Related Experiment Video
Updated: May 27, 2026
08:01
Removal of Arsenic Using a Cationic Polymer Gel Impregnated with Iron Hydroxide
Published on: June 28, 2019
Diisopropyl-ammonium methane-sulfonate.
Guido J Reiss1, Michaela K Meyer
1Institut für Anorganische Chemie und Strukturchemie, Lehrstuhl II: Material- und Strukturforschung, Heinrich-Heine-Universität Düsseldorf, Universitätsstrasse 1, D-40225 Düsseldorf, Germany.
Acta Crystallographica. Section E, Structure Reports Online
|November 18, 2011
Summary
The molecular salt diisopropyl-ammonium methane-sulfonate was structurally characterized. Its crystal structure reveals cyclic dimers formed by N-H⋯O hydrogen bonds involving the sulfonate anion.
Area of Science:
- Crystallography
- Supramolecular Chemistry
- Spectroscopy
Background:
- Diisopropyl-ammonium (dipH) cations are known to form hydrogen-bonded networks.
- Sulfonate anions can participate in various hydrogen-bonding motifs.
- Understanding molecular interactions is crucial for materials science.
Purpose of the Study:
- To determine the crystal structure of diisopropyl-ammonium methane-sulfonate at low temperature.
- To investigate the hydrogen-bonding patterns within the molecular salt.
- To analyze the vibrational properties using Raman and IR spectroscopy.
Main Methods:
- Single-crystal X-ray diffraction at 150 K.
- Raman spectroscopy.
- Infrared (IR) spectroscopy.
Main Results:
- The crystal structure was solved, revealing cyclic dimers formed by N-H⋯O hydrogen bonds between dipH cations and methane-sulfonate anions.
- Two of the three oxygen atoms of the sulfonate anion participate in hydrogen bonding, influencing S-O bond lengths.
- The structure exhibits an R(4) (4)(12) graph-set motif, consistent with related dipH acetate salts.
- Raman and IR spectra provide complementary information on the molecular vibrations.
Conclusions:
- The study elucidates the supramolecular assembly of diisopropyl-ammonium methane-sulfonate through specific hydrogen-bonding interactions.
- The observed hydrogen-bonding motif highlights the role of sulfonate anions in crystal engineering.
- Spectroscopic data support the structural findings and provide insights into molecular dynamics.
Related Concept Videos
01:15Mass Spectrometry of Amines
In mass spectroscopy, amines undergo fragmentation to give parent ions with odd molecule weights. This observed mass spectrum follows the nitrogen rule; a molecule with an odd number of nitrogen atoms produces a molecular ion with an odd molecular weight. Amines undergo fragmentation through α cleavage, producing nitrogen-containing cations—iminium ions—and alkyl radicals. Mass spectra of aromatic and cyclic aliphatic amines exhibit strong molecular ion peaks, but acyclic aliphatic amines show...
01:19Diazonium Group Substitution: –OH and –H
Nitrous acid, a weak acid, is prepared in situ via the reaction of sodium nitrite with a strong acid under cold conditions. This nitrous acid prepared in situ reacts with primary arylamines to form arenediazonium salts. Such reactions are known as diazotization reactions. As shown in Figure 1, the formation of arenediazonium salts begins with the decomposition of nitrous acid in an acidic solution to give nitrosonium ions.
01:12Nomenclature of Secondary and Tertiary Amines
The secondary and tertiary amines are derivatives of ammonia, where two and three of its hydrogens are replaced by alkyl groups, respectively. Secondary and tertiary amines can be symmetrical with identical alkyl groups attached to the nitrogen atom or unsymmetrical when more than one type of alkyl group is present. The standard nomenclature of secondary and tertiary amines is similar to the names given to the primary amines. They are generally named alkylamines. As depicted in Figure 1, for...
01:33Carboxylic Acids to Methylesters: Alkylation using Diazomethane
Carboxylic acids react with diazomethane in an ether solvent via alkylation at the carboxylate oxygen atom to give methyl esters of the corresponding acid with excellent yields.
02:26Preparation 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.
01:23Amines to Sulfonamides: The Hinsberg Test
The Hinsberg test is a method to identify primary, secondary and tertiary amines, named after its pioneer, Oscar Hinsberg. Here, amines are treated with benzenesulfonyl chloride, also known as the Hinsberg reagent, in the presence of an excess of aqueous base, followed by acidification. Based on the nature of the amines, different changes are observed.
Generally, a primary amine reacts with the Hinsberg reagent to produce an N-substituted benzenesulfonamide. The electron-withdrawing sulfonyl...
Generally, a primary amine reacts with the Hinsberg reagent to produce an N-substituted benzenesulfonamide. The electron-withdrawing sulfonyl...