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What is the main product of the reaction...

What is the main product of the reaction between 2 - methyl propene with HBr ?

A

1 - bromo butane

B

1 - bromo-2 methyl propane

C

2- bromo butane

D

2 - bromo - 2methyl propane

Text Solution

AI Generated Solution

The correct Answer is:
To determine the main product of the reaction between 2-methylpropene and HBr, we can follow these steps: ### Step 1: Identify the Structure of 2-Methylpropene 2-methylpropene is an alkene with the following structure: ``` CH3 | CH2=C | CH3 ``` This compound has a double bond between the second and third carbon atoms. **Hint:** Remember that the presence of a double bond in alkenes makes them reactive towards electrophiles like HBr. ### Step 2: Understand the Reaction with HBr When 2-methylpropene reacts with HBr, the HBr molecule will dissociate into H⁺ and Br⁻ ions. The H⁺ ion will act as an electrophile and will add to one of the carbon atoms involved in the double bond. **Hint:** Electrophiles are species that seek electrons and will attack regions of high electron density, such as double bonds. ### Step 3: Determine the Possible Carbocation Formation There are two ways the double bond can break: 1. The H⁺ can add to the first carbon (C1), leading to a carbocation at C2. 2. The H⁺ can add to the second carbon (C2), leading to a carbocation at C3. However, the stability of the carbocations formed will determine which pathway is favored. **Hint:** More stable carbocations are formed from more substituted carbons due to hyperconjugation and inductive effects. ### Step 4: Analyze Carbocation Stability 1. If H⁺ adds to C1, the resulting carbocation (C2) is a secondary carbocation (more stable). 2. If H⁺ adds to C2, the resulting carbocation (C3) is a primary carbocation (less stable). Since secondary carbocations are more stable than primary carbocations, the reaction will proceed via the formation of the secondary carbocation. **Hint:** Always compare the stability of carbocations; tertiary > secondary > primary. ### Step 5: Nucleophilic Attack by Br⁻ Once the more stable secondary carbocation is formed, the Br⁻ ion will act as a nucleophile and attack the positively charged carbon (C2). **Hint:** Nucleophiles are attracted to positively charged centers, so they will readily react with carbocations. ### Step 6: Identify the Product The final product after the nucleophilic attack will be: ``` CH3 | CH2—Br | CH3 ``` This compound is named 2-bromo-2-methylpropane. **Hint:** Naming conventions follow the IUPAC rules, where the position of the substituent (Br) and the longest carbon chain are considered. ### Conclusion The main product of the reaction between 2-methylpropene and HBr is **2-bromo-2-methylpropane**. ---
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