105-32-8

Basic information

• Product Name: Ethyl β-Chlorovinyl Ketone
• Synonyms: Ethyl β-Chlorovinyl Ketone;Ethyl beta-chlorovinyl ketone;2-Chlorovinyl ethyl ketone
• CAS NO: 105-32-8
• Molecular Formula: C₅H₇ClO
• Molecular Weight: 118.56148
• Mol File: 105-32-8.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: Acetone, Chloroform, Dichloromethane
• CAS DataBase Reference: Ethyl β-Chlorovinyl Ketone(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl β-Chlorovinyl Ketone(105-32-8)
• EPA Substance Registry System: Ethyl β-Chlorovinyl Ketone(105-32-8)

Safety Data

• Hazardous Substances Data: 105-32-8(Hazardous Substances Data)

Usage

Chemical Properties

Light Yellow Oil

Uses

Intermediate in the synthesis of hypnotic and anticonvulsants.

Upstream product

• 79-03-8 propionyl chloride 
• 74-86-2 acetylene 
• 41309-43-7 (2-bromovinyl)trimethylsilane 

Downstream Products

• 66437-44-3 1-[3-(4-nitro-phenyl)-[1,4,2]dioxazol-5-yl]-butan-2-one 
• 101747-35-7 α-<3-Oxo-penten-(1)-yl>-α-benzoyl-propionsaeure-ethylester 
• 1572246-83-3 (S)-N-[3-(2-methyl-N-tosyl-5-hexenylamino)propyl]-4-pentenamide 
• 18990-13-1 (3-Acetoxy-pentadien-(1.3)-yl)-triphenylphosphoniumbromid 
• 16534-98-8 (2-Propionyl-1-phenyl-ethyl)-diphenylphosphin-oxid 
• 129548-13-6 (2S,3R)-2-Benzyloxymethyl-3-methyl-2,3-dihydro-pyran-4-one 
• 129548-13-6 (2S,3S)-2-Benzyloxymethyl-3-methyl-2,3-dihydro-pyran-4-one 
• 111795-38-1 (2S,3R)-2-Cyclohexyl-3-methyl-2,3-dihydro-pyran-4-one 
• 111795-38-1 (2S,3S)-2-Cyclohexyl-3-methyl-2,3-dihydro-pyran-4-one 
• 129548-02-3 (E)-(4R,5S)-1-Chloro-5-cyclohexyl-5-hydroxy-4-methyl-pent-1-en-3-one 
• 129548-00-1 (E)-(4S,5S)-6-Benzyloxy-1-chloro-5-hydroxy-4-methyl-hex-1-en-3-one 
• 113-18-8 ethchlorvynol 

Relevant articles and documents

Total Synthesis of Four Stereoisomers of (4Z,7Z,10Z,12E,16Z,18E)-14,20-Dihydroxy-4,7,10,12,16,18-docosahexaenoic Acid and Their Anti-inflammatory Activities

A novel anti-inflammatory lipid mediator, (4Z,7Z,10Z,12E,14S,16Z,18E,20R)-14,20-dihydroxy-4,7,10,12,16,18-docosahexaenoic acid (1aa), and its three C14,C20 stereoisomers (1ab,ba,bb) were synthesized in a convergent fashion. The carbon backbone of the target compounds was assembled from seven simple fragments by employing two Sonogashira coupling and three SN2 alkynylation reactions. The thus constructed four internal alkynes were chemoselectively reduced to the corresponding (Z)-alkenes by applying a newly developed stepwise protocol: (i) hydrogenation of the three alkynes using Lindlar catalyst and (ii) formation of the dicobalt hexacarbonyl complex from the remaining alkyne and subsequent reductive decomplexation. The synthetic preparation of the stereochemically defined four isomers 1aa,ab,ba,bb permitted determination of the absolute structure of the isolated natural product to be 1aa. Biological testing of the four synthetic 14,20-dihydroxydocosahexaenoic acids disclosed similar anti-inflammatory activities of the non-natural isomers (1ab,ba,bb) and the natural form (1aa).