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    Structure and reactivity in the naphthalene series: monobromo - peri-alkylnaphthalene isomer distributions

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    Author
    Lewis, I. K.
    Date
    1965
    Permanent Link
    http://hdl.handle.net/10092/9293
    Thesis Discipline
    Chemistry
    Degree Grantor
    University of Canterbury
    Degree Level
    Doctoral
    Degree Name
    Doctor of Philosophy

    1,8-Dimethylnaphthalene, perinaphthane and pleiadene were synthesized to form, with acenaphthene, a group of structurally analogous hydrocarbons. Acenaphthene was brominated under a variety of conditions and the distributions of the product isomers were measured by vapor phase chromatography. A selection of the brominating conditions was then tried on the group of hydrocarbons in an endeavour to relate the isomer distributions to the structural differences between the hydrocarbons. Finally, pairs of the hydrocarbons were brominated to determine their order of reactivity. The inferences that may be drawn from the results are discussed together with their reproducibility and reliability.

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