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Related Concept Videos

Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene01:13

Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene

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.
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.
Electrophilic Aromatic Substitution: Sulfonation of Benzene01:22

Electrophilic Aromatic Substitution: Sulfonation of Benzene

Sulfonation of benzene is a reaction wherein benzene is treated with fuming sulfuric acid at room temperature to produce benzenesulfonic acid. Fuming sulfuric acid is a mixture of sulfur trioxide and concentrated sulfuric acid.
Nucleophilic Aromatic Substitution: Elimination–Addition01:11

Nucleophilic Aromatic Substitution: Elimination–Addition

Simple aryl halides do not react with nucleophiles. However, nucleophilic aromatic substitutions can be forced under certain conditions, such as high temperatures or strong bases. The mechanism of substitution under such conditions involves the highly unstable and reactive benzyne intermediate. Benzyne contains equivalent carbon centers at both ends of the triple bond, each of which is equally susceptible to nucleophilic attack. This 50–50 distribution of products is confirmed through isotopic...

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Related Experiment Video

Updated: May 27, 2026

Chemoselective Preparation of 1-Iodoalkynes, 1,2-Diiodoalkenes, and 1,1,2-Triiodoalkenes Based on the Oxidative Iodination of Terminal Alkynes
09:54

Chemoselective Preparation of 1-Iodoalkynes, 1,2-Diiodoalkenes, and 1,1,2-Triiodoalkenes Based on the Oxidative Iodination of Terminal Alkynes

Published on: September 12, 2018

2-(Tritylsulfan-yl)ethyl 3-iodo-benzoate.

Xin Zhu, Seik Weng Ng

    Acta Crystallographica. Section E, Structure Reports Online
    |November 8, 2011
    PubMed
    Summary

    This study details the molecular structure of a specific organic compound, C(28)H(23)IO(2)S. Key findings reveal a flattened triphenyl-methyl group and a planar zigzag conformation in its connecting chain.

    Area of Science:

    • Organic Chemistry
    • Crystallography

    Background:

    • Understanding the three-dimensional structure of organic molecules is crucial for predicting their properties and reactivity.
    • The triphenyl-methyl group is a common bulky substituent in organic chemistry.

    Purpose of the Study:

    • To elucidate the detailed molecular geometry of the title compound, C(28)H(23)IO(2)S.
    • To analyze the conformation of the triphenyl-methyl group and the connecting chain.

    Main Methods:

    • Single-crystal X-ray diffraction analysis was employed to determine the molecular structure.
    • Geometric parameters, including bond angles and deviations from planarity, were calculated.

    Main Results:

    • The triphenyl-methyl group exhibits a slightly flattened methine carbon, with the sum of angles around it being 332.8(6)°.

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    Microwave-assisted One-pot Synthesis of N-succinimidyl-4-[18F]fluorobenzoate ([18F]SFB)

    Published on: June 28, 2011

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    Last Updated: May 27, 2026

    Chemoselective Preparation of 1-Iodoalkynes, 1,2-Diiodoalkenes, and 1,1,2-Triiodoalkenes Based on the Oxidative Iodination of Terminal Alkynes
    09:54

    Chemoselective Preparation of 1-Iodoalkynes, 1,2-Diiodoalkenes, and 1,1,2-Triiodoalkenes Based on the Oxidative Iodination of Terminal Alkynes

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    08:43

    Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives

    Published on: January 19, 2016

    Microwave-assisted One-pot Synthesis of N-succinimidyl-4-[18F]fluorobenzoate ([18F]SFB)
    08:33

    Microwave-assisted One-pot Synthesis of N-succinimidyl-4-[18F]fluorobenzoate ([18F]SFB)

    Published on: June 28, 2011

  • The -C-O-C-C-S- chain adopts an extended, approximately co-planar zigzag conformation (r.m.s. deviation 0.260 Å).
  • Conclusions:

    • The study provides precise structural data for C(28)H(23)IO(2)S.
    • The observed conformations offer insights into the packing and intermolecular interactions in the solid state.