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Problems and exercisesSubstitution vs. Elimination

1. Predict the major product

  1. (CH3)3CBr + CH3CH2ONa in ethanol
  2. CH3CH2CH2Br + NaCN in DMSO
  3. (CH3)2CHBr + CH3CH2ONa in ethanol
  4. CH3CH2CH2Br + (CH3)3COK
  5. (CH3)3CBr in ethanol, without base

2. Temperature

Why does raising the temperature increase the proportion of elimination over substitution?

3. Choose the conditions

Which conditions would you choose to obtain 2-methylpropene from tert-butyl bromide? And to obtain tert-butanol?

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