109142-68-9

Upstream product

• 89050-85-1 2,2,4,4-Tetramethylthietan-3-one Hydrazone 
• 98-59-9 p-toluenesulfonyl chloride 
• 58721-01-0 2,2,4,4-Tetramethylthietan-3-one 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 74966-50-0 4,4-dimethyl-2-(2-propylidene)-3-thietanone 
• 17346-16-6 2,4-dibromo-2,4-dimethylpentan-3-one 
• 565-80-0 2,4-dimethylpentan-3-one 
• 74966-46-4 3-diazo-2,2,5,5-tetramethylthiolan-4-one 
• 83044-65-9 C₁₅H₂₀N₂O₃S₂ 
• 74966-44-2 2,2,5,5-tetramethylthiolane-3,4-dione 

Downstream Products

• 61097-65-2 2,2-dimethyl-3-(1-methylethylidene)thiirane 
• 94398-60-4 2,2-dimethyl-3-(2-propylidene)-5-phenyl-4-thioxolane 
• 94398-61-5 2-Benzhydrylidene-4-isopropylidene-5,5-dimethyl-[1,3]oxathiolane 
• 94398-13-7 ((2S,3R)-5-Isopropylidene-4,4-dimethyl-2-phenyl-tetrahydro-thiophen-3-yl)-phenyl-methanone 
• 109142-67-8 (1-Isopropenyl-2-methyl-propenylsulfanylmethyl)-benzene 

Relevant academic research and scientific papers

Photolysis of Tetraalkyl-1-pyrazoline-4-thiones. - Diastereoselective Formation of (E)/(Z)-Alkylidenethiiranes from cis- and trans-Tetraalkyl-1-pyrazoline-4-thiones

The tetraalkyl-1-pyrazolin-4-ones 5 react with hydrazine to afford the hydrazones 6 which are transformed into the thiones 7 in high yields by treatment with disulphur dichloride in the presence of triethylamine.Selective excitation of the azo chromophor of 7a with 350-nm light gives rise to the isopropylidenethiirane 8, besides molecular nitrogen, in a very clean reaction; at almost quantitative conversions, less than 2percent of byproducts are observed, and about 10percent of 8 have isomerized to the pentadienethiol 9.Photolysis of the stereoisomers cis- and trans-7b yields mixtures of the alkylidenethiiranes (E)- and (Z)-10 with (E)/(Z) ratios of 35:65 and 49:51.The results are interpreted in terms of diastereomeric bis-orthogonal (cis- and trans-21) and mono-orthogonal thioxyallyl diradicals (E)- and (Z)-23 which cyclize to furnish (E)- and (Z)-10.There seems to be a qualitative resemblance between the photochemical and thermal stabilities in the series of 4-substituted tetramethyl-1-pyrazolines, viz. 7a oct-2-ene derivatives. Key Words: 4H-Pyrazole-4-thiones, 3,3,5,5-tetraalkyl-3,5-dihydro- / Thiiranes, 3,3-dialkyl-2-alkylidene/ 1,3-Pentadiene-3-thiol, 2,4-dimethyl- / Photolysis/ Extrusion of molecular nitrogen/ (E)/(Z) Stereoselectivity

NATURE OF THYOXYALLYL INTERMEDIATE IN THE DECOMPOSITION OF ALLENE EPISULFIDE AND PYRAZOLINE-4-THIONE

Thermolysis of tetramethylallene episulfide (10) gave 2,4-dimethyl-3-mercaptopenta-1,3-diene(12) via thioxyallyl intermediate(13) by unimolecular C-S bond cleavage. 3,3,5,5-Tetramethylpyrazoline-4-thione(11) also gave 12 probably via the same intermediate(13), which has a biradical character.

SYNTHESIS OF DIISOPROPYLIDENETHIIRANE (THIIRANORADIALENE) AND ITS REACTIONS

The first stable 2,3-methylenethiirane, 2,3-diisopropylidenethiirane 6, was prepared by pyrolysis of lithium salt of tosylhydrazone of 2,2-dimethyl-4-isopropylidene-3-thietanone.The desulfurization of 6 by phosphines and carbenes gave 2,5-dimethyl-2,3,4-h