123520-45-6

Basic information

• Product Name: methyl-3 oxo-5 phenoxy-2 hexanedithioate de methyle
• CAS NO: 123520-45-6
• Molecular Weight: 282.428
• Mol File: 123520-45-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: methyl-3 oxo-5 phenoxy-2 hexanedithioate de methyle(CAS DataBase Reference)
• NIST Chemistry Reference: methyl-3 oxo-5 phenoxy-2 hexanedithioate de methyle(123520-45-6)
• EPA Substance Registry System: methyl-3 oxo-5 phenoxy-2 hexanedithioate de methyle(123520-45-6)

Safety Data

• Hazardous Substances Data: 123520-45-6(Hazardous Substances Data)

Upstream product

• 3102-33-8 trans-3-penten-2-one 
• 100555-93-9 phenoxy-2 dithioacetate de methyle 

Relevant articles and documents

Stereospecificite de l'addition de Michael d'enethiolates avec les enones acyliques

1,4-Addition reaction of lithiated dithioesters with acyclic β-substituted E enones affords diastereomeric 5-oxo-alkanedithioates.Anti configuration was assigned to yhe major diastereoisomer by chemical correlation.This stereochemistry depends on the configuration of the prochiral partners.The cis/trans ratio of intermediate enethiolates was analyzed by trapping experiments.Two cases of highly selective cis deprotonation of dithioesters were observed.Michael addition with E-enones (3-penten-2-one, chalcone) occurs with high stereospecificity : anti/syn product ratios are identical to the cis/trans enethiolate ratios.A pseudo-cyclic transition state is proposed with substituents of the enone C-C double bond occupying favorable equatorial positions.The 1,4-addition reaction is kineticaly controlled.In contrast to ester enolates, enethiolates allow the use of enones without the need of tertiobutyl or phenyl groups.The observed diastereoselectivity (ratio anti/syn up to 95:5) offers a new means of creation of two vicinal carbon substituted asymmetric centers by carbon-carbon bond formation in the acyclic series.Poor selectivities were however observed when using unsaturated diesters as acceptors.