54149-83-6

Basic information

• Product Name: 1-(4-chlorophenyl)-2,2-diethoxyethan-1-one
• Synonyms: 1-(4-chlorophenyl)-2,2-diethoxyethan-1-one;1-(4-Chlorophenyl)-2,2-diethoxyethanone
• CAS NO: 54149-83-6
• Molecular Formula: C₁₂H₁₅ClO₃
• Molecular Weight: 242.6987
• EINECS: 259-001-1
• Mol File: 54149-83-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 335.9°Cat760mmHg
• Flash Point: 132.7°C
• Appearance: /
• Density: 1.144g/cm³
• Vapor Pressure: 0.000116mmHg at 25°C
• Refractive Index: 1.507
• CAS DataBase Reference: 1-(4-chlorophenyl)-2,2-diethoxyethan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-chlorophenyl)-2,2-diethoxyethan-1-one(54149-83-6)
• EPA Substance Registry System: 1-(4-chlorophenyl)-2,2-diethoxyethan-1-one(54149-83-6)

Safety Data

• Hazardous Substances Data: 54149-83-6(Hazardous Substances Data)

Usage

Description

1-(4-chlorophenyl)-2,2-diethoxyethan-1-one, also known as ethyl 4-chloro-1-phenylbutan-2-one, is a chemical compound characterized by its molecular formula C12H15ClO2. It presents as a white to light yellow crystalline solid with a molecular weight of 226.7 g/mol. 1-(4-chlorophenyl)-2,2-diethoxyethan-1-one is recognized for its utility in the pharmaceutical and research sectors, where it serves as an intermediate in the synthesis of a variety of organic compounds. Its potential biological activities also make it a candidate for the development of novel drugs and therapeutic agents, with its unique properties and structure contributing to its value as a building block in the synthesis of pharmaceutical products.

Uses

Used in Pharmaceutical Industry:
1-(4-chlorophenyl)-2,2-diethoxyethan-1-one is used as a synthetic intermediate for the creation of various organic compounds, playing a crucial role in the development of new drugs and therapeutic agents. Its chemical properties and structure make it a valuable component in the synthesis process, contributing to the formulation of pharmaceutical products.
Used in Research Industry:
In the research field, 1-(4-chlorophenyl)-2,2-diethoxyethan-1-one is utilized for its potential biological activities, which are being explored for the development of innovative drugs and treatments. Its unique characteristics position it as a significant compound in the ongoing quest to discover and create new therapeutic solutions.

InChI:InChI=1/C12H15ClO3/c1-3-15-12(16-4-2)11(14)9-5-7-10(13)8-6-9/h5-8,12H,3-4H2,1-2H3

Upstream product

• 21669-52-3 1-(4-chloro-phenyl)-2,2-di-morpholin-4-yl-ethanone 
• 64-17-5 ethanol 
• 4998-15-6 4-chlorophenylglyoxal 
• 122-51-0 orthoformic acid triethyl ester 
• 99-91-2 para-chloroacetophenone 

Downstream Products

• 66476-15-1 1-Chloro-4-(1,1,2,2-tetraethoxy-ethyl)-benzene 
• 930278-36-7 (R)-1-(4-chlorophenyl)-2,2-diethoxyethanol 
• 1228699-93-1 dimethyl 1-(4-chlorophenyl)-2,2-diethoxy-1-hydroxyethylphosphonate 
• 586397-92-4 (+)-2-(4-chlorophenyl)-1,1-diethoxy-2-trimethylsilyloxypropanenitrile 
• 1380344-56-8 6-((6-(4-chlorophenyl)-[1,2,4]triazolo[4,3-b][1,2,4]triazin-3-yl)methyl)quinoline 
• 106510-71-8 6-(4-chlorophenyl)-3-hydrazinyl-1,2,4-triazine 
• 106510-70-7 6-(4-chlorophenyl)-3-(methylthio)-1,2,4-triazine 

Relevant articles and documents

Synergistic Catalysis of Se and Cu for the Activation of α-H of Methyl Ketones with Molecular Oxygen/Alcohol to Produce α-Keto Acetals?

Selenium and copper synergistically catalyzed the oxidation/alkoxylation of methyl ketones to synthesize α-keto acetals directly. Using O2 as oxidant and alcohol as solvent and alkoxylation reagent, the reaction is practical from industrial viewpoint. Mechanistic studies revealed that copper promoted the oxidation of organoselenium intermediates with O2 to allow the key rearrangement and selenoxide syn-elimination regenerating the catalytically active organoselenium species.

One-pot synthesis of α-ketoacetals from aryl methyl ketones in the presence of selenous acid catalyzed by boron trifluoride etherate

A simple and efficient one-pot preparation of α-ketoacetals from substituted acetophenones and triethylorthoformate in the presence of H2SeO3 and BF3·Et2O as catalyst has been developed. The desired products are obtained in good yields by a simple protocol involving neat and mild reaction conditions. The present methodology provides an attractive alternative method for the preparation of α-ketoacetal derivatives.

Catalytic asymmetric cyanosilylation of ketones with chiral Lewis base

The development of broadly applicable and practical catalytic approaches for the enantioselective creation of quaternary stereocenters remains a highly desirable yet challenging goal. In this Communication, we describe a highly enantioselective cyanosilylation of acetal ketones (α,α-dialkoxy ketones) catalyzed by modified cinchona alkaloids. This reaction is the first highly enantioselective cyanosilylation of ketones catalyzed by an organic chiral Lewis base and is found to be highly efficient with acetal ketones bearing a broad range of alkyl, aryl, alkenyl, and alkynyl substituents. This new catalytic asymmetric reaction, coupled with the versatility of the acetal functionality, provides a broadly useful synthetic method for chiral building blocks bearing quaternary stereocenters. Acetal ketones, readily accessible but previously unexplored in asymmetric synthesis, demonstrate unusual reactivity and selectivity toward the nucleophilic cyanosilylation, thereby suggesting that they may be interesting substrates for other catalytic enantioselective reactions. Copyright