33994-09-1

Usage

Uses

1-Propanone, 3-bromo-1-(4-methylphenyl)is used as a reactant in the stereoselective preparation of medium-sized carbocycles and heterocycles. Its unique structure allows for the formation of complex molecular frameworks with controlled stereochemistry, which is crucial in the development of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
1-Propanone, 3-bromo-1-(4-methylphenyl)is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its reactivity and structural diversity make it a valuable building block for the development of new drugs with improved efficacy and selectivity.
Used in Agrochemical Industry:
In the agrochemical industry, 1-Propanone, 3-bromo-1-(4-methylphenyl)is employed as a starting material for the synthesis of novel pesticides and herbicides. Its unique properties enable the creation of molecules with enhanced biological activity and selectivity, leading to more effective and environmentally friendly products.
Used in Specialty Chemicals Industry:
1-Propanone, 3-bromo-1-(4-methylphenyl)is also utilized in the synthesis of specialty chemicals, such as fragrances, dyes, and additives. Its versatility and reactivity contribute to the development of innovative products with unique properties and applications.

Upstream product

• 15486-96-1 3-Bromopropionyl chloride 
• 108-88-3 toluene 
• 7623-16-7 3-bromopropionyl bromide 
• 5337-93-9 4'-methylpropiophenone 
• 92821-88-0 2-bromo-4'-methylpropiophenone 

Downstream Products

• 33994-14-8 Brom-3-methyl-4-phenyl-1-propanol-1 
• 19832-78-1 1-(4-methylphenyl)prop-2-en-1-one 
• 79509-57-2 2-chloro-3-(β-p-methylbenzoylethyl)naphtho<1,2-d>imidazole 
• 1453810-95-1 dimethyl 2-(4-methylbenzoyl)cyclopropane-1,1-dicarboxylate 
• 1453810-83-7 C₁₅H₁₈O₅ 
• 55581-67-4 3-(4'-methylphenyl)isoxazoline 
• 1479828-43-7 C₁₀H₁₁N₃O 
• 79509-56-1 11-Ethyl-9-p-tolyl-8,11-dihydro-7H-6b,10,11,12-tetraaza-naphtho[2,1-a]azulene 
• 79509-55-0 1-H-3-p-tolyl-4,5-dihydronaphtho<1,2-d>imidazo<3,2-c>-1,2,4-triazepine 

Relevant academic research and scientific papers

Transformation of arenes into 3-arylpyrazoles and 3-arylisoxazolines with β-bromopropionyl chloride, hydrazine, and hydroxylamine

Successive treatment of arenes with β-bromopropionyl chloride and AlCl3, followed by the reactions with hydrazines and Na2CO3, and then with MnO2 gave the corresponding 3-arylpyrazoles in one pot in good to moderate yields. The same successive treatment of arenes with β-bromopropionyl chloride and AlCl3, followed by the reactions with hydroxylamine and KF gave the corresponding 3-arylisoxazolines in one pot in good to moderate yields.

Solvent free, light induced 1,2-bromine shift reaction of α-bromo ketones

Photolysis of α-bromopropiophenones in acetonitrile results in formation of β-bromopropiophenones with good product selectivity, which can be coined as 1,2-Br shift reaction. The product selectivity increases when the reaction is done in neat or solid state, where only the 1,2-Br shift product is formed in some cases. The reaction is suggested to proceed by C–Br bond homolysis to give a radical pair, followed by disproportionation and conjugate addition of HBr to the α,β-unsaturated ketone intermediate. When the unsaturated intermediate is stabilized by an extra conjugation, the reaction stops at the stage, in which the unsaturated ketone becomes a major product. The synthetic method described in this research fits in a category of eco-friendly organic synthesis nicely since the reaction does not use volatile organic solvents and any other additives such as acid, base or metal catalysts, etc. Besides, the method fits into perfect atom economy, which does not give any side products. The synthetic method should find much advantage over other alternative methods to obtain β-bromo carbonyl compounds.

A gold-catalyzed 1,2-acyloxy migration/intramolecular cyclopropanation/ring enlargement cascade: Syntheses of medium-sized heterocycles

The synthesis of medium-sized heterocycles possessing a trans double bond is still a challenge. Herein, gold(I)-catalyzed 1,2-acyloxy migration/intramolecular cyclopropanation/ring enlargement cascade reaction of furans has been developed, providing highly efficient access to ten- and eleven-membered heterocycles with a broad substrate scope under mild reaction conditions. The reaction outcome features high chemoselectivity at the C5-position of furan. Moreover, a trans-double bond was embodied in the medium ring system.

Anodic cyclization of dimethyl 2-(3-Oxo-3-arylpropyl) malonates into the corresponding dimethyl 2-aroylcyclopropane-1,1-dicarboxylates

A variety of dimethyl 2-(3-oxo-3-arylpropyl)malonates were electrooxidized in methanol, in the presence of potassium iodide and a base or a neutral salt, to give the corresponding cyclized dimethyl 2-aroylcyclopropane-1,1- dicarboxylates in moderate to good yields. The reactions were carried out under extremely mild reaction conditions, in which the optimal amount of electrolytic current varied from 2.12-2.41 F·mol-1 depending on the substrates. The reaction presumably proceeds via a two-electron oxidation process, in which iodide ions play an important role as the electron carrier between the anode and the substrate. Georg Thieme Verlag Stuttgart. New York.

Azido carbonyl compounds as DNA cleaving agents

Irradiation of azido carbonyl compounds using UV light (≥310 nm) produced triplet alkyl nitrenes and aroyl radicals, which resulted in efficient cleavage of single strand DNA at pH 7.0. DNA cleaving ability of azido carbonyl compounds was found to be dependent on its concentration and substituents on its aromatic ring. Further, newly synthesized naphthalene based azido carbonyl compounds showed DNA cleavage ability at longer wavelength of UV light (≥350 nm) and also binding studies revealed that they bind to ct-DNA by weak intercalation mode.

Enantioselective synthesis of quinolizidines and indolizidines via a catalytic asymmetric hydrogenation cascade

A catalytic enantioselective synthesis of a new class of quinolizidines and indolizidines is presented. An asymmetric Bronsted acid catalyzed hydrogenation cascade as well as a sequential Bronsted acid/metal catalyzed hydrogenation protocol of 2-substituted quinolines yields benzofused quinolizidines and indolizidines in good yields with high diastereo- and enantioselectivities. Georg Thieme Verlag Stuttgart - New York.

EFFECT OF THE STRUCTURE OF THE REAGENTS ON THE FORMATION RATE OF ARYL VINYL KETONES IN THE REACTION OF AMINES WITH β-HALOGENOPROPIOPHENONES

The dependence of the formation rate of aryl vinyl ketones in the reaction of ring-substituted β-halogenopropiophenones with various amines on the structure of the reagents was investigated.By analysis of the obtained data it was concluded that the process takes place by an E2 mechanism through an anion-like transition state.