187847-76-3

Upstream product

• 79289-77-3 (2,2-dimethyl-1-phenylpropylidene)hydrazine 
• 40920-09-0 tert-butyl phenyl thioketone 

Downstream Products

• 78132-53-3 (Z)-1-phenyl-2,2-dimethylpropane-1-thione S-oxide 
• 938-16-9 2,2-dimethylpropiophenone 
• 40920-09-0 tert-butyl phenyl thioketone 
• 300539-09-7 cis-3,5-di-tert-butyl-3,5-diphenyl-1,2,4-trithiolane 

Relevant academic research and scientific papers

Structure elucidation of 6-t-butyl-6-phenylpentathiane monoxides by X-ray crystallography and DFT calculations

6-t-Butyl-6-phenylpentathiane was oxidized with trifluoroperacetic acid (CF3CO3H) or dimethyldioxirane (DMD) at -20°C. Oxidation with CF3CO3H yielded pentathiane 3-oxide as the main product, whereas that of DMD gave 1- and 3-oxides. The structures of 1- and 3-oxides were finally determined by X-ray crystallographic analysis. DFT calculations of the NMR chemical shifts were performed on the chair and twist forms of the pentathiane and sixteen isomers of the monoxides with the GIAO method at the B3LYP/6-31G* level. The calculated chemical shifts were verified to be in practical agreement with the experimental data of the pentathiane and the isolated 1- and 3-oxides.

An S-oxide of 6-tert-butyl-6-phenylpentathiane. Structure in the crystalline state and in solution and thermal decomposition

Oxidation of 6-tert-butyl-6-phenylpentathiane with trifluoroperacetic acid gave the pentathiane 3-oxide mainly as the monooxide. The 3-oxide takes a twist conformation both in the crystalline state and in solution. Thermal decomposition of the 3-oxide in the presence of 2,3-dimethyl-1,3-butadiene yielded both S2O- and S2-transferred products.

Formation of cyclic oligosulfides by reaction of hydrazones with disulfur dichloride

Reactions of some hydrazones with disulfur dichloride were reinvestigated in the absence of a base with expectation of obtaining dithiirane or thiosulfine derivatives. However, treatment of hydrazones derived from 1-adamantyl phenyl ketone, pivalophenone, and benzophenone with disulfur dichloride gave pentathianes and hexathiepanes along with other products, while di-t-butyl ketone hydrazone gave a novel heterocyclic compound, 1,1-di-t-butyltetrathiolane, though in a low yield.