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Tertiary butyl halide on boiling with wa...

Tertiary butyl halide on boiling with water gives tertiary butyl alcohol. The reaction follows -

A

SE mechanism

B

`S_(N)^(I)` mechanism

C

`S_(N)^(2)` mechanism

D

`E^(1)` mechanism

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The correct Answer is:
To solve the problem of how tertiary butyl halide reacts with water to form tertiary butyl alcohol, we can break down the process step by step. ### Step 1: Identify the Reactants and Products - The reactant is tertiary butyl halide. For this example, we can consider tertiary butyl chloride (C4H9Cl). - The product formed is tertiary butyl alcohol (C4H10O). ### Step 2: Write the Structures - The structure of tertiary butyl chloride is: ``` CH3 | CH3 - C - Cl | CH3 ``` - The structure of tertiary butyl alcohol is: ``` CH3 | CH3 - C - OH | CH3 ``` ### Step 3: Understand the Mechanism - The reaction occurs in the presence of water, which acts as a nucleophile. - The mechanism of the reaction is a nucleophilic substitution, which can follow either SN1 or SN2 pathways. ### Step 4: Determine the Mechanism - For tertiary butyl halide, the SN1 mechanism is favored because: - Tertiary carbocations are more stable due to hyperconjugation and inductive effects. - The first step involves the formation of a carbocation after the departure of the leaving group (Cl-). ### Step 5: Carbocation Formation - When tertiary butyl chloride is heated with water, the chlorine atom leaves, forming a tertiary carbocation: ``` CH3 | CH3 - C^+ | CH3 ``` ### Step 6: Nucleophilic Attack - The hydroxide ion (OH-) from water attacks the positively charged carbon atom of the carbocation: ``` CH3 | CH3 - C - OH | CH3 ``` ### Step 7: Final Product - The final product of the reaction is tertiary butyl alcohol (C4H10O). ### Conclusion - The reaction of tertiary butyl halide with water follows the SN1 mechanism, resulting in the formation of tertiary butyl alcohol. ### Summary of the Mechanism 1. Tertiary butyl halide (e.g., tertiary butyl chloride) reacts with water. 2. The leaving group (Cl-) departs, forming a stable tertiary carbocation. 3. The nucleophile (OH-) attacks the carbocation, leading to the formation of tertiary butyl alcohol.
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MOTION-ALKYI HALIDE-Exercise - 1 (Chemical Reaction Of Alkyl Halide)
  1. The S(N)^(2) reactivity order for halides :-

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  2. In S(N)^(1) reaction, the first step involves the formation of -