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Updated: Jun 1, 2026
09:45
Modification and Functionalization of the Guanidine Group by Tailor-made Precursors
Published on: April 27, 2017
(5-n-Heptyl-2-hydroxymethyl-1,3-dioxan-2-yl)methanol
Summary
The crystal structure of a C13H26O4 compound reveals dioxane rings in a chair conformation with an equatorial n-heptyl chain. Molecules form zigzag chains via hydrogen bonds, creating a herringbone pattern in the crystal lattice.
Area of Science:
- Organic Chemistry
- Crystallography
- Molecular Structure
Background:
- Understanding molecular conformations is crucial in organic chemistry.
- Crystal packing influences material properties.
- Hydrogen bonding plays a key role in supramolecular assembly.
Purpose of the Study:
- To elucidate the crystal structure of the title compound C13H26O4.
- To analyze the molecular conformation and intermolecular interactions.
- To describe the crystal packing arrangement.
Main Methods:
- Single-crystal X-ray diffraction analysis.
- Conformational analysis of the dioxane ring and n-heptyl chain.
- Identification and analysis of hydrogen bonding networks.
Main Results:
- The dioxane rings adopt a chair conformation.
- The n-heptyl chain is found in an equatorial position.
- Molecules self-assemble into zigzag chains via O-H⋯O hydrogen bonds, forming a herringbone pattern.
- Two independent molecules exist in the asymmetric unit.
Conclusions:
- The study provides detailed structural insights into the C13H26O4 compound.
- The observed crystal packing is governed by hydrogen bonding and conformational preferences.
- This structural information can inform future studies on related compounds and their properties.
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Overview
Alcohols are one of the most important functional groups in organic chemistry. The name of alcohol comes from the hydrocarbon from which it is derived. Alcohols are organic molecules containing the functional hydroxyl or –OH group directly bonded to carbon. Phenols have an OH group directly attached to a benzene ring. While alcohols are colorless, phenol is a white crystalline compound with a characteristic "hospital smell" odor.
As with other organic compounds, alcohols and phenols...
Alcohols are one of the most important functional groups in organic chemistry. The name of alcohol comes from the hydrocarbon from which it is derived. Alcohols are organic molecules containing the functional hydroxyl or –OH group directly bonded to carbon. Phenols have an OH group directly attached to a benzene ring. While alcohols are colorless, phenol is a white crystalline compound with a characteristic "hospital smell" odor.
As with other organic compounds, alcohols and phenols...
01:57Preparation of Diols and Pinacol Rearrangement
Compounds bearing two hydroxyl groups are known as diols. When the hydroxyl groups are located on adjacent carbon atoms, the diols are called vicinal diols or glycols. Under acidic conditions, vicinal diols undergo a specific reaction called pinacol rearrangement.
The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.
The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.
02:44Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
Alkenes are converted to 1,2-diols or glycols through a process called dihydroxylation. It involves the addition of two hydroxyl groups across the double bond with two different stereochemical approaches, namely anti and syn. Dihydroxylation using osmium tetroxide progresses with syn stereochemistry.
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Like water, alcohols are weak acids and bases. This is attributed to the polarization of the O–H bond making the hydrogen partially positive. Moreover, the electron pairs on the oxygen atom of alcohol make it both basic and nucleophilic. Protonation of an alcohol converts hydroxide, a poor leaving group, into water—a good one. The two acid–base equilibria corresponding to ethanol are depicted below.
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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.
03:08Hydroboration-Oxidation of Alkenes
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