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underset(Br) underset(|) (CH(3)CHCH(3))o...

`underset(Br) underset(|) (CH_(3)CHCH_(3))overset(alc. KOH)rarr A underset("peroxide")overset(HBr)rarr B overset(CH_(3)ON a)rarrC`
In the above reaction sequence, the final product is :

A

diethyl ether

B

1-methoxypropane

C

isopropyl alcohol

D

propylene glycol

Text Solution

AI Generated Solution

The correct Answer is:
To solve the given reaction sequence, let's break it down step by step: ### Step 1: Identify the starting compound The starting compound is **CH₃CH=CH₃** (propene with a bromine substituent at the first carbon). ### Step 2: Reaction with alcoholic KOH When propene reacts with **alcoholic KOH**, it undergoes an **E2 elimination reaction**. In this reaction, a β-hydrogen is abstracted, and bromine leaves, resulting in the formation of an alkene. - **Elimination Reaction**: - The β-hydrogen (from the second carbon) is removed by the base (KOH), and the bond between the first carbon and bromine breaks. - This leads to the formation of **propene (CH₃-CH=CH₂)**. ### Step 3: Reaction with HBr in the presence of peroxide Next, the alkene (propene) reacts with **HBr** in the presence of **peroxide**. According to the **anti-Markovnikov rule**, the hydrogen from HBr will add to the carbon with more hydrogen atoms (terminal carbon), and the bromine will add to the carbon with fewer hydrogen atoms. - **Anti-Markovnikov Addition**: - The bromine will add to the terminal carbon (CH₂), resulting in **1-bromopropane (CH₃-CH₂-CH₂Br)**. ### Step 4: Reaction with sodium methoxide (CH₃ONa) The final step involves the reaction of **1-bromopropane** with **sodium methoxide (CH₃ONa)**. This reaction will lead to the formation of an ether through an **SN2 reaction**. - **SN2 Reaction**: - The methoxide ion (CH₃O⁻) attacks the carbon bonded to bromine, displacing bromine and forming **1-methoxypropane (CH₃-CH₂-CH₂-O-CH₃)**. ### Final Product The final product of the reaction sequence is **1-methoxypropane**. ### Summary of the Steps 1. **Starting compound**: CH₃-CH=CH₂ (propene). 2. **E2 elimination with alcoholic KOH**: Forms CH₃-CH=CH₂ (propene). 3. **Anti-Markovnikov addition of HBr with peroxide**: Forms CH₃-CH₂-CH₂Br (1-bromopropane). 4. **SN2 reaction with sodium methoxide**: Forms CH₃-CH₂-CH₂-O-CH₃ (1-methoxypropane). ### Final Answer: The final product is **1-methoxypropane**.

To solve the given reaction sequence, let's break it down step by step: ### Step 1: Identify the starting compound The starting compound is **CH₃CH=CH₃** (propene with a bromine substituent at the first carbon). ### Step 2: Reaction with alcoholic KOH When propene reacts with **alcoholic KOH**, it undergoes an **E2 elimination reaction**. In this reaction, a β-hydrogen is abstracted, and bromine leaves, resulting in the formation of an alkene. ...
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