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Reactions of Bromine with Diphenylethylenes: An Introduction to Electrophilic Substitution
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    Reactions of Bromine with Diphenylethylenes: An Introduction to Electrophilic Substitution
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    Department of Chemistry, College of the Holy Cross, Worcester, Massachusetts 01610
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    Journal of Chemical Education

    Cite this: J. Chem. Educ. 1997, 74, 1, 109
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    https://doi.org/10.1021/ed074p109
    Published January 1, 1997

    Abstract

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    Pooling the results obtained from the reaction between bromine and the cis and trans isomers of 1,2-diphenylethylenes allows students to discover the mechanism of anti addition which is common to most situations. Expansion of this experiment to include 1,1-diphenylethylene allows students the opportunity to discover the electrophilic substitution reaction. This serves as an excellent springboard for follow-up experiments on, and discussion of, electrophilic aromatic substitution.

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    This article is cited by 4 publications.

    1. Lisa T. Alty, Marcia B. France, Isaac G. Alty, Christine A. Saber, and Donna M. Smith . Synthesis of 1,1-Diphenylethylene (DPE): The Marriage of a Grignard Reaction and a Column Chromatography Experiment. Journal of Chemical Education 2016, 93 (1) , 206-209. https://doi.org/10.1021/acs.jchemed.5b00212
    2. Suzanne E. Kulevich, Richard S. Herrick, and Kenneth V. Mills . A Discovery Chemistry Experiment on Buffers. Journal of Chemical Education 2014, 91 (8) , 1207-1211. https://doi.org/10.1021/ed400377a
    3. Christina G. Collison, Jeremy Cody, and Courtney Stanford . An SN1–SN2 Lesson in an Organic Chemistry Lab Using a Studio-Based Approach. Journal of Chemical Education 2012, 89 (6) , 750-754. https://doi.org/10.1021/ed101035d
    4. Ancil James Abney and Veljko Dragojlovic . A Polytetrafluoroethylene (PTFE) Sealed Vial for Delivery of Bromine. Journal of Chemical Education 2012, 89 (2) , 293-295. https://doi.org/10.1021/ed200080m

    Journal of Chemical Education

    Cite this: J. Chem. Educ. 1997, 74, 1, 109
    Click to copy citationCitation copied!
    https://doi.org/10.1021/ed074p109
    Published January 1, 1997

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