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Updated: Mar 29, 2026

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Crystal structure of 2-[4(E)-2,6-bis-(4-chloro-phen-yl)-3-ethyl-piperidin-4-yl-idene]acetamide
K Priya1, K Saravanan1, S Selvanayagam2
1Department of Chemistry, Annamalai University, Annamalainagar, Chidambaram 608 002, India.
Abstract:
In the title piperidine derivative, C21H22Cl2N2O, the piperidine ring adopts a chair conformation. The chloro-phenyl rings are oriented at an angle of 45.59 (14)° with respect to each other. In the crystal, mol-ecules are linked via N-H⋯O hydrogen bonds, forming C(4) chains along [100]. The chains are linked by C-H⋯O hydrogen bonds, forming sheets parallel to the ab plane. Within the sheets, there are N-H⋯π inter-actions present. The crystal studied was refined as an inversion twin.
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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.
The three sp2 orbitals of the carbonyl carbon form three σ bonds, one each with the carbonyl oxygen, the α carbon, and the heteroatom, whereas the other two sp2 orbitals of the carbonyl oxygen are occupied by the lone pairs. Further, the unhybridized p...
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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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The acidic strength of hydrocarbons follows the order: Alkynes > Alkenes > Alkanes. The strength of an acid is commonly expressed in units of pKa — the lower the pKa, the stronger the acid. Among the hydrocarbons, terminal alkynes have lower pKa values and are, therefore, more acidic. For example, the pKa values for ethane, ethene, and acetylene are 51, 44, and 25, respectively, as shown here.
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