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Related Concept Videos

Electrophilic Aromatic Substitution: Chlorination and Bromination of Benzene01:15

Electrophilic Aromatic Substitution: Chlorination and Bromination of Benzene

10.2K
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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Halogenation of Alkenes02:46

Halogenation of Alkenes

18.1K
Halogenation is the addition of chlorine or bromine across the double bond in an alkene to yield a vicinal dihalide. The reaction occurs in the presence of inert and non-nucleophilic solvents, such as methylene chloride, chloroform, or carbon tetrachloride.
Consider the bromination of cyclopentene. Molecular bromine is polarized in the proximity of the π electrons of cyclopentene. An electrophilic bromine atom adds across the double bond, forming a cyclic bromonium ion intermediate.
18.1K
Formation of Halohydrin from Alkenes02:41

Formation of Halohydrin from Alkenes

14.5K
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.
14.5K
Oxymercuration-Reduction of Alkenes02:36

Oxymercuration-Reduction of Alkenes

9.1K
Oxymercuration–reduction of alkenes is one of the major reactions converting alkenes to alcohols. It involves the hydration of alkenes with mercuric acetate in a mixture of tetrahydrofuran and water, forming an organomercury adduct. This is followed by a demercuration step in which the adduct is reduced to an alcohol using sodium borohydride.
9.1K
Radical Substitution: Allylic Bromination01:27

Radical Substitution: Allylic Bromination

6.3K
In organic synthesis, the formation of products can be altered by changing the reaction conditions. For example, a dibromo addition product is formed when propene is treated with bromine at room temperature. In contrast, propene undergoes allylic substitution in non-polar solvents at high temperatures to give 3-bromopropene. In order to avoid the addition reaction, the bromine concentration must be kept as low as possible throughout the reaction. This can be achieved using N-bromosuccinimide...
6.3K
Acid Halides to Amides: Aminolysis01:07

Acid Halides to Amides: Aminolysis

3.9K
Aminolysis is a nucleophilic acyl substitution reaction, where ammonia or amines act as nucleophiles to give the substitution product. Acid halides react with ammonia, primary amines, and secondary amines to yield primary, secondary, and tertiary amides, respectively.
In the first step of the aminolysis mechanism, the amine attacks the carbonyl carbon of the acyl chloride to form a tetrahedral intermediate. In the second step, the carbonyl group is re-formed with the elimination of a chloride...
3.9K

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Related Experiment Video

Updated: Dec 17, 2025

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
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(Ferrocenylmeth-yl)dimethyl-ammonium bromide.

Bo Wang1

  • 1Ordered Matter Science Research Center, Southeast University, Nanjing 210096, People's Republic of China.

Acta Crystallographica. Section E, Structure Reports Online
|May 18, 2011
PubMed
Summary

This study details the crystal structure of a novel iron compound, [Fe(cyclopentadienyl)(N-heterocycle)] bromide. Researchers identified specific iron-carbon bond lengths and hydrogen bonding interactions within the crystal lattice.

Area of Science:

  • Organometallic Chemistry
  • Crystallography
  • Coordination Chemistry

Background:

  • Organometallic compounds containing iron are crucial in catalysis and materials science.
  • Understanding the structural nuances of these compounds informs their reactivity and properties.
  • Isotypic relationships between halide complexes can reveal trends in bonding and packing.

Purpose of the Study:

  • To characterize the crystal structure of the title iron compound, [Fe(C5H5)(C8H13N)]Br.
  • To determine the iron-carbon bond lengths and analyze intermolecular interactions.
  • To compare the structure with its analogous chloride counterpart.

Main Methods:

  • Single-crystal X-ray diffraction was employed to elucidate the crystal structure.
  • Bond lengths and angles were precisely measured.

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Synthetic Methodology for Asymmetric Ferrocene Derived Bio-conjugate Systems via Solid Phase Resin-based Methodology
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  • Intermolecular interactions, specifically hydrogen bonds, were identified and analyzed.

    • Main Results:

    • The title compound, [Fe(cyclopentadienyl)(N-heterocycle)] bromide, was found to be isotypic with the corresponding chloride complex.
    • Iron-carbon bond lengths were determined to be within the range of 2.020(6) to 2.048(7) Å.
    • Cations and bromide anions are linked via N(+)-H⋯Br(-) hydrogen bonds in the crystal.

    Conclusions:

    • The structural analysis confirms the isotypic nature of the bromide and chloride iron complexes.
    • The determined Fe-C bond lengths are consistent with typical values for such organometallic compounds.
    • Hydrogen bonding plays a significant role in the crystal packing and stability of the title compound.