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Updated: May 20, 2026
11:01
Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase
Published on: November 23, 2016
N,N-Dicyclo-hexyl-cyclo-hexa-ne-carboxamide
Summary
This study details the molecular structure of a C19H33NO compound, revealing chair conformations in its three cyclohexane rings. Crystal packing analysis identified weak interactions forming a chain structure.
Area of Science:
- Organic Chemistry
- Crystallography
- Supramolecular Chemistry
Background:
- Understanding the conformational preferences and intermolecular interactions of organic molecules is crucial in chemistry.
- Cyclohexane rings are fundamental structural motifs in many organic compounds, and their conformational analysis provides insights into molecular shape and reactivity.
- Crystal packing dictates the solid-state properties of compounds and can reveal non-covalent interactions that influence material behavior.
Purpose of the Study:
- To elucidate the three-dimensional structure of the title compound, C19H33NO.
- To investigate the conformational behavior of the cyclohexane rings within the molecule.
- To analyze the crystal packing and identify any significant intermolecular interactions.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular structure.
- Conformational analysis was performed on the determined structure.
- Crystal structure analysis was used to study the arrangement of molecules in the solid state and identify weak interactions.
Main Results:
- The title compound, C19H33NO, was structurally characterized.
- All three cyclohexane rings within the molecule adopt chair conformations.
- Crystal packing analysis revealed the presence of weak C-H⋯O interactions, which organize the molecules into a supramolecular chain along the c axis.
Conclusions:
- The C19H33NO compound exhibits a specific conformational preference for its cyclohexane rings.
- Weak C-H⋯O interactions play a role in the self-assembly of this compound in the solid state.
- The observed supramolecular chain formation provides insights into crystal engineering and the design of functional materials.
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01:11Nomenclature of Carboxylic Acid Derivatives: Amides and Nitriles
Naming Amides
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.
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.
01:18Aromatic Hydrocarbon Cations: Structural Overview
Cycloheptatriene is a neutral monocyclic unsaturated hydrocarbon that consists of an odd number of carbon atoms and an intervening sp3 carbon in the ring. The three double bonds in the ring correspond to 6 π electrons, which is a Huckel number, and therefore satisfies the criteria of 4n + 2 π electrons. However, the intervening sp3 carbon disrupts the continuous overlap of p orbitals. As a result, cycloheptatriene is not aromatic.
Removing one hydrogen from the intervening CH2 group with both...
Removing one hydrogen from the intervening CH2 group with both...
01:16IUPAC Nomenclature of Carboxylic Acids
IUPAC names of carboxylic acids are systematically derived following a few rules discussed below.
For acyclic saturated monocarboxylic acids, the longest hydrocarbon chain containing the –COOH carbon is identified as the parent chain. Then, the last -e of the parent hydrocarbon name is replaced with a suffix -oic acid.
For acyclic saturated monocarboxylic acids, the longest hydrocarbon chain containing the –COOH carbon is identified as the parent chain. Then, the last -e of the parent hydrocarbon name is replaced with a suffix -oic acid.
01:17Nomenclature of Primary Amines
Primary, secondary, and tertiary amines are compounds consisting of one, two, and three alkyl groups connected to the amino group (–NH2), respectively. As depicted in Figure 1, the common name of the primary amines is obtained by adding the suffix -amine to the alkyl substituent attached to the amino group as the corresponding alkylamine.
02:28Cycloalkanes
Cycloalkanes are saturated cyclic hydrocarbons with carbon atoms arranged in the form of rings. They have two fewer hydrogen atoms than the corresponding acyclic alkane; therefore, their general formula is CnH2n. The structural formulas of cycloalkanes are simplified using the line-angle representation. The regular polygons are used to represent the cycloalkane rings, with each side representing a carbon-carbon bond.
The IUPAC nomenclature of cycloalkanes follows similar rules that apply to...
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01:10Nomenclature of Aryl and Heterocyclic Amines
The simplest aromatic amine is phenylamine, which contains an –NH2 functionality directly attached to an aromatic ring. The name aniline is designated for this skeleton. As shown in Figure 1, the common names of the functionalized anilines involve prefixes ortho-, meta-, and para- to indicate the substitution position. Different functionalized aniline derivatives also have notable trivial names.