196953-02-3

Usage

Uses

Used in Pharmaceutical Synthesis:
2,3-Butadien-1-one, 1-(4-chlorophenyl)is used as a chemical intermediate for the synthesis of pharmaceuticals, contributing to the development of new drugs and medications. Its unique structure allows for versatile reactions and the formation of a wide range of pharmaceutical compounds.
Used in Agrochemical Production:
In the agrochemical industry, 2,3-Butadien-1-one, 1-(4-chlorophenyl)is utilized as a chemical intermediate, playing a crucial role in the synthesis of various agrochemicals. This includes the production of pesticides, herbicides, and other agricultural chemicals that are essential for crop protection and increased yield.
Used as a Cross-linking Agent in Polymer Production:
2,3-Butadien-1-one, 1-(4-chlorophenyl)is employed as a cross-linking agent in the production of polymers. Its ability to form covalent bonds between polymer chains enhances the mechanical properties and stability of the resulting polymer materials, making them suitable for various applications, such as plastics, rubber, and coatings.
Used as a Reagent in Organic Synthesis:
In the field of organic synthesis, 2,3-Butadien-1-one, 1-(4-chlorophenyl)serves as a valuable reagent. Its reactivity and functional groups enable a range of chemical reactions, facilitating the synthesis of complex organic molecules and compounds for various applications, including research, pharmaceuticals, and materials science.

Upstream product

• 91671-36-2 1-(4-chlorophenyl)buta-2,3-dien-1-ol 
• 42249-99-0 1-(4-chlorophenyl)but-3-yn-1-ol 
• 58582-68-6 4-chlorophenyl propargylketone 
• 104-88-1 4-chlorobenzaldehyde 

Downstream Products

• 17221-37-3 2-(4-chlorophenyl)furan 
• 1256347-99-5 4-(4-chlorophenyl)hepta-1,2-dien-6-yn-4-ol 
• 1256348-07-8 C₁₉H₁₅ClS 
• 1364682-99-4 ethyl 3-(4-chlorophenyl)-3-hydroxy-2-methylhexa-4,5-dienoate 
• 1364683-30-6 4-(4-chlorophenyl)-3,6-dimethyl-2H-pyran-2-one 
• 1432479-22-5 C₁₆H₁₅ClO₄ 
• 1432479-39-4 C₂₆H₂₂Cl₂O₅ 
• 1589561-84-1 ethyl 5-(2-(4-chlorophenyl)-2-oxoethyl)-2-methylfuran-3-carboxylate 

Relevant academic research and scientific papers

Synthesis of vinylic sulfones in aqueous media

A green method for the sulfination of allenic carbonyl compounds to access a wide variety of vinylic sulfones is developed. This reaction works in aqueous media under very mild conditions. This reaction is atom economic. A wide variety of vinylic sulfones could be obtained in moderate to excellent yields with wide functional group tolerance. The efficiency of this method is demonstrated in some reactions where the desired products can be isolated by filtration.

Allenone-Mediated Racemization/Epimerization-Free Peptide Bond Formation and Its Application in Peptide Synthesis

Allenone has been identified as a highly effective peptide coupling reagent for the first time. The peptide bond was formed with an α-carbonyl vinyl ester as the key intermediate, the formation and subsequent aminolysis of which proceed spontaneously in a racemization-/epimerization-free manner. The allenone coupling reagent not only is effective for the synthesis of simple amides and dipeptides but is also amenable to peptide fragment condensation and solid-phase peptide synthesis (SPPS). The robustness of the allenone-mediated peptide bond formation was showcased incisively by the synthesis of carfilzomib, which involved a rare racemization-/epimerization-free N to C peptide elongation strategy. Furthermore, the successful synthesis of the model difficult peptide ACP (65-74) on a solid support suggested that this method was compatible with SPPS. This method combines the advantages of conventional active esters and coupling reagents, while overcoming the disadvantages of both strategies. Thus, this allenone-mediated peptide bond formation strategy represents a disruptive innovation in peptide synthesis.

