxide 
• 450-58-8 2-naphthyldiazonium tetrafluoroborate 

Relevant academic research and scientific papers

C(sp2)-C(sp2) cross coupling reaction catalyzed by a water-stable palladium complex supported onto nanomagnetite particles

A water-stable palladium complex supported onto nanomagnetite particles was prepared and characterized. The nanocatalyst showed excellent reusability and activity in aqueous phase processes including the C(sp2)-C(sp2) cross coupling reactions. The advantages of the protocol are its generality, high yields, short reaction time, a cleaner reaction profile, and simplicity.

An improved Suzuki-Miyaura cross-coupling reaction for the synthesis of fluorine-substituted 3-biaryl-1-ferrocenyl-2-propen-1-one

We studied the Pd(0)-catalyzed Suzuki-Miyaura cross-coupling reaction and obtained an improved procedure with shorter reaction times and higher conversions. We investigated two methods stepwise addition of reagents and addition of all the reagents at the

Arylketones as Aryl Donors in Palladium-Catalyzed Suzuki-Miyaura Couplings

Herein, we report the arylation, alkylation, and alkenylation of aryl ketones via a palladium-catalyzed Suzuki-Miyaura cross-coupling reaction. The use of the pyridine-oxazoline ligand is the key to the cleavage of the unstrained C-C bond. The late-stage arylation of aryl ketones derived from drugs and natural products demonstrated the synthetic utility of this protocol.

Impact of Solvent and Their Contaminants on Pd/C Catalyzed Suzuki-Miyaura Cross-Coupling Reactions

The aim of this work was to understand if solvent contaminants can interfere in Suzuki’s cross-coupling reactions and if it can explain the lack of robustness in industrial processes. For this purpose, several parameters were tested on the industrial model reaction between 2-bromonaphthalene and phenylboronic acid catalyzed by Pd/C. Best results were obtained using THF as solvent. Traces of the precursors of the used solvents, such as 2,3-dihydrofurane or maleic anhydride (100–300 ppm related to the solvent) strongly poisoned the reaction, decreasing the conversion significantly. This means that to ensure robust production, solvent quality must be analyzed at the ppm level. Fortunately, addition of triphenylphosphine can circumvent the catalyst poisoning.

The Anionic Pathway in the Nickel-Catalysed Cross-Coupling of Aryl Ethers

The Ni-catalysed cross-coupling of aryl ethers is a powerful method to forge new C?C and C?heteroatom bonds. However, the inert C(sp2)?O bond means that a canonical mechanism that relies on the oxidative addition of the aryl ether to a Ni0 centre is thermodynamically and kinetically unfavourable, which suggests that alternative mechanisms may be involved. Here, we provide spectroscopic and structural insights into the anionic pathway, which relies on the formation of electron-rich hetero-bimetallic nickelates by adding organometallic nucleophiles to a Ni0 centre. Assessing the rich co-complexation chemistry between Ni(COD)2 and PhLi has led to the structures and solution-state chemistry of a diverse family of catalytically competent lithium nickelates being unveiled. In addition, we demonstrate dramatic solvent and donor effects, which suggest that the cooperative activation of the aryl ether substrate by Ni0-ate complexes plays a key role in the catalytic cycle.

METHOD FOR SYNTHESIZING BORONATE ESTER COMPOUND, SODIUM SALT OF BORONATE ESTER COMPOUND, AND METHOD FOR SYNTHESIZING THE SAME

An object is to establish a technology with which a boronate ester compound can be easily and efficiently synthesized at a low cost with a small number of steps without the need for a complex chemical method and reagents that need to be carefully handled. A further object is to establish a sodium salt of a boronate ester compound that is a novel compound and a technology for synthesizing the sodium salt of a boronate ester compound. Provided are a sodium salt of a boronate ester compound and a method for synthesizing a boronate ester compound or a sodium salt of a boronate ester compound that includes reacting, in a reaction solvent, an organic chloride with a dispersion product obtained by dispersing sodium in a dispersion solvent to obtain an organic sodium compound, and reacting the obtained organic sodium compound with a borate ester compound to obtain a boronate ester compound or a sodium salt of a boronate ester compound.

