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Related Concept Videos

Reactions at the Benzylic Position: Halogenation01:11

Reactions at the Benzylic Position: Halogenation

Benzylic halogenation takes place under conditions that favor radical reactions such as heat, light, or a free radical initiator like peroxide.
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NMR Spectroscopy of Benzene Derivatives

Simple unsubstituted benzene has six aromatic protons, all chemically equivalent. Therefore, benzene exhibits only a singlet peak at δ 7.3 ppm in the 1H NMR spectrum. The observed shift is far downfield because the aromatic ring current strongly deshields the protons. Any substitution on the benzene ring makes the aromatic protons nonequivalent, and the protons split each other. The peak is, therefore, no longer a singlet and the splitting pattern and their associated coupling constants depend...
Nomenclature of Aromatic Compounds with Multiple Substituents01:11

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For disubstituted benzene derivatives, with two groups attached to the benzene ring, three constitutional isomers are possible. For example, consider dimethyl benzene, often called xylene, where the second methyl group can be substituted at the second, third, or fourth carbon. The relative position of the substituents is represented by prefixes ortho, meta, or...
Electrophilic Aromatic Substitution: Chlorination and Bromination of Benzene01:15

Electrophilic Aromatic Substitution: Chlorination and Bromination of Benzene

Chlorination and bromination are important classes of electrophilic aromatic substitutions, where benzene reacts with chlorine or bromine in the presence of a Lewis acid catalyst to give halogenated substitution products. A Lewis acid such as aluminium chloride or ferric chloride catalyzes the chlorination, and ferric bromide catalyzes the bromination reactions. During the bromination of alkenes, bromine polarizes and becomes electrophilic. However, in the bromination of benzene, the bromine...
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Benzene to 1,4-Cyclohexadiene: Birch Reduction Mechanism01:18

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Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
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1,3-Bis(chloro-meth-yl)benzene.

Marisa B Sanders1, David Leon, Eddy I Ndichie

  • 1Department of Chemistry, The College of New Jersey, 2000 Pennington Rd, Ewing, NJ 08628, USA.

Acta Crystallographica. Section E, Structure Reports Online
|September 19, 2013
PubMed
Summary
This summary is machine-generated.

The pharmaceutical intermediate C8H8Cl2 forms a 3D network in the solid-state. This network is stabilized by chlorine-chlorine interactions, influencing its chemical properties and applications.

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Area of Science:

  • Solid-state chemistry
  • Crystallography
  • Organic synthesis

Background:

  • The title compound, C8H8Cl2, is a key intermediate in synthesizing various pharmaceutical compounds.
  • Understanding the solid-state structure of such intermediates is crucial for optimizing synthesis and predicting reactivity.

Purpose of the Study:

  • To investigate the solid-state structure of C8H8Cl2.
  • To identify and characterize non-covalent interactions governing the crystal packing.

Main Methods:

  • Single-crystal X-ray diffraction was employed to determine the three-dimensional molecular structure.
  • Analysis of intermolecular distances and angles to identify significant interactions.

Main Results:

  • C8H8Cl2 forms an extended three-dimensional network in the solid-state.
  • The network is primarily stabilized by chlorine-chlorine interactions, with distances of 3.513(1) Å and 3.768(3) Å.

Conclusions:

  • Chlorine-chlorine interactions play a significant role in the crystal engineering of C8H8Cl2.
  • The identified solid-state structure provides insights into the compound's behavior in pharmaceutical synthesis.