6851-93-0Relevant academic research and scientific papers
Acyl iodides in organic synthesis: XIII.* Reaction of acyl iodides with nitrogen-containing heteroaromatic compounds
Voronkov,Vlasov,Vlasova
experimental part, p. 1838 - 1842 (2011/04/15)
Reactions of acetyl iodide with pyridine at room temperature and with quinoline both at 20-25°C and on cooling to -50°C involve dehydrohalogenation of acetyl iodide with formation of ketene and pyridinium or quinolinium iodides. The reaction of acetyl iodide with pyridine at -5 to -50°C led to the formation of N-acetylpyridinium iodide. Benzoyl iodide reacted with both pyridine and quinoline at both -50°C and at 20-25°C to form stable N-benzoylpyridinium and N-benzoylquinolinium iodides. The reaction of pyrrole with acetyl iodide under analogous conditions was accompanied by polymerization. Pleiades Publishing, Ltd., 2010.
Thermal decomposition of methylated γ-thiobutyrolactones: A photoelectron spectroscopic study
Chua, Yek Tann,Mok, Chupp Yew,Huang, Hsing Hua,Novak, Igor,Ng, Siu Choon
, p. 577 - 582 (2007/10/03)
The thermal decomposition of γ-thiovalerolactone, α-methyl-γ-thiobutyrolactone and β-methyl-γ- thiobutyrolactone has been studied in a gaseous flow system, by monitoring the changes in the photoelectron spectra recorded during the course of the reactions. Three modes of decomposition were observed, two involve loss of carbon monoxide (decarbonylation) and one involves loss of carbonyl sulfide (decarboxylation). The decarbonylation reaction producing an olefin and a thioaldehyde and the decarboxylation producing an olefin are similar to those observed for the unsubstituted thiobutyrolactone. The third reaction, observed only in the methylated compounds, is decarbonylation with the formation of hydrogen sulfide and butadiene. It is proposed that the last reaction can be attributed to the relatively facile elimination reaction of a butenethiol intermediate.
Thermal Decomposition of Thiirane and 2-Methylthiirane: An Experimental and Theoretical Study
Chin, Wee Shong,Ek, Bee Wai,Mok, Chup Yew,Huang, Hsing Hua
, p. 883 - 890 (2007/10/02)
The thermal decomposition of thiirane and 2-methylthiirane was investigated in a flow system by following the changes in their photoelectron spectra at various temperatures.Similar decomposition patterns were observed in both cases.Thus at 600 deg C, formation of sulfur and an alkene was detected.At higher temperatures, conversion of thiirane into ethenethiol and thioacetaldehyde, and of 2-methylthiirane into cis- and trans-prop-1-ene-1-thiol was observed.Hydrogen sulfide, alkynes, carbon disulfide and thiophene were detected as products of secondary reactions.The experimental data pertaining to the rearrangement processes are compared with potential energy profiles, calculated by using the MNDO/CHAIN procedure.A mechanism involving initial C-S bond breaking, followed by 1,2-hydrogen shift, is suggested by the results.
HCl Elimination from Ethanesulfenyl Chloride and Chlorodimethyl Sulfide
Maier, Guenther,Floegel, Ulrich,Reisenauer, Hans Peter,Hess, B. Andes,Schaad, Lawrence J.
, p. 2609 - 2612 (2007/10/02)
Thioacetaldehyde (5) is prepared by matrix photolysis of ethanesulfenyl chloride (3) or thiirane (4) and by flash pyrolysis of allyl ethyl sulfide (6).Matrix irradiation of 3 or 5 with 222-nm light results in a dehydrogenation, and a mixture of thiirene (7), ethynethiol (8), and thioketone (9) is formed.Flash pyrolysis of chlorodimethyl sulfide ((1) yields ethenethiol (11) together with thiirane (4), whereas ethanesulfenyl chloride (2) gives ethene under the same conditions.The identification of thioacetaldehyde (5) is based on the comparison between the experimental and calculated IR spectra. Key Words: Matrix isolation / Elimination of HCl, photochemically / Flash pyrolysis / Calculations, ab initio / Photochemistr
