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CH(3)-CH(2)-underset(Br)underset(|)(CH)-...

`CH_(3)-CH_(2)-underset(Br)underset(|)(CH)-CH_(3) overset("alc.KOH")rarr`
`underset("Major")X" "," "CH_(3)-CH_(2) underset(oplus)underset(NMe_(3))underset(|)(CH)-CH_(3)`
`underset(Delta)overset("EtONa")rarr underset("Major")(Y)`
Product (X) and (Y) respectively is

A

1-butene, trans-2-butene

B

1-butene, cis-2-butene

C

cis-2-butene, 1-butene

D

trans-2-butene, 1-butene

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question, we need to identify the products X and Y formed from the given reactions. Let's break it down step by step. ### Step 1: Identify the Reactants The starting compound is an alkyl halide: \[ \text{CH}_3\text{CH}_2\text{C(Br)H}\text{CH}_3 \] This compound has a bromine (Br) atom attached to a carbon chain. ### Step 2: Reaction with Alcoholic KOH The alkyl halide reacts with alcoholic KOH, which is a strong base. This reaction typically leads to an elimination reaction (E2 mechanism) where the halogen (Br) and a hydrogen atom from an adjacent carbon are removed, forming a double bond. ### Step 3: Determine the Major Product (X) To find the major product, we need to consider the possible elimination pathways: 1. Removing a hydrogen from the carbon adjacent to the carbon with Br (C1) leads to: - **Product 1:** \[ \text{CH}_3\text{CH}_2\text{C}=\text{C}\text{H}\text{CH}_3 \] (but-2-ene) 2. Removing a hydrogen from the other adjacent carbon (C2) leads to: - **Product 2:** \[ \text{CH}_3\text{CH}_2\text{C}=\text{C}\text{H}_2 \] (but-1-ene) According to Zaitsev's rule, the major product will be the more substituted alkene. In this case, but-2-ene (specifically trans-2-butene) is more substituted than but-1-ene. Therefore, the major product (X) is: \[ \text{X} = \text{trans-2-butene} \] ### Step 4: Identify the Second Reactant for Product Y The second part of the question involves the product Y, which is formed from the compound: \[ \text{CH}_3\text{CH}_2\text{C}(\text{NMe}_3)\text{H}\text{CH}_3 \] This compound reacts with sodium ethoxide (a weak base). ### Step 5: Reaction with Sodium Ethoxide In this case, sodium ethoxide will also lead to an elimination reaction, but since it is a weak base, it will favor the formation of the less substituted alkene (Hofmann product). ### Step 6: Determine the Major Product (Y) For the elimination reaction with sodium ethoxide: 1. Removing a hydrogen from the carbon adjacent to the nitrogen (C1) leads to: - **Product 1:** \[ \text{CH}_3\text{CH}_2\text{C}=\text{C}\text{H}\text{CH}_3 \] (but-2-ene) 2. Removing a hydrogen from the other adjacent carbon (C2) leads to: - **Product 2:** \[ \text{CH}_3\text{CH}_2\text{C}=\text{C}\text{H}_2 \] (but-1-ene) Since sodium ethoxide favors the formation of the less substituted alkene, the major product (Y) will be: \[ \text{Y} = \text{but-1-ene} \] ### Final Answer Thus, the products X and Y are: - **X:** trans-2-butene - **Y:** but-1-ene
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