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Related Concept Videos

Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene01:13

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Bromination and chlorination of aromatic rings by electrophilic aromatic substitution reactions are easily achieved, but fluorination and iodination are difficult to achieve. Fluorine is so reactive that its reaction with benzene is difficult to control, resulting in poor yields of monofluoroaromatic products. To address this, Selectfluor reagent is used as a fluorine source in which a fluorine atom is bonded to a positively charged nitrogen.
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Electrophilic Aromatic Substitution: Chlorination and Bromination of Benzene01:15

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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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Related Experiment Video

Updated: Apr 5, 2026

The Portable Chemical Sterilizer PCS, D-FENS, and D-FEND ALL: Novel Chlorine Dioxide Decontamination Technologies for the Military
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CFBSA: a novel and practical chlorinating reagent.

Zehai Lu1, Qingwei Li, Minghua Tang

  • 1Key Lab for Advanced Material & Institute of Fine Chemicals, East China University of Science and Technology, 130 Meilong Road, Shanghai 200231, China. yxj@ecust.edu.cn.

Chemical Communications (Cambridge, England)
|August 25, 2015
PubMed
Summary
This summary is machine-generated.

A new, reactive chlorinating agent, N-chloro-N-fluorobenzenesulfonylamine, was synthesized efficiently. This reagent effectively chlorinates various substrates, yielding desired products with good selectivity and high yields.

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Area of Science:

  • Organic Chemistry
  • Synthetic Chemistry

Background:

  • Development of novel chlorinating reagents is crucial for efficient organic synthesis.
  • Existing reagents may suffer from limited reactivity, selectivity, or accessibility.

Purpose of the Study:

  • To synthesize and characterize a new, structurally simple, and highly reactive chlorinating reagent.
  • To evaluate the efficacy of the new reagent in the chlorination of diverse substrates.

Main Methods:

  • Preparation of N-chloro-N-fluorobenzenesulfonylamine (CFBSA) from Chloramine B.
  • Chlorination reactions using CFBSA with a variety of organic substrates.
  • Analysis of reaction products for yield and selectivity.

Main Results:

  • CFBSA was prepared conveniently and in high yield from inexpensive Chloramine B.
  • A wide range of substrates were successfully chlorinated using CFBSA.
  • Products were obtained in good to high yields with appropriate selectivity.

Conclusions:

  • CFBSA is a valuable and efficient new reagent for chlorination reactions.
  • Its simple structure, high reactivity, and ease of preparation make it an attractive alternative.
  • CFBSA offers good control over selectivity in organic synthesis.