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When 2-methyl butyl bromide is treated w...

When 2-methyl butyl bromide is treated with sodium ethoxide and ethanol, what will be the major product?

A

2-methyl but-2-ene

B

3-methyl but-1-ene

C

2-methyl but-1-ene

D

2-methyl-sodium-butoxide

Text Solution

AI Generated Solution

The correct Answer is:
To determine the major product when 2-methyl butyl bromide is treated with sodium ethoxide and ethanol, we can follow these steps: ### Step 1: Identify the Reactants We have 2-methyl butyl bromide (C5H11Br) and sodium ethoxide (C2H5ONa) in ethanol (C2H5OH). The structure of 2-methyl butyl bromide is as follows: ``` CH3 | CH3-CH-CH2-CH2-Br ``` ### Step 2: Understand the Reaction Type The reaction between an alkyl halide and a strong base like sodium ethoxide typically leads to an elimination reaction (E2 mechanism) where a hydrogen atom and a halogen atom (bromine in this case) are removed, forming a double bond. ### Step 3: Determine Possible Products When 2-methyl butyl bromide undergoes elimination, the following products can be formed: 1. **2-methyl butylene** (more substituted double bond) 2. **3-methyl butylene** (less substituted double bond) ### Step 4: Apply Zaitsev's Rule According to Zaitsev's rule, the more substituted alkene is favored as the major product in elimination reactions. In this case: - **2-methyl butylene** has a double bond between the second and third carbons, which is more substituted. - **3-methyl butylene** has a double bond between the third and fourth carbons, which is less substituted. ### Step 5: Identify the Major Product Since 2-methyl butylene is more substituted than 3-methyl butylene, it will be the major product of the reaction. ### Conclusion The major product when 2-methyl butyl bromide is treated with sodium ethoxide and ethanol is **2-methyl butylene**. ---
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