91077-12-2

Basic information

• Product Name: Ethyl 2-(4-chlorophenylsulfinyl)acetate
• Synonyms: Ethyl 2-(4-chlorophenylsulfinyl)acetate;2-[(4-Chlorophenyl)sulfinyl]acetic acid ethyl ester
• CAS NO: 91077-12-2
• Molecular Formula: C₁₀H₁₁ClO₃S
• Molecular Weight: 246.71054
• Mol File: 91077-12-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 384 °C at 760 mmHg
• Flash Point: 186 °C
• Appearance: /
• Density: 1.36 g/cm³
• Vapor Pressure: 4.22E-06mmHg at 25°C
• Refractive Index: 1.587
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Ethyl 2-(4-chlorophenylsulfinyl)acetate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 2-(4-chlorophenylsulfinyl)acetate(91077-12-2)
• EPA Substance Registry System: Ethyl 2-(4-chlorophenylsulfinyl)acetate(91077-12-2)

Safety Data

• Hazardous Substances Data: 91077-12-2(Hazardous Substances Data)

Usage

General Description

Ethyl 2-(4-chlorophenylsulfinyl)acetate, also known as chloroacetophenone, is a chemical compound commonly used in the production of pharmaceuticals and agrochemicals. It is an ester composed of ethyl alcohol and 2-(4-chlorophenylsulfinyl)acetic acid. Ethyl 2-(4-chlorophenylsulfinyl)acetate is often used as a building block in organic synthesis and is known for its versatile reactivity in chemical reactions. It is also utilized in the development of drugs and has potential applications in the field of medicinal chemistry. Overall, Ethyl 2-(4-chlorophenylsulfinyl)acetate is a key intermediate in the manufacturing of various products and plays a significant role in the pharmaceutical and agricultural industries.

InChI:InChI=1/C10H11ClO3S/c1-2-14-10(12)7-15(13)9-5-3-8(11)4-6-9/h3-6H,2,7H2,1H3

Upstream product

• 52377-68-1 ethyl 2-(p-chlorophenylthio)acetate 
• 105-36-2 ethyl bromoacetate 
• 106-54-7 p-Chlorothiophenol 

Downstream Products

• 91077-17-7 ethyl (2E)-2-(p-chlorophenylsulfinyl)-2-decenoate 
• 91077-14-4 ethyl (2E)-2-(p-chlorophenylsulfinyl)-2-hexenoate 
• 1365175-28-5 ethyl 2-(4-chlorobenzenesulfinyl)-5-phenylpent-2-enoate 

Relevant articles and documents

Liquid chromatography/electrospray ionisation mass spectrometric tracking of 4-hydroxy-2(E)-nonenal biotransformations by mouse colon epithelial cells using [1,2-13C2]-4-hydroxy-2(E)-nonenal as stable isotope tracer

4-Hydroxy-2(E)-nonenal (HNE), a product of lipid peroxidation, has been extensively studied in several areas, including metabolism with radio-isotopes and quantification in various matrices with deuterium-labelled HNE as standard. The aim of this work was to evaluate the relevance of 13C-labelled HNE in biotransformation studies to discriminate metabolites from endogens by liquid chromatography/electrospray ionisation mass spectrometry (LC/ESI-MS). 13C-Labelled HNE was synthesised inimproved overall yield (20%), with the incorporation of two labels in the molecule. Immortalisedmouse colon epithelial cells were incubated with 2:3 molar amounts of HNE/13C-HNE in order to gain information on the detection of metabolites in complex media. Our results demonstrated that the stable isotope m/z values determined by mass spectrometry were relevant in distinguishing metabolites from endogens, and that metabolite structures could be deduced. Six conjugate metabolites and 4-hydroxy-2(E)-nonenoic acid were identified, together with an incompletely identified metabolite. Stable-isotope-labelled HNE has already been used for quantification purposes. However, this is the first report on the use of 13C-labelled HNE as a tracer for in vitro metabolism. 13C-Labelled HNE could also be of benefit for in vivo studies. Copyright

Conversion of 2-Sulfinylated 2-Alkenoate Esters to (2E,4E)-2,4-Alkadienoate Esters by Pyrolysis

Thermal reaction of ethyl (2E)-2-phenylsulfinyl-2-alkenoates (E-2) prepared from aldehydes and ethyl 2-phenylsulfinylacetate have been investigated.Refluxing of E-2 or their Z-isomers in xylene resulted in the formation of ethyl (2E,4E)-2,4-alkanedioates accompanied by ethyl (2E)-4-hydroxy-2-alkenoates.Ethyl 2-cycloalkylidene-2-phenylsulfinylacetates were found to be more susceptible to pyrolysis.The enoate esters (2) undergo migration of their carbon-carbon double bond and then sigmatropic rearrangement to benzenesulfenate esters, followed by thermolytic extrusion of a benzenesulfenic acid probably via ethyl(2E)-4-phenylsulfinyl-2-alkenoates to afford ethyl (2E,4E)-2,4-alkadienoates.