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Related Concept Videos

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.
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.
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.
Hydroboration-Oxidation of Alkenes03:08

Hydroboration-Oxidation of Alkenes

In addition to the oxymercuration–demercuration method, which converts the alkenes to alcohols with Markovnikov orientation, a complementary hydroboration-oxidation method yields the anti-Markovnikov product. The hydroboration reaction, discovered in 1959 by H.C. Brown, involves the addition of a B–H bond of borane to an alkene giving an organoborane intermediate. The oxidation of this intermediate with basic hydrogen peroxide forms an alcohol.
Structure and Nomenclature of Epoxides02:38

Structure and Nomenclature of Epoxides

Cyclic ethers are heterocyclic compounds with an oxygen atom in the ring along with carbon atoms. They are named depending on the number of carbon atoms present in their ring system. Cyclic ethers with a three-membered ring system are called “oxirane”, four-membered ring systems as “oxetane”, five-membered ring systems as “oxolane”, and six-membered ring systems as “oxane”. The cyclic structure of these rings imposes angle strain, and this strain is more in the ring having a smaller number of...

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Bis(4-eth-oxy-phen-yl) sulfoxide.

Kang Meng1, Cheng Wu, Jing Cao

  • 1Pharmacy Department of the Second Artillery General Hospital, Beijing 100088, People's Republic of China.

Acta Crystallographica. Section E, Structure Reports Online
|July 15, 2011
PubMed
Summary
This summary is machine-generated.

This study details the crystal structure of a specific organic compound, C(16)H(18)O(3)S. Molecular analysis revealed a significant dihedral angle between benzene rings and disordered sulfoxide group orientations, with intermolecular hydrogen bonding observed.

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Area of Science:

  • Crystallography
  • Organic Chemistry
  • Materials Science

Background:

  • Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
  • Sulfoxide-containing compounds exhibit diverse applications, necessitating detailed structural characterization.

Purpose of the Study:

  • To elucidate the crystal structure of the title compound, C(16)H(18)O(3)S.
  • To analyze the molecular geometry, including dihedral angles and substituent orientations.
  • To investigate intermolecular interactions within the crystal lattice.

Main Methods:

  • Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
  • The crystal structure was solved and refined using standard crystallographic software.
  • Intermolecular interactions, such as hydrogen bonds, were identified and analyzed.

Main Results:

  • The crystal structure of C(16)H(18)O(3)S was successfully determined.
  • A notable dihedral angle of 82.7° between the two benzene rings was observed.
  • The oxygen atom of the sulfoxide group exhibited disorder over two positions with occupancy factors of 0.563:0.437.
  • Intermolecular C-H⋯O hydrogen bonds were identified, leading to the formation of chains along the b-axis.

Conclusions:

  • The detailed crystal structure provides fundamental insights into the solid-state behavior of this sulfoxide compound.
  • The observed disorder and hydrogen bonding patterns are key factors influencing the compound's packing and potential properties.
  • This structural data serves as a reference for further studies on related organic sulfoxides.