• 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.

    Exploring the Substitution Reactions of Quinones: 2-Methoxy-1,4-naphthoquinone with Amines

    Thumbnail
    Author
    Lauzon, Cal
    Issue
    urc_student; urc_student
    Date
    2002-01-01 0:00
    Metadata
    Show full item record
    URI
    https://scholar.oxy.edu/handle/20.500.12711/718
    Abstract
    Constructive in the synthesis of quinone derivatives is the fact that the photochemical and thermal reactions of 2-methoxy-1,4-naphthoquinone with amines result in substitution at two different sites. The scope and limitation of these two reactions was studied by using various primary and secondary amines. The photochemical reaction was more sensitive to the degree of substitution on the nitrogen atom than the thermal reaction. All primary amines gave 2-alkylamino-3-methoxy-1,4-naphthoquinone as the major photochemical product. Secondary amines, in general, failed to produce similar photochemical products. The thermal reaction, unlike the photochemical reaction, went smoothly with both primary and secondary amines, forming 2-alkylamino-1,4-naphthoquinone by replacing the 2-methoxy group. Interestingly, in the thermal reaction with secondary amines, further dealkylation lead to unexpected products. For example, 2-methylamino-1,4-naphthoquinone is the major product in the reaction with N-methyl-isopropylamine.
    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