Cobalt-Catalyzed Coupling of Aryl Chlorides with Aryl Boron Esters Activated by Alkoxides

The cobalt-catalyzed Suzuki biaryl cross-coupling of aryl chloride substrates with aryl boron reagents, activated with more commonly used bases, remained a significant unmet challenge in the race to replace platinum group metal catalysts with Earth-abundant metal alternatives. We now show that this highly desirable process can be realized using alkoxide bases, provided the right counterion is employed, strict stoichiometric control of the base is maintained with respect to the aryl boron reagent, and the correct boron ester is selected. Potassium tert-butoxide works well, but any excess of the base first inhibits and then poisons the catalyst. Lithium tert-butoxide performs very poorly, while even catalytic amounts of lithium additives also poison the catalyst. Meanwhile, a neopentane diol-based boron ester is required for best performance. As well as delivering this sought-after transformation, we have undertaken detailed mechanistic and computational investigations to probe the possible mechanism of the reaction and help explain the unexpected experimental observations.

METHOD FOR SYNTHESIZING ORGANIC MAGNESIUM COMPOUND, METHOD FOR SYNTHESIZING ORGANIC BORONIC ACID COMPOUND, AND COUPLING METHOD

An object is to establish a technology with which an organic magnesium compound can be easily and efficiently synthesized at a low cost with few steps that do not involve a complex chemical method. A method for synthesizing an organic magnesium compound includes, in a reaction solvent, reacting an organic halide represented by General Formula I (Ra—Xa) with a dispersion product obtained by dispersing sodium in a dispersion solvent to obtain an organic sodium compound represented by General Formula II (Ra—Na), and reacting the obtained organic sodium compound with a magnesium halide represented by General Formula III (Mg—(Xb)2) to obtain an organic magnesium compound represented by General Formula IV (Ra—Mg—Xb).

A photocatalytic ensemble HP-T?Au-Fe3O4: Synergistic and balanced operation in Kumada and Heck coupling reactions

A supramolecular catalytic ensemble HP-T?Au-Fe3O4 supported by highly branched assemblies of hexaphenylbenzene (HPB) derivatives has been developed. The as-prepared HP-T?Au-Fe3O4 nanohybrid material serves as an efficient catalytic system to prepare biaryl derivatives through the Kumada cross-coupling reaction using aryl chlorides as one of the coupling partners under mild reaction conditions (visible light irradiation, aqueous media, aerial conditions, short reaction time). Through the cooperative effect of Au NPs and Fe3O4 NPs, dual activation of aryl chlorides for the generation of aryl radical intermediates is achieved. On the other hand, oligomeric assemblies contributed significantly to the enhancement of the reaction rate and yield of the product by facilitating the reductive elimination step. Different mechanistic studies confirm the involvement of Au NPs, Fe3O4 NPs and oligomeric assemblies in the synergistic and balanced operation of HP-T?Au-Fe3O4 nanohybrid materials in the efficient completion of the catalytic cycle of the Kumada coupling reaction. Being magnetic, the catalytic ensemble could be recycled for up to five catalytic cycles. The as-prepared supramolecular photocatalytic ensemble also works efficiently in Heck coupling reactions involving aryl chlorides and aryl iodides as the coupling partner.

Synthesis of Biaryls via Decarbonylative Nickel-Catalyzed Suzuki-Miyaura Cross-Coupling of Aryl Anhydrides

Transition metal-catalyzed cross-couplings have been widely employed in the synthesis of many important molecules in synthetic chemistry for the construction of diverse C-C bonds. Conventional cross-coupling reactions require active electrophilic coupling partners, such as organohalides or sulfonates, which are not environmentally friendly enough. Herein, we disclose the first nickel-catalyzed Suzuki-Miyaura cross-coupling of aryl anhydrides and arylboronic acids for the synthesis of biaryls in a decarbonylation manner. The reaction tolerates a wide range of electron-withdrawing, electron-neutral, and electron-donating substituents in this process.