What is the mechanism of the reaction between 1-bromobutane and sodium hydroxide

Practice Questions

Q1
What is the mechanism of the reaction between 1-bromobutane and sodium hydroxide in ethanol?
  1. SN1
  2. SN2
  3. E1
  4. E2

Questions & Step-by-Step Solutions

What is the mechanism of the reaction between 1-bromobutane and sodium hydroxide in ethanol?
  • Step 1: Identify the reactants. We have 1-bromobutane (a primary alkyl halide) and sodium hydroxide (a strong base/nucleophile) in ethanol (a solvent).
  • Step 2: Understand the structure of 1-bromobutane. It has a bromine atom attached to a carbon that is connected to only one other carbon, making it a primary halide.
  • Step 3: Recognize that sodium hydroxide (NaOH) can act as a nucleophile because it has a hydroxide ion (OH-) that can attack other molecules.
  • Step 4: Determine the type of reaction. Since 1-bromobutane is a primary halide, it will undergo an SN2 reaction, which involves a single step where the nucleophile attacks the carbon atom from the opposite side of the leaving group (bromine).
  • Step 5: Visualize the backside attack. The hydroxide ion approaches the carbon atom bonded to the bromine from the side opposite to the bromine, leading to the formation of a new bond and the departure of the bromine as a bromide ion.
  • Step 6: Conclude the reaction. The result of this reaction is the formation of butanol (an alcohol) and the release of bromide ion.
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