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Homework Help: Radical bromination of 2 methylbutane

  1. Nov 29, 2009 #1
    why would radical bromination of 2 methylbutane gives 1-bromo-3-methylbutane, 2-bromo-3-methylbutane, 3-bromo-3-methylbutane, and 1-bromo-2-methylbutane???? i don't see any methyl shife in this reaction. Some one plz help
  2. jcsd
  3. Nov 30, 2009 #2


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    There is no such thing as 3-bromo-3-methyl butane. That's called 2-methyl-2-methyl butane instead.

    Draw the structure of 2-methyl butane (it should have 5 carbons). Now brominate each of the primary carbons. When you brominate the primary carbon furthest from the 2-methyl substitution point you change the naming convention to reflect the position of the bromine instead of the methyl since bromine has a higher naming priority than methyl, ie. the 4-position in the starting material becomes the 1-position in the brominated product.
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