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Halogenation of Alkenes

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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.

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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...

Formation of Halohydrin from Alkenes

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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.

Hybridization of Atomic Orbitals I

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The method to achieve α-brominated carboxylic acids using a mixture of phosphorus tribromide and bromine is known as the Hell–Volhard–Zelinski reaction. The reaction is catalyzed by phosphorus tribromide, which can be used directly or produced in situ from red phosphorus and bromine. The mechanism comprises PBr3 catalyzed conversion of acid to acid bromide and hydrogen bromide. The acid bromide enolizes to its enol form in the presence of HBr. The nucleophilic enol attacks the bromine molecule...

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Preparation of Contiguous Bisaziridines for Regioselective Ring-Opening Reactions

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Bromo-triphenyl-silane.

Hannah Steinert¹, Hans-Wolfram Lerner, Michael Bolte

¹Institut für Anorganische Chemie, J. W. Goethe-Universität Frankfurt, Max-von-Laue-Strasse 7, 60438 Frankfurt/Main, Germany.

Acta Crystallographica. Section E, Structure Reports Online

|January 5, 2011

Summary

This summary is machine-generated.

This study details the crystal structure of a bromosilane compound, C(18)H(15)BrSi. The molecule exhibits near-identical structures within its asymmetric unit, similar to chloro-triphenyl-silane.

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Preparation of Carbon Nanosheets at Room Temperature

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Area of Science:

Organometallic Chemistry
Crystallography
Solid-State Chemistry

Background:

Silicon-containing organic compounds are crucial in materials science and catalysis.
Understanding the structural properties of organobromosilanes provides insights into their reactivity.
Isomorphism in crystalline solids suggests similar packing and bonding characteristics.

Purpose of the Study:

To determine and analyze the crystal structure of the title compound, C(18)H(15)BrSi.
To compare the structural features of C(18)H(15)BrSi with related organosilanes, specifically chloro-triphenyl-silane.
To provide crystallographic data for this specific bromosilane derivative.

Main Methods:

Single-crystal X-ray diffraction was employed to elucidate the molecular and crystal structure.
Rietveld refinement was used to analyze the crystallographic data.
Comparison of bond lengths, bond angles, and molecular packing with isomorphous compounds.

Main Results:

The title compound, C(18)H(15)BrSi, crystallizes with two nearly identical molecules in the asymmetric unit.
The root-mean-square deviation for all non-hydrogen atoms was calculated to be 0.074 Å.
The crystal structure is isomorphous with that of chloro-triphenyl-silane, indicating similar molecular arrangements.

Conclusions:

The crystallographic analysis confirms the structural identity and packing of C(18)H(15)BrSi.
Isomorphism with chloro-triphenyl-silane suggests conserved intermolecular interactions and crystal packing motifs.
This structural data serves as a foundation for further studies on the chemical properties and applications of this bromosilane.