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Updated: Jun 2, 2026

Constructing Cyclic Peptides Using an On-Tether Sulfonium Center
Published on: September 28, 2022
rac-Ammonium cis-2-carb-oxy-cyclo-hexane-1-carboxyl-ate
1Faculty of Science and Technology, Queensland University of Technology, GPO Box 2434, Brisbane, Queensland 4001, Australia.
Abstract:
In the structure of the title compound, NH(4) (+)·C(8)H(11)O(4) (-), the carboxyl and carboxyl-ate groups of the cation adopt C-C-C-O torsion angles of 174.9 (2) and -145.4 (2)°, respectively, with the alicyclic ring. The ammonium H atoms of the cations give a total of five hydrogen-bonding associations with carboxyl-ate O-atom acceptors of the anion which, together with a carboxyl O-H⋯O(carboxyl-ate) inter-action give sheet structures which lie in the (101) planes.
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The IUPAC and common names of amides are derived from the parent carboxylic acid, by replacing the suffix “oic acid” and “ic acid,” respectively, with “amide.” In the following example, the IUPAC name ethanamide is derived from ethanoic acid, and the common name, acetamide, is obtained from acetic acid.
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Carboxylic acid derivatives contain an acyl group attached to a heteroatom such as chlorine, oxygen, or nitrogen. The carbonyl carbon and oxygen are both sp2-hybridized with an unhybridized p orbital.
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