73186-37-5

Basic information

• Product Name: 2,3-dimethyl-5-phenylfuran
• Synonyms: 2,3-dimethyl-5-phenylfuran
• CAS NO: 73186-37-5
• Molecular Weight: 172.227
• Mol File: 73186-37-5.mol

Chemical Properties

• CAS DataBase Reference: 2,3-dimethyl-5-phenylfuran(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-dimethyl-5-phenylfuran(73186-37-5)
• EPA Substance Registry System: 2,3-dimethyl-5-phenylfuran(73186-37-5)

Safety Data

• Hazardous Substances Data: 73186-37-5(Hazardous Substances Data)

Upstream product

• 35660-91-4 (E)-1-phenyl-2-buten-1-one 
• 52421-93-9 (2Z)-3-methyl-2-penten-4-ynal 
• 4091-39-8 3-chloro-2-butanone 
• 98-86-2 acetophenone 
• 70-11-1 α-bromoacetophenone 
• 20913-05-7 (Benzoylmethylene)triphenylphosphorane 
• 26480-58-0 (E)-3-Methyl-1-phenyl-pent-2-ene-1,4-dione 
• 931-49-7 1-ethenylcyclohexene 
• 56188-07-9 (E)-3-methyl-1-phenylpent-1-en-4-yn-3-ol 
• 56188-07-9 5-Phenyl-3-methyl-3-hydroxy-penten-⁽⁴⁾-in-⁽¹⁾ 
• 14920-89-9 2,3-dimethylfuran 
• 591-50-4 iodobenzene 
• 6738-06-3 phenylethynylmagnesium bromide 
• 100-59-4 phenylmagnesium chloride 

Relevant articles and documents

Method for synthesizing furan compound through one-step reaction of ketone and alpha chloroketone

The invention provides a method for preparing a polysubstituted furan compound by taking alpha-chloroketone and methyl ketone or cyclic ketone as raw materials through one-step reaction under the action of slightly excessive tetraisopropyl titanate and a solvent-free condition. The method comprises the following steps: under the protection of inert gas, stirring and heating a reaction mixture of methyl ketone or cyclic ketone, alpha-chloroketone and p-toluenesulfonic acid, adding tetraisopropyl titanate for reaction, and separating and purifying the obtained reaction mixture after the reaction is finished to obtain the polysubstituted furan compound. The synthesis method provided by the invention has the advantages of easily available raw materials, low cost, simple operation and easy control, no solvent, good substrate universality and functional group compatibility, and is suitable for industrial mass production.

ORGANIC REACTIONS CARRIED OUT IN AQUEOUS SOLUTION IN THE PRESENCE OF A HYDROXYALKYL(ALKYL)CELLULOSE OR AN ALKYLCELLULOSE

The present invention relates to a method of carrying out an organic reaction in aqueous solution in the presence of a hydroxyalkyl(alkyl)cellulose or an alkylcellulose.

Direct β-arylation of furans with aryl iodides catalyzed by dinuclear palladium complexes

Dinuclear palladium complexes formed by a chelate-bridging ligand showed β-selectivity in the direct arylation of furans with iodoarenes. In contrast, the arylation using PPh3 or bpy as ligands gave α-arylfurans as major products. The arylation

Sustainable Micellar Gold Catalysis - Poly(2-oxazolines) as Versatile Amphiphiles

The application of five polymer amphiphiles in the gold-catalyzed allene cycloisomerizations under aqueous micellar conditions is described. The polymers were prepared by ring-opening cationic polymerization based on poly(2-methyl-2-oxazoline) as hydrophilic segment and different hydrocarbon- or fluorocarbon-based hydrophobic segments. The catalytic activity in the gold-catalyzed allene cyclization is strongly dependent on the type of gold precursor, the salt concentration in the bulk aqueous medium, and the concentration of the polymeric amphiphile. Best results were obtained with 2 mol% of gold(III) bromide, 1 mM of amphiphile and 5 M sodium chloride, affording over 80% yield for different heterocyclic products. The catalyst system is also suitable for the dehydrative cyclization of acetylenic diols to furans. Moreover, successful catalyst recycling was demonstrated in three consecutive runs when using optimized extraction conditions.

Direct C-H Arylation of Heteroarenes with Copper Impregnated on Magnetite as a Reusable Catalyst: Evidence for CuO Nanoparticle Catalysis in Solution

A reusable copper-based catalyst system was employed for the direct arylation of electron-rich heteroarenes. Under mild and operationally simple reaction conditions good yields and selectivities were obtained using diaryliodonium salts as coupling partners. A combination of experimental methods including kinetic studies, filtration tests, and a series of analytical tools (TXRF, ICP-MS, SEM, XPS, TEM, EFTEM) provide evidence for catalytically active soluble nanoparticles formed from an amorphous heterogeneous precursor. Mechanistic studies hint at a redox-neutral process which promotes counterion dissociation from the diaryliodonium salt by a copper(II) oxide species.

Deep eutectic solvents: Biorenewable reaction media for Au(i)-catalysed cycloisomerisations and one-pot tandem cycloisomerisation/Diels-Alder reactions

Cycloisomerisation reactions of (Z)-enynols into furans can be conveniently performed, for the first time, in the eutectic mixture 1ChCl/2Gly as a solvent and under standard bench conditions (at room temperature and under air) by using the new bis(iminoph

Successively recycle waste as catalyst: A one-pot wittig/1,4-reduction/paal-knorr sequence for modular synthesis of substituted furans

A one-pot tandem Wittig/conjugate reduction/Paal-Knorr reaction is reported for the synthesis of di- or trisubstituted furans. This novel sequence first demonstrates the possibility of successively recycling waste from upstream steps to catalyze downstream reactions.

Leveraging the micellar effect: Gold-catalyzed dehydrative cyclizations in water at room temperature

The first examples of gold-catalyzed cyclizations of diols and triols to the corresponding hetero- or spirocycles in an aqueous medium are presented. These reactions take place within nanomicelles, where the hydrophobic effect is operating, thereby driving the dehydrations, notwithstanding the surrounding water. By the addition of simple salts such as sodium chloride, reaction times and catalyst loadings can be significantly decreased.

Ruthenium-catalyzed allylation-cyclization reactions of cyclic 1,3-dicarbonyl compounds with 1-vinyl propargyl alcohols

Ruthenium-catalyzed allylation-cyclization reactions of cyclic 1,3-dicarbonyl compounds with 1-vinyl propargyl alcohols that lead to diverse carbo- or heterocyclic products in a one-pot cascade process are reported. These mechanistically distinct reactions are catalyzed by a single ruthenium(0) complex that contains a redox-coupled dienone ligand. The reaction pathway strongly depends on the substrate substitution pattern, which determines the mode of activation of the 1-vinyl propargyl alcohol. The environmentally benign process, which generates water as the only waste product, is of wide scope and allows the atom-economic synthesis of highly functionalized furans, pyrans, and spirocarbocycles. Ring-producing expert: Ru complexes of redox-coupled cyclopentadienone ligands catalyze various allylation-cyclization reactions of cyclic 1,3-dicarbonyl compounds with 1-vinyl propargyl alcohols through strikingly distinct modes of activation to afford highly functionalized furans, pyrans, and spirocarbocycles (see scheme). Copyright

Ruthenium-catalyzed functionalization of pyrroles and indoles with propargyl alcohols

Several ruthenium-catalyzed atom-economic transformations of propargyl alcohols with pyrroles or indoles leading to alkylated, propargylated, or annulated heteroaromatics are reported. The mechanistically distinct reactions are catalyzed by a single ruthenium(0) complex containing a redox-coupled dienone ligand. The mode of activation regarding the propargyl alcohols determines the reaction pathway and depends on the alcohols' substitution pattern. Secondary substrates form alkenyl complexes by a 1,2-hydrogen shift, whereas the transformation of tertiary substrates involves allenylidene intermediates. 1-Vinyl propargyl alcohols are converted by a cascade allylation/cyclization sequence. The environmentally benign processes are of broad scope and allow the selective synthesis of highly functionalized pyrroles and indoles generating water as the only waste product. Copyright