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Related Concept Videos

Electrophilic Aromatic Substitution: Sulfonation of Benzene01:22

Electrophilic Aromatic Substitution: Sulfonation of Benzene

Sulfonation of benzene is a reaction wherein benzene is treated with fuming sulfuric acid at room temperature to produce benzenesulfonic acid. Fuming sulfuric acid is a mixture of sulfur trioxide and concentrated sulfuric acid.
Electrophilic Aromatic Substitution: Nitration of Benzene01:20

Electrophilic Aromatic Substitution: Nitration of Benzene

The nitration of benzene is an example of an electrophilic aromatic substitution reaction. It involves the formation of a very powerful electrophile, the nitronium ion, which is linear in shape. The reaction occurs through the interaction of two strong acids, sulfuric and nitric acid.
Preparation and Reactions of Sulfides02:26

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 Sulfides02:17

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 and Reactions of Thiols02:33

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.
Chirality at Nitrogen, Phosphorus, and Sulfur02:30

Chirality at Nitrogen, Phosphorus, and Sulfur

Chirality is most prevalent in carbon-based tetrahedral compounds, but this important facet of molecular symmetry extends to sp3-hybridized nitrogen, phosphorus and sulfur centers, including trivalent molecules with lone pairs. Here, the lone pair behaves as a functional group in addition to the other three substituents to form an analogous tetrahedral center that can be chiral.
A consequence of chirality is the need for enantiomeric resolution. While this is theoretically possible for all...

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Microwave-assisted One-pot Synthesis of N-succinimidyl-4-[18F]fluorobenzoate ([18F]SFB)
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Published on: June 28, 2011

S-(4-Nitrophenyl) 4-nitrobenzenethiosulfonate.

Iván Brito1, Joselyn Albanez, Michael Bolte

  • 1Departamento de Química, Facultad de Ciencias Básicas, Universidad de Antofagasta, Casilla 170, Antofagasta, Chile. ivanbritob@yahoo.com

Acta Crystallographica. Section C, Crystal Structure Communications
|September 4, 2010
PubMed
Summary

This study compares two isomers of a sulfur-containing organic compound, highlighting differences in nitro group rotation and molecular structure. These structural variations influence hydrogen bonding and crystal packing in the solid state.

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Published on: January 3, 2018

Area of Science:

  • Crystallography
  • Organic Chemistry
  • Supramolecular Chemistry

Background:

  • The title compound, C(12)H(8)N(2)O(6)S(2), is a positional isomer of S-(2-nitrophenyl) 2-nitrobenzenethiosulfonate.
  • Positional isomers can exhibit distinct structural and chemical properties due to variations in atom or group arrangement.

Purpose of the Study:

  • To characterize the crystal structure of the title compound.
  • To compare its structural features with a known positional isomer.
  • To investigate the influence of structural differences on intermolecular interactions.

Main Methods:

  • Single-crystal X-ray diffraction analysis was performed on the title compound.
  • Structural parameters including bond angles, torsion angles, and dihedral angles were analyzed.
  • Hydrogen bonding networks and crystal packing were examined.

Main Results:

  • The title compound exhibits significantly smaller nitro group rotations compared to its isomer.
  • Key differences in C-S-S(O(2))-C torsion angles and dihedral angles between aromatic rings were observed.
  • Two types of C-H...O hydrogen bonds were identified, forming a two-dimensional framework.

Conclusions:

  • The distinct structural arrangements of the isomers lead to differences in their solid-state properties.
  • Hydrogen bonding patterns and crystal packing are sensitive to the relative orientation of functional groups.
  • The study provides insights into structure-property relationships in organic crystals.