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Preparation and Reactions of Thiols

Preparation and Reactions of Thiols

Thiols are prepared using the hydrosulfide anion as a nucleophile in a nucleophilic substitution reaction with alkyl halides. For instance, bromobutane reacts with sodium hydrosulfide to give butanethiol.

Preparation and Reactions of Sulfides

Preparation 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.

Structure and Nomenclature of Thiols and Sulfides

Structure and Nomenclature of Thiols and Sulfides

Thiols and sulfides are sulfur analogs of alcohols and ethers, respectively, where the sulfur atom takes the place of the oxygen atom. Thus, thiols are generally represented as RSH, where R is an alkyl substituent and —SH is the functional group. On the other hand, in sulfides, the central sulfur atom is bonded to two hydrocarbon groups on either side. Depending upon the type of group, sulfides can be either symmetrical or asymmetrical. Both thiols and sulfides display a bent geometry, similar...

Preparation of 1° Amines: Hofmann and Curtius Rearrangement Overview

Preparation of 1° Amines: Hofmann and Curtius Rearrangement Overview

In the presence of an aqueous base and a halogen, primary amides can lose the carbonyl (as carbon dioxide) and undergo rearrangement to form primary amines. This reaction, called the Hofmann rearrangement, can produce primary amines (aryl and alkyl) in high yields without contamination by secondary and tertiary amines.

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Related Experiment Video

Updated: May 22, 2026

Modification and Functionalization of the Guanidine Group by Tailor-made Precursors

Modification and Functionalization of the Guanidine Group by Tailor-made Precursors

Published on: April 27, 2017

3-Acetyl-1-(2-methylphenyl)thiourea.

Durre Shahwar, M Nawaz Tahir, Muhammad Mansha Chohan

Acta Crystallographica. Section E, Structure Reports Online

|May 19, 2012

Summary

This study details the crystal structure of a novel organic compound, C(10)H(12)N(2)OS. Molecular analysis reveals specific dihedral angles and hydrogen bonding patterns influencing its crystal lattice.

Area of Science:

Crystallography
Organic Chemistry
Supramolecular Chemistry

Background:

Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties.
Hydrogen bonding plays a significant role in the self-assembly and stability of crystal structures.
The compound C(10)H(12)N(2)OS represents a unique molecular architecture with potential applications in materials science.

Purpose of the Study:

To elucidate the crystal structure of the title compound, C(10)H(12)N(2)OS.
To analyze the intermolecular interactions, specifically hydrogen bonding, within the crystal lattice.
To describe the overall packing and supramolecular arrangement of the molecules in the solid state.

Main Methods:

Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.

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Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines

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Last Updated: May 22, 2026

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Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines

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Published on: January 3, 2018

Analysis of bond lengths, bond angles, and dihedral angles provided insights into the molecular geometry.

Topological analysis of hydrogen bonds was performed to characterize the supramolecular architecture.

Main Results:

The crystal structure of C(10)H(12)N(2)OS was successfully determined.
A significant dihedral angle of 78.75(5)° was observed between the toluene and N-carbamothioylacetamide units.
Intramolecular N-H⋯O hydrogen bonds formed an S(6) ring, while intermolecular N-H⋯S and O-H⋯O hydrogen bonds created alternating R(2)(2)(8) and R(2)(2)(4) loops, forming [101] chains.

Conclusions:

The study provides a detailed structural characterization of C(10)H(12)N(2)OS.
The identified hydrogen bonding motifs dictate the formation of one-dimensional supramolecular chains.
The findings contribute to the understanding of structure-property relationships in organic crystalline materials.