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Related Concept Videos

IUPAC Nomenclature of Aldehydes01:16

IUPAC Nomenclature of Aldehydes

Aldehydes are named based on the systematic nomenclature rules set by the IUPAC. For acyclic aldehydes, the longest carbon chain containing the aldehydic (–CHO) group is considered the parent chain. The aldehyde is named by replacing the last letter “e” in the hydrocarbon name with “al”. For instance, a simple, seven-carbon-membered acyclic aldehyde is called heptanal, derived from heptane. The carbon chain is numbered starting from the aldehydic carbon, although the aldehydic carbon’s locant...
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Bromination and chlorination of aromatic rings by electrophilic aromatic substitution reactions are easily achieved, but fluorination and iodination are difficult to achieve. Fluorine is so reactive that its reaction with benzene is difficult to control, resulting in poor yields of monofluoroaromatic products. To address this, Selectfluor reagent is used as a fluorine source in which a fluorine atom is bonded to a positively charged nitrogen.
Alkyl Halides02:45

Alkyl Halides

Structural Properties
Alkyl halides are halogen-substituted alkanes wherein one or more hydrogen atoms of an alkane is replaced by a halogen atom such as fluorine, chlorine, bromine, or iodine. The carbon atom in an alkyl halide is bonded to the halogen atom, which is sp3-hybridized and exhibits a tetrahedral shape.
Unlike alkyl halides, compounds in which a halogen atom is bonded to an sp2 -hybridized carbon atom of a carbon-carbon double bond (C=C) are called vinyl halides. Whereas aryl...

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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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N-(2,3,4-Trifluoro-phen-yl)phthalimide.

Xian-Shu Fu1, Xiao-Ping Yu, Wei-Min Wang

  • 1College of Life Sciences, China Jiliang University, Hangzhou 310018, People's Republic of China.

Acta Crystallographica. Section E, Structure Reports Online
|May 19, 2011
PubMed
Summary

The crystal structure of a trifluoromethyl-substituted phthalimide compound reveals a 60.12° dihedral angle between its benzene and phthalimide rings. Weak intermolecular hydrogen bonds involving C-H groups were also identified.

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Area of Science:

  • Organic Chemistry
  • Crystallography
  • Supramolecular Chemistry

Background:

  • Phthalimide derivatives are important scaffolds in medicinal chemistry and materials science.
  • Understanding the solid-state structure of organic compounds is crucial for predicting their properties and reactivity.
  • Fluorinated organic compounds often exhibit unique electronic and physical characteristics.

Purpose of the Study:

  • To determine the precise three-dimensional molecular structure of the title compound, C(14)H(6)F(3)NO(2).
  • To investigate the intermolecular interactions, specifically hydrogen bonding, within the crystal lattice.
  • To analyze the conformational aspects, such as the dihedral angle between the aromatic and phthalimide ring systems.

Main Methods:

  • Single-crystal X-ray diffraction was employed to elucidate the crystal structure.
  • Analysis of the resulting crystallographic data provided bond lengths, bond angles, and torsion angles.
  • Intermolecular interactions were identified and characterized using geometric criteria for hydrogen bonding.

Main Results:

  • The crystal structure of C(14)H(6)F(3)NO(2) was successfully determined.
  • A significant dihedral angle of 60.12(7)° was measured between the benzene ring and the phthalimide ring system.
  • Weak intermolecular interactions, including C-H⋯O and C-H⋯F hydrogen bonds, were observed, contributing to the crystal packing.

Conclusions:

  • The study provides detailed structural information on a fluorinated phthalimide derivative.
  • The observed dihedral angle offers insights into the molecule's conformation in the solid state.
  • The identified weak hydrogen bonds play a role in stabilizing the crystal structure and may influence material properties.