32.5 °C (90.5 °F; 305.6 K) other isomers: 54 (1,3), 112.3 (1,4)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound
A dithiane is a heterocyclic compound composed of a cyclohexane core structure wherein two methylene bridges (-CH 2- units) are replaced by sulfur. The three isomeric parent heterocycles are 1,2-dithiane, 1,3-dithiane and 1,4-dithiane. They are all colorless solids.
Space filling models of 1,2-dithiane (left), 1,3-dithiane and 1,4-dithiane (right)
isomeric parent heterocycles are 1,2-dithiane, 1,3-dithiane and 1,4-dithiane. They are all colorless solids. 1,2-Dithiane is an organosulfur compound with...
is converted into a dithiane or a thioacetal. In synthon terminology the ordinary carbonyl group is an acyl cation and the dithiane is a masked acyl anion...
The formations of dithianes can be accomplished with a Lewis acid (scheme 7) or directly from carbonyl compounds. The pKa of dithianes is approximately...
Cyclobutanone can also be prepared in a two step procedure by dialkylation of 1,3-dithiane with 1-bromo-3-chloropropane followed by deprotection to the ketone with...
referred to as umpolung. The reaction is commonly performed using the 1,3-dithiane. The lithiated intermediate can be used for various nucleophilic bond-forming...
decarboxylation to produce an acyl anion equivalent (see cyanohydrin or aldehyde-dithiane umpolung chemistry, as well as benzoin condensation). This anion attacks...
chemists have developed various acyl anion synthetic equivalents, such as dithianes, as surrogates. However, as a partial exception, hindered dialkylformamides...
Gewald reaction a 3-acetyl-2-aminothiophene is synthesized starting from a dithiane (an adduct of sulfur and acetone if R = CH3 or acetaldehyde if R = H) and...
Schwartz JA (March 1978). "Synthetic studies on lignan lactones: aryl dithiane route to (.+-.)-podorhizol and (.+-.)-isopodophyllotoxone and approaches...
sulfinate. Hydrogen sulfoxylate reacts with divinyl sulfone to make 1,4-dithiane 1,1,4,4-tetroxide. Perfluorophenyl iodide is reduced to pentafluorobenzene...
6-hexamethyl-1,2,4-trithiane and 4-mercapto-2,2,4,6,6-pentamethyl-1,3-dithiane. The product can also be obtained by pyrolysis of allyl isopropyl sulfide...
Sulfanegen Names IUPAC name 2,5-Dihydroxy-1,4-dithiane-2,5-dicarboxylic acid Identifiers CAS Number 80003-64-1 (Na+ salt) Y 1309654-46-3 3D model (JSmol)...
acetals is easier than of cyclic acetals. Acylals – Removed by Lewis acids. Dithianes – Removed by metal salts or oxidizing agents. The most important protecting...
a much-amplified difference in the two stereoelectronic effects in 1,3-dithiane (σ(C–H) → σ*(C–S)) than in 1,3-dioxane(σ(C–H) → σ*(C–O)). The differences...
(typically trimethylsilyl chloride, tmsCl). Silylation of 2-lithio-1,3-dithiane, followed by hydrolysis of the dithioacetal group with mercury(II) chloride...
males. Substantial amounts of thiarubrines, antifungal and nematocidal dithianes, were found in roots of plants growing throughout chimpanzee habitats...
E. J. (1975). "Generation and synthetic applications of 2-lithio-1,3-dithianes". Journal of Organic Chemistry. 40 (2): 231–237. doi:10.1021/jo00890a018...
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