133483-72-4

Upstream product

• 371-42-6 4-Fluorothiophenol 
• 132130-79-1 (Z)-1-bromo-2-p-fluorophenylsulphonylstilbene 
• 501-65-5 diphenyl acetylene 
• 132130-77-9 (Z)-1-bromo-2-p-fluorophenylsulphenylstilbene 
• 132130-72-4 (Z)-1-p-fluorophenylsulphenylstilbene 
• 132130-71-3 (E)-1-p-fluorophenylsulphenylstilbene 

Downstream Products

• 132130-75-7 (E)-1,2-bis(p-fluorophenylsulphonyl)stilbene 
• 133483-71-3 (Z)-1,2-bis(p-fluorophenylsulphonyl)stilbene 

Relevant academic research and scientific papers

SYNTHESES AND MASS SPECTRAL REARRANGEMENTS OF UNSATURATED BIS-SULPHIDES AND BIS-SULPHONES

The synthesis of (E)- and (Z)-1,2-bis(p-fluorophenylsulphenyl)stilbenes (2a and 2b) and 1,2-bis(p-fluorophenylsulfonyl)stilbenes (3a and 3b) was carried out and their configurations were consistent with their stereospecific synthesis.The isomeric 1,1-bis(p-fluorophenylsulphenyl)- and 1,1-bis(p-fluorophenylsulphonyl)-2,2-bis(phenyl)ethylenes (8 and 9) were also synthesised and configurations were established by degradative oxidation.Mass spectral rearrangements of all these compounds were examined.Mass spectra of 1,1-bis-sulphide and 1,1-bis-sulphone bears close relationship with those of (E)- and (Z)-isomeric counterparts.Smiles-type rearrangement observed in 1,2-bis-sulphides was absent in 1,2-bis-sulphones.McLafferty-type rearrangement involving hydrogen migration, from aryl group was noticed in both bis-sulphides and bis-sulphones.Vinyl migration to the sulphone oxygen predominates over aryl migration in three isomeric bis-sulphones.

Stereospecific Removal of the pro-R Hydrogen at C-8 of (9S)-Hydroperoxyoctadecadienoic Acid in the Biosynthesis of Colneleic Acid

The stereochemistry of hydrogen removal in the conversion of (9S)-hydroperoxyoctadeca-(10E,12Z)-dienoic acid (2) into colneleic acid (4) was studied. -(2) and -(2) were incubated with the 105 000g particle fraction of potato homogenate and the colneleic acid formed was isolated.Mass spectrometric analysis demonstrated that colneleic acid which was biosynthesized from the -hydroperoxide was largely devoid of deuterium, whereas colneleic acid produced from the -hydroperoxide retained most of the deuterium.Accordingly, there is a selective removal of the pro-R hydrogen at C-8 in the biosynthesis of colneleic acid from (9S)-hydroperoxyoctadeca-(10E,12Z)-dienoic acid.