Related Experiment Video
Updated: May 26, 2026

04:38
Preparation of Contiguous Bisaziridines for Regioselective Ring-Opening Reactions
Published on: July 28, 2022
3-(Trimethyl-sil-yl)prop-2-ynyl p-toluene-sulfonate
Devin C Schmitt1, Guillermo A Morales, Frank R Fronczek
1Department of Chemistry, Louisiana State University, Baton Rouge, LA 70803-1804, USA.
Acta Crystallographica. Section E, Structure Reports Online
|January 6, 2012
Abstract:
In the title compound, C(13)H(18)O(3)SSi, the SO(3) group displays a partial rotational (ca 50°) disorder about the C-S bond, with relative proportions 0.7744 (13):0.2256 (13). This disorder also forces the propynyl CH(2) group to be disordered.
Related Concept Videos
Electrophilic Aromatic Substitution: Sulfonation of Benzene
Sulfonation of benzene is a reaction wherein benzene is treated with fuming sulfuric acid at room temperature to produce benzenesulfonic acid. Fuming sulfuric acid is a mixture of sulfur trioxide and concentrated sulfuric acid.
Structure and Nomenclature of Thiols and Sulfides
Thiols and sulfides are sulfur analogs of alcohols and ethers, respectively, where the sulfur atom takes the place of the oxygen atom. Thus, thiols are generally represented as RSH, where R is an alkyl substituent and —SH is the functional group. On the other hand, in sulfides, the central sulfur atom is bonded to two hydrocarbon groups on either side. Depending upon the type of group, sulfides can be either symmetrical or asymmetrical. Both thiols and sulfides display a bent geometry, similar...
Preparation and Reactions of Sulfides
Sulfides are the sulfur analog of ethers, just as thiols are the sulfur analog of alcohol. Like ethers, sulfides also consist of two hydrocarbon groups bonded to the central sulfur atom. Depending upon the type of groups present, sulfides can be symmetrical or asymmetrical. Symmetrical sulfides can be prepared via an SN2 reaction between 2 equivalents of an alkyl halide and one equivalent of sodium sulfide.
Preparation and Reactions of Thiols
Thiols are prepared using the hydrosulfide anion as a nucleophile in a nucleophilic substitution reaction with alkyl halides. For instance, bromobutane reacts with sodium hydrosulfide to give butanethiol.