A bicyclization reaction with two molecular allenyl ketones and isocyanides: Synthesis of a lactone-containing azaspirocycle derivative

A novel bicyclization reaction of two molecular allenyl ketones and isocyanides has been disclosed. This strategy allows for the construction of structurally complex spirocyclic lactam-lactone systems in an efficient manner. This protocol also demonstrate

Cycloisomerization of Conjugated Allenones into Furans under Mild Conditions Catalyzed by Ligandless Au Nanoparticles

Au nanoparticles supported on TiO2 (1 mol %) catalyze the quantitative cycloisomerization of conjugated allenones into furans under very mild conditions. The reaction rate is accelerated by adding acetic acid (1 equiv), but the acid does not participate in the protodeauration step as in the corresponding Au(III)-catalyzed transformation. The process is purely heterogeneous, allowing thus the recycling and reuse of the catalyst effectively in several runs.

Diverging Pathways in the Activation of Allenes with Lewis Acids and Bases: Addition, 1,2-Carboboration, and Cyclization

The reactions of allenes with frustrated (or cooperative) Lewis acid/base pairs result in the 1,4-addition of the base pair to the allene. The reactions of allenyl ketones and esters just in the presence of the strong Lewis acid B(C6F5/su

Room temperature Fe(NO3)3·9H 2O/TEMPO/NaCl-catalyzed aerobic oxidation of homopropargylic alcohols

A practical and eco-friendly aerobic oxidation of homopropargylic alcohols using Fe(NO3)3·9H2O/TEMPO/NaCl as catalysts at room temperature under atmospheric pressure was developed affording corresponding homopropargylic ke

PROCESS FOR PRODUCING ALDEHYDES OR KETONES BY OXIDIZING ALCOHOLS WITH OXYGEN

Provided is a process for producing aldehydes or ketones by oxidizing alcohols with oxygen, which comprises oxidizing alcohols to aldehydes or ketones in an organic solvent at room temperature with oxygen or air as an oxidant, wherein ferric nitrate (Fe(NO3)3.9H2O), 2,2,6,6-tetramethylpiperidine N-oxyl (TEMPO) and an inorganic chloride are used as catalysts, the reaction time is 1-24 hours, and the molar ratio of said alcohols, 2,2,6,6-tetramethylpiperidine N-oxyl and the inorganic chloride is 100:1?10:1?10:1?10. The present process has the advantages of high yield, mild reaction conditions, simple operation, convenient separation and purification, recoverable solvents, substrates used therefor being various and no pollution, and therefore it is adaptable to industrialization.

Synthesis of 1,2-allenic ketones through oxidation of homopropargyl alcohols with CrO3(cat.)/TBHP under MWI

A CrO3 catalyzed oxidation of homopropargyl alcohols with tert-butyl hydroperoxide under microwave irradiation was found to be an efficient and rapid alternative for the preparation of 1,2-allenic ketones. The advantages of this procedure inclu

Tandem reactions of 1,2-allenic ketones leading to substituted benzenes and α,β-unsaturated nitriles

One-pot double Michael addition/intramolecular aldol reaction/ decarboxylation of 1,2-allenic ketones with cyanoacetate offers an efficient and convenient approach to highly functionalized benzenes. With 2-substituted cyanoacetates, the reaction proceeds via a different tandem process to afford α,β-unsaturated nitriles effectively.

Development of a general and practical iron nitrate/TEMPO-catalyzed aerobic oxidation of alcohols to aldehydes/ketones: Catalysis with table salt

Oxidation of alcohols is a fundamental transformation related to our daily life. Traditional approaches with at least one stoichiometric amount of oxidants are expensive and cause serious environmental burdens. There are many reports on the aerobic oxidation of simple alcohols such as alkyl or phenyl carbinols and allylic alcohols, which used oxygen or air as the environmentally benign oxidant forming water as the only by-product. However, no such protocol has been reported for allenols and propargylic alcohols. Thus, it still highly desirable to develop efficient room temperature oxidations of alcohols with a wide scope including allenols and propargylic alcohols. In this paper, an efficient and clean aerobic oxidation of so far the widest spectrum of alcohols using 1 atm of oxygen or air, producing aldehydes/ketones at room temperature in fairly high isolated yields mostly within a couple of hours is described. It is interesting to observe that the reaction has been efficiently expedited by a catalytic amount of sodium chloride in easily recoverable 1,2-dichloroethane. A mechanism involving NO and NO2 has been proposed based on the results of the control experiments and GC-MS studies of the in-situ formed gas phase of the reaction mixture.