• Login
    View Item 
    •   Oxy Scholar Home
    • Chemistry
    • Chemistry URC Student Scholarship
    • View Item
    •   Oxy Scholar Home
    • Chemistry
    • Chemistry URC Student Scholarship
    • View Item
    JavaScript is disabled for your browser. Some features of this site may not work without it.

    Reactions of 1,4-Naphthoquinone Derivatives with 1,w-Alkanedithiol

    Thumbnail
    Author
    Lee, Chain
    Issue
    urc_student; urc_student
    Date
    2005-01-01 0:00
    Metadata
    Show full item record
    URI
    https://scholar.oxy.edu/handle/20.500.12711/749
    Abstract
    We study the reaction of 1,4-naphthoquinone and its halogenated derivatives with 1, w-alkanedithiol such as 1,2 ethanedithiol and 1,3-propanedithiol. Five 1,4-naphthoquinones, including 2-chloro-, 2-bromo-, 2,3-dichloro-, and 2,3-dibromo-derivatives, are examined here. For example, the reactions of 1,4-naphthoquinones with 1,2-ethanedithiol went smoothly in methanol at room temperature. In some reactions, hydrochloric acid or N-methylimidazole was added to the reaction mixture. Two products, a spiro compound, 2?-1?,3?-dithiacyclopentane spiro 2-2,3-dihydro-1,4-naphthoquinone derivative and 1,4-dithia-9,10-anthracenedione, are isolated in a reaction mixture. The proportion of these two products is affected by the nature of the starting 1,4-naphthoquinone as well as by the reaction condition, either acidic, neutral, or basic. A spiro compound, 2?-1?,3?-dithiacyclopentane spiro 2-2,3-dihydro-1,4-naphthoquinone derivative is effectively converted to 1,4-dithia-9,10-anthracenedione in the presence of a base in methanol. In the reaction with 1,3-propanedithiol, 2,3-dibromo-1,4-naphthoquinone yielded naphto[2,3-b]-1,5-dithepin-6,11-dione.
    Collections
    • Chemistry URC Student Scholarship

    Browse

    All of Oxy ScholarCommunities & CollectionsBy Issue DateAuthorsTitlesSubjectsJournal TitleJournal IssueThis CollectionBy Issue DateAuthorsTitlesSubjectsJournal TitleJournal Issue

    My Account

    LoginRegister

    DSpace software copyright © 2002-2021  DuraSpace
    Contact Us | Send Feedback
    DSpace Express is a service operated by 
    Atmire NV