180783-48-6

Basic information

• Product Name: Benzene, 1,3-dimethyl-2-(phenylethynyl)-
• CAS NO: 180783-48-6
• Molecular Formula: C16H14
• Molecular Weight: 206.287
• Mol File: 180783-48-6.mol
• Article Data: 61

Chemical Properties

• CAS DataBase Reference: Benzene, 1,3-dimethyl-2-(phenylethynyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,3-dimethyl-2-(phenylethynyl)-(180783-48-6)
• EPA Substance Registry System: Benzene, 1,3-dimethyl-2-(phenylethynyl)-(180783-48-6)

Safety Data

• Hazardous Substances Data: 180783-48-6(Hazardous Substances Data)

Upstream product

• 536-74-3 phenylacetylene 
• 6781-98-2 2,6-dimethyl-1-chlorobenzene 
• 637-44-5 phenylpropyolic acid 
• 87-62-7 2,6-dimethylaniline 
• 2192-33-8 2,6-dimethylbenzenediazonium tetrafluoroborate 
• 608-28-6 2,6-dimethyliodobenzene 
• 629-05-0 n-octyne 
• 576-22-7 2-Bromo-m-xylene 
• 3757-88-8 tributylstannylethynylbenzene 
• 13146-23-1 copper(I) phenylacetylenide 
• 591-50-4 iodobenzene 
• 74331-74-1 2,6-dimethylphenylacetylene 
• 201230-82-2 carbon monoxide 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 

Downstream Products

• 1142802-92-3 Cp₂Zr[2,5-Ph₂-3,4-(2,6-dimethylphenyl)C₄] 
• 180783-51-1 1,3-bis(bromomethyl)-2-(phenylethynyl)benzene 

Relevant articles and documents

Photo-activation of Pd-catalyzed Sonogashira coupling using a Ru/bipyridine complex as energy transfer agent

The photo-activation of the Pd-catalyzed Sonogashira coupling reaction by using tris(bipyridine)ruthenium(II) complex (TB) as a co-catalyst was demonstrated. TB and its derivatives were used as co-catalysts in the photocatalytic systems composed of a phot

Copper(0) nanoparticle catalyzed Z-Selective Transfer Semihydrogenation of Internal Alkynes

The use of copper(0) nanoparticles in the transfer semihydrogenation of alkynes has been investigated as a lead-free alternative to Lindlar catalysts. A stereo-selective methodology for the hydrogenation of internal alkynes to the corresponding (Z)-alkenes in high isolated yields (86% average) has been developed. This green and sustainable transfer hydrogenation protocol relies on non-noble copper nanoparticles for reduction of both electron-rich and electron-deficient, aliphatic-substituted and aromatic- substituted internal alkynes. Polyols, such as ethylene glycol and glycerol, have been proven to act as hydrogen sources, and excellent stereo- and chemoselectivity have been observed. Enabling technologies, such as microwave and ultrasound irradiation are shown to enhance heat and mass transfer, whether used alone or in combination, resulting in a decrease in reaction time from hours to minutes. (Figure presented.).

Preparation method of aromatics methylation

The invention relates to the technical field of organic synthesis or pharmaceutical chemistry, in particular to a preparation method of aromatics methylation. Under inert gas protection, a substrate A, a methylation reagent B and a termination agent C are used as starting materials, under the action of a catalyst D, a ligand E, a norborneene derivative G and a base F, the starting materials are subjected to a stirring reaction in an organic solvent H at 30-140 DEG C, and after the reaction, a reaction mixture is sucked and filtered, concentrated and purified to prepare a product of aromatics methylation shown as any formula of a formual I, a formual II and a formual III (please see the specifications for the formual I, the formual II and the formual III). According to the preparation method, related main raw materials are aryl iodide, trimethyl phosphate, methyl sulfonate, deuterated methyl ester sulfoacid, olefin, alkyne, an aryl boron compound, cyanide, bis(pinacolato)diboron and a proton source, the raw materials can be used as a commercial reagent without special treatment, the cost is low, and the variety is great. According to the method, aromatics methylation products can beprepared in large quantities (grams), and a good foundation is laid for industrial production.

Arylation of Terminal Alkynes by Aryl Iodides Catalyzed by a Parts-per-Million Loading of Palladium Acetate

Arylation of terminal alkynes (16 varieties) by aryl iodides (28 varieties) was achieved with a mol ppm loading level of palladium catalyst, where a variety of functional groups including heteroarenes were tolerated. Thus, the arylations were carried out in the presence of palladium acetate at ppm loadings and potassium carbonate in ethanol at 80 °C to give the corresponding internal alkynes in good to excellent yields. Synthesis of 2-phenyl-3-(phenylalkynyl)benzofuran was achieved by iterative use of the alkyne arylation under mol ppm catalytic conditions. Reaction-rate analysis, transmission electron microscopic (TEM) examination of the reaction mixture, and mercury-amalgamation test were performed to gain insight into the active species of the highly active ppm catalytic species. TEM examination of the reaction mixture revealed that palladium nanoparticles were generated in situ under the reaction conditions, and their cluster size was variable during the catalytic reaction. A variation in size of palladium particles suggested that the composition-decomposition process of Pd aggregates should take place in situ via monomeric palladium(0) species and/or fine palladium(0) clusters, which might be real catalytic species in this reaction.