916902-19-7

Upstream product

• 6631-16-9 9?phenylxanthen?9?ylium perchlorate 
• 14752-66-0 sodium p-chlorobenzenesulphinate 
• 1200-85-7 C₇H₄ClNO₂S₂ 
• 80120-58-7 1-Chloro-4-((E)-4-thiocyanato-but-2-ene-1-sulfonyl)-benzene 

Downstream Products

• 1058856-91-9 C₁₀H₁₀ClO₂S^(1-) 

Relevant academic research and scientific papers

Diazo reactions with unsaturated compounds: X. Reactions of p-chloro- and p-bromophenysulfonyl-1,3-butadienes with aryldiazonium chlorides and 1-aryl-3,3-dimethyl-1-triazenes

1-(p-Chlorophenylsulfonyl)- and 1-(p-bromophenylsulfonyl)-1,3-butadienes in aqueous acetone solutions in the presence of cuprous chloride or cupric chloride react with aryldiazonium chlorides and 1-aryl-3,3-dimethyl-1-triazenes to form 1-(p-chlorophenylsu

Hydride affinities of cumulated, isolated, and conjugated dienes in acetonitrile

(Chemical Equation Presented) The hydride affinities (defined as the enthalpy changes in this work) of 15 polarized dienes [five phenyl sulfone substituted allenes (1a), the corresponding five isolated dienes (1b), and the corresponding five conjugated dienes (1c)] in acetonitrile solution were determined by titration calorimetry for the first time. The results display that the hydride affinity scales of the 15 dienes in acetonitrile range from -71.6 to -73.9 kcal/mol for 1a, from -46.2 to -49.7 kcal/mol for 1b, and from -45.0 to -46.5 kcal/mol for 1c, which indicates that the hydride-obtaining abilities of the cumulated dienes (1a) are not only much larger than those of the corresponding conjugated dienes (1c) but also much larger than those of the corresponding isolated dienes (1b). The hydrogen affinities of the 15 dienes as well as the hydrogen affinities and the proton affinities of the radical anions of the dienes (1-.) in acetonitrile were also evaluated by using relative thermodynamic cycles according to Hess's law. The results show that (i) the hydrogen affinities of the neutral dienes 1 cover a range from -44.5 to -45.6 kcal/mol for 1a, from -20.4 to -21.4 kcal/ mol for 1b, and from -17.3 to -18.5 kcal/mol for 1c; (ii) the hydrogen affinities of the radical anions of the dienes (1-.) in acetonitrile cover a range from -40.6 to -47.2 kcal/mol for 1a-., from -21.6 to -29.6 kcal/mol for 1b-., and from -10.0 to -15.4 kcal/mol for 1c-.; (iii) the proton affinities of the 15 1a-. in acetonitrile cover a range from -97.0 to -100.6 kcal/mol for 1a-., from -77.8 to -83.4 kcal/ mol for 1b -., and from -66.2 to -68.9 kcal/mol for 1c-.. The main reasons for the great difference between the cumulated dienes and the corresponding isolated and conjugated dienes in the hydride affinity, hydrogen affinity, and proton affinity have been examined. It is evident that these experimental results should be quite valuable to facilitate the elucidation of the origins of the especially high chemical potencies of the allenes, the choice of suitable hydride reducing agents to reduce the dienes, and the analyses on the reduction mechanisms.

REACTION OF 1,3-DIENES WITH ARYLSULFONYL THIOCYANATES

At room temperature arylsulfonyl thiocyanates add to conjugated dienes with the formation of 1,4-addition products.In all cases the organic sulfonyl radical is fixed at the least substituted carbon atom of the 1,3-diene system.In reaction with triethylamine or sodium ethoxide the adducts which form eliminate thiocyanic acid with the formation of conjugated dienyl sulfones.