Bruzik, K. published the artcileThiono-thiolo rearrangement and solvolysis of the secondary alkyl phosphorothionates. 3, Synthetic Route of 2944-47-0, the publication is Journal of Organic Chemistry (1981), 46(8), 1618-24, database is CAplus.
The protic acid-catalyzed thiono-thiolo (O→S) migration of secondary alkyl groups R in title esters I occurs in a complex fashion. Anal. of product distribution, stereochem., and D-incorporation experiments supports an ion pair-type intermediate (e.g., II.CF3CO2–R+) as being responsible for the entire process. Nucleophilic attack by I on the ion pair initiates the chain reaction leading to III. In CF3CO2H, inversion of configuration (96%) at the C atom of the migrating EtCHMe group was observed A high concentration of I promotes this mode of rearrangement. However, the overall stereospecificity of EtCHMe migration is much lower, owing to an elimination process leading to the dialkyl H phosphorothioate II and an intermediate olefin which after protonation in acidic medium returns to the ion pair. The latter process is responsible for the nonstereospecific formation of part of the rearrangement product III and contributes to the lower stereospecificity of the trifluoroacetolysis process. The role of the acidity of the medium is discussed.
Journal of Organic Chemistry published new progress about 2944-47-0. 2944-47-0 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 2-Isopropylanisole, and the molecular formula is C10H14O, Synthetic Route of 2944-47-0.
Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem