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The predominant product formed when 3- m...

The predominant product formed when `3-` methyl `-2-`pentene reacts with `HOCl` is

A

`CH_(3)CH_(2)-underset(CH_(3))underset(|)overset(Cl)overset(|)(C)-CH(OH)CH_(3)`

B

`CH_(3)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)(C)-underset(OH)underset(|)(C)H-CH_(3)`

C

`CH_(3)CH_(2)-underset(CH_(3))underset(|)overset(OH)overset(|)(C)-underset(Cl)underset(|)(C)H-CH_(3)`

D

`CH_(3)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)(C)-underset(OH)underset(|)(C)H-CH_(3)`\

Text Solution

AI Generated Solution

The correct Answer is:
To determine the predominant product formed when 3-methyl-2-pentene reacts with HOCl, we can follow these steps: ### Step-by-Step Solution: 1. **Identify the Structure of 3-Methyl-2-pentene**: - The molecular structure of 3-methyl-2-pentene can be drawn as follows: ``` CH3-CH2-C(CH3)=CH-CH3 ``` - Here, the double bond is between the second and third carbon atoms. 2. **Dissociation of HOCl**: - HOCl dissociates into two parts: OH⁻ (hydroxide ion) and Cl⁺ (chloronium ion). - This means that HOCl can act as an electrophile and a nucleophile in the reaction. 3. **Applying Markovnikov's Rule**: - According to Markovnikov's rule, when HX (in this case, HOCl) adds to an alkene, the hydrogen (or the positive part, Cl⁺) will attach to the carbon with more hydrogen atoms, while the hydroxide (OH⁻) will attach to the carbon with fewer hydrogen atoms. - In 3-methyl-2-pentene, the two carbons involved in the double bond are: - C1 (CH2) has 2 hydrogens. - C2 (C with CH3) has 1 hydrogen. - Therefore, OH⁻ will attach to C2 (the carbon with fewer hydrogens), and Cl⁺ will attach to C1. 4. **Formation of the Product**: - The product formed will be: ``` CH3-CH2-C(OH)(CH3)-CH2-Cl ``` - This can be represented as: ``` CH3-CH2-C(OH)-CH-CH3 ``` 5. **Final Product Structure**: - The final structure of the product is: ``` CH3-CH2-C(Cl)(CH3)-CH2-OH ``` - This indicates that the hydroxyl group (OH) is attached to the second carbon, and the chlorine (Cl) is attached to the first carbon. ### Conclusion: The predominant product formed when 3-methyl-2-pentene reacts with HOCl is: ``` CH3-CH2-C(OH)(CH3)-CH2-Cl ```
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