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Related Concept Videos

Hydrolysis of Chlorobenzene to Phenol: Dow Process01:10

Hydrolysis of Chlorobenzene to Phenol: Dow Process

Simple aryl halides do not react with nucleophiles under normal conditions. However, the reaction can proceed under drastic conditions involving high temperatures and high pressure to give the substituted products. For example, chlorobenzene is converted to phenol using aqueous sodium hydroxide at 350 °C under high pressure by the Dow process. The reaction follows an elimination-addition mechanism involving a benzyne intermediate. Here, the chloride ion is eliminated to generate the benzyne...
Diazonium Group Substitution: –OH and –H01:19

Diazonium Group Substitution: –OH and –H

Nitrous acid, a weak acid, is prepared in situ via the reaction of sodium nitrite with a strong acid under cold conditions. This nitrous acid prepared in situ reacts with primary arylamines to form arenediazonium salts. Such reactions are known as diazotization reactions. As shown in Figure 1, the formation of arenediazonium salts begins with the decomposition of nitrous acid in an acidic solution to give nitrosonium ions.
Nucleophilic Aromatic Substitution: Elimination–Addition01:11

Nucleophilic Aromatic Substitution: Elimination–Addition

Simple aryl halides do not react with nucleophiles. However, nucleophilic aromatic substitutions can be forced under certain conditions, such as high temperatures or strong bases. The mechanism of substitution under such conditions involves the highly unstable and reactive benzyne intermediate. Benzyne contains equivalent carbon centers at both ends of the triple bond, each of which is equally susceptible to nucleophilic attack. This 50–50 distribution of products is confirmed through isotopic...
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Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions01:20

Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions

Arenediazonium substitution reactions occur when the diazonium group is substituted by various functional groups such as halides, hydroxyl, nitrile, etc. For instance, arenediazonium salts react with copper(I) salts of chloride, bromide, or cyanide to form corresponding aryl chlorides, bromides, and nitriles. These reactions are named Sandmeyer reactions. Although the mechanism of this reaction is complicated, as illustrated in Figure 1, they are believed to progress via an aryl copper...
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Formation of Halohydrin from Alkenes

An alkene, such as propene, reacts with bromine in the presence of water to yield a halohydrin. Halohydrins contain a halogen and a hydroxyl group attached to adjacent carbons. When the halogen is bromine, it is called a bromohydrin, while a chlorohydrin has chlorine as the halogen.

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Continuous Flow Chemistry: Reaction of Diphenyldiazomethane with p-Nitrobenzoic Acid
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Continuous Flow Chemistry: Reaction of Diphenyldiazomethane with p-Nitrobenzoic Acid

Published on: November 15, 2017

N'-(2-Hy-droxy-1,2-diphenyl-ethyl-idene)benzohydrazide.

Ming-Zhi Song1

  • 1College of Chemistry and Chemical Technology, Binzhou University, Binzhou 256600, Shandong, People's Republic of China.

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

This study details the crystal structure of a novel organic compound, C(21)H(18)N(2)O(2). The research highlights intramolecular and intermolecular hydrogen bonding critical for its molecular arrangement in the solid state.

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Area of Science:

  • Crystallography
  • Organic Chemistry
  • Supramolecular Chemistry

Background:

  • Understanding molecular interactions is key in materials science.
  • Hydrogen bonding plays a crucial role in crystal engineering and molecular self-assembly.
  • Detailed structural analysis provides insights into chemical properties.

Purpose of the Study:

  • To elucidate the crystal structure of the compound C(21)H(18)N(2)O(2).
  • To investigate the role of intra-molecular and inter-molecular hydrogen bonding.
  • To describe the packing arrangement and intermolecular forces within the crystal lattice.

Main Methods:

  • Single-crystal X-ray diffraction was employed for structural determination.
  • Analysis of bond lengths, bond angles, and dihedral angles.
  • Identification and characterization of hydrogen bonding networks.

Main Results:

  • The crystal structure of C(21)H(18)N(2)O(2) was successfully determined.
  • An intramolecular N-H⋯O hydrogen bond was observed within the molecule.
  • Intermolecular O-H⋯N and O-H⋯O hydrogen bonds were identified, leading to chain formation along the [100] direction.
  • Significant dihedral angles between ring systems were quantified (37.9°, 64.4°, 83.6°).

Conclusions:

  • The compound exhibits specific intra- and intermolecular hydrogen bonding patterns.
  • These hydrogen bonds dictate the supramolecular architecture in the solid state.
  • The findings contribute to the understanding of crystal packing and molecular design in organic compounds.