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Arrange the following compounds in order...

Arrange the following compounds in order of their reactivity towards `S_N2` reaction
`(i) CH_3(CH_2)_(2)CH_2Cl`
(ii) `(CH_3)_(2)CHCH_2CH_2Cl`
(iii) `CH_3CH_2-overset(CH_3)overset(CH_3)overset(|)(CH)-CH_2Cl`
(iv) `CH_3-underset(CH_3)underset(|)overset(CH_3)overset(|)(C )-CH_2Cl`

A

(iv) gt (ii) gt (i) gt (iii)

B

(ii) gt (iii)gt (iv) gt (i)

C

(iii) gt (i) gt (ii) gt (iv)

D

(i) gt (ii) gt (iii) gt (iv)

Text Solution

AI Generated Solution

The correct Answer is:
To determine the order of reactivity of the given compounds towards the \( S_N2 \) reaction, we need to analyze the structure of each compound and assess their steric hindrance. The \( S_N2 \) mechanism favors primary alkyl halides over secondary and tertiary due to less steric hindrance. ### Step-by-Step Solution: 1. **Identify the Structures of the Compounds**: - (i) \( CH_3(CH_2)_2CH_2Cl \) - This is a primary alkyl halide. - (ii) \( (CH_3)_2CHCH_2CH_2Cl \) - This is a secondary alkyl halide. - (iii) \( CH_3CH_2C(CH_3)(CH_2)Cl \) - This is also a secondary alkyl halide. - (iv) \( CH_3C(CH_3)(CH_3)CH_2Cl \) - This is a tertiary alkyl halide. 2. **Determine the Type of Each Alkyl Halide**: - (i) Primary: \( CH_3(CH_2)_2CH_2Cl \) - (ii) Secondary: \( (CH_3)_2CHCH_2CH_2Cl \) - (iii) Secondary: \( CH_3CH_2C(CH_3)(CH_2)Cl \) - (iv) Tertiary: \( CH_3C(CH_3)(CH_3)CH_2Cl \) 3. **Assess Reactivity Based on Steric Hindrance**: - \( S_N2 \) reactions are favored by less steric hindrance. Therefore, the order of reactivity will be: - Primary alkyl halides react the fastest. - Secondary alkyl halides react slower than primary but faster than tertiary. - Tertiary alkyl halides react the slowest due to steric hindrance. 4. **Rank the Compounds**: - (i) \( CH_3(CH_2)_2CH_2Cl \) - Most reactive (Primary) - (ii) \( (CH_3)_2CHCH_2CH_2Cl \) - Second most reactive (Secondary) - (iii) \( CH_3CH_2C(CH_3)(CH_2)Cl \) - Third most reactive (Secondary) - (iv) \( CH_3C(CH_3)(CH_3)CH_2Cl \) - Least reactive (Tertiary) 5. **Final Order of Reactivity**: - The order of reactivity towards \( S_N2 \) is: - (i) > (ii) > (iii) > (iv) ### Final Answer: The order of reactivity towards \( S_N2 \) is: 1. \( CH_3(CH_2)_2CH_2Cl \) (i) 2. \( (CH_3)_2CHCH_2CH_2Cl \) (ii) 3. \( CH_3CH_2C(CH_3)(CH_2)Cl \) (iii) 4. \( CH_3C(CH_3)(CH_3)CH_2Cl \) (iv)
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