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The simplest aromatic amine is phenylamine, which contains an –NH2 functionality directly attached to an aromatic ring. The name aniline is designated for this skeleton. As shown in Figure 1, the common names of the functionalized anilines involve prefixes ortho-, meta-, and para- to indicate the substitution position. Different functionalized aniline derivatives also have notable trivial names.
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Amines with low molecular weight are usually gaseous at room temperature, while those with high molecular weight are liquid or solids in nature. Usually, low molecular weight amines have a rotten fish-like smell. Diamines typically have a pungent smell. For instance, cadaverine and putrescine, depicted in Figure 1, are two molecules responsible for decaying tissue.
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The basicity of aromatic amines is much weaker than that of aliphatic amines due to the involvement of the lone pair of electrons over the N atom in resonance with the aryl rings. Generally, the electron-donating ability of any substituents on the aryl ring of aromatic amines increases the basicity of the amine by increasing electron density, and hence the availability of lone pair on the nitrogen. On the other hand, electron-withdrawing functional groups on the aryl ring of amines decrease the...
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Adrenergic agonists' structure-activity relationship (SAR) determines their selectivity and efficacy. These agonists comprise a phenylethylamine moiety with an aromatic ring and an ethylamine side chain.
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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.
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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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10-Bromo-N,N-di-phenyl-anthracen-9-amine.

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Summary
This summary is machine-generated.

This study details the crystal structure of a brominated anthracene derivative. It reveals specific dihedral angles and weak C-H⋯Br interactions forming chains, with no significant π-π stacking observed.

Keywords:
crystal structurehydrogen bonding

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Area of Science:

  • Crystal Chemistry
  • Organic Chemistry
  • Solid-State Chemistry

Background:

  • Understanding molecular interactions is crucial for designing new materials.
  • Anthracene derivatives are important in materials science and organic electronics.
  • Brominated organic compounds exhibit unique reactivity and intermolecular forces.

Purpose of the Study:

  • To elucidate the crystal structure and intermolecular interactions of a novel brominated anthracene compound.
  • To investigate the role of weak interactions in the solid-state packing of organic molecules.
  • To characterize the dihedral angles between the anthracene core and pendant phenyl rings.

Main Methods:

  • Single-crystal X-ray diffraction analysis was performed.
  • The crystal structure was solved and refined.
  • Intermolecular interactions, including C-H⋯Br, π-π stacking, and C-H⋯π interactions, were analyzed.

Main Results:

  • The title compound, C26H18BrN, was structurally characterized.
  • Dihedral angles between the anthracene core and phenyl rings were determined as 89.51° and 74.03°.
  • A weak C-H⋯Br interaction was identified, leading to the formation of [100] chains. No significant π-π or C-H⋯π interactions were observed.

Conclusions:

  • The crystal packing is primarily influenced by weak C-H⋯Br interactions.
  • The observed dihedral angles suggest a non-planar conformation of the molecule in the solid state.
  • The absence of significant π-π stacking indicates limited electronic communication between adjacent molecules in the crystal lattice.