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3-methyl-pent-2-ene on reaction with HBr...

3-methyl-pent-2-ene on reaction with HBr in the presence of peroxide forms an addition product. The number of possible stereoisomers for the product is

A

two

B

four

C

six

D

zero

Text Solution

AI Generated Solution

The correct Answer is:
To determine the number of possible stereoisomers for the addition product formed when 3-methyl-pent-2-ene reacts with HBr in the presence of peroxide, we can follow these steps: ### Step 1: Identify the structure of 3-methyl-pent-2-ene 3-methyl-pent-2-ene is an alkene with the following structure: ``` CH3 | CH3-CH-CH=CH-CH3 ``` ### Step 2: Understand the reaction with HBr in the presence of peroxide When alkenes react with HBr in the presence of peroxides, the reaction follows the anti-Markovnikov rule. This means that the bromine atom will add to the less substituted carbon of the double bond. ### Step 3: Identify the possible addition products In the case of 3-methyl-pent-2-ene, the double bond is between the second and third carbon atoms. The addition of HBr will result in the following two possible products: 1. **Product 1**: H adds to the second carbon, and Br adds to the third carbon. 2. **Product 2**: H adds to the third carbon, and Br adds to the second carbon. ### Step 4: Determine the stereochemistry of the products Both products can lead to stereoisomers due to the presence of a chiral center. Specifically, the carbon that is bonded to the bromine atom can have different spatial arrangements (R/S configurations). ### Step 5: Count the stereoisomers For each product, we need to check if there are any chiral centers: - **Product 1**: This product has one chiral center (the carbon that is bonded to Br). - **Product 2**: This product also has one chiral center. Each chiral center can exist in two configurations (R or S), leading to: - For Product 1: 2 stereoisomers (R and S) - For Product 2: 2 stereoisomers (R and S) ### Step 6: Calculate the total number of stereoisomers Since there are two products, each with two stereoisomers, the total number of possible stereoisomers is: Total stereoisomers = 2 (from Product 1) + 2 (from Product 2) = 4 stereoisomers. ### Final Answer The number of possible stereoisomers for the product is **4**. ---
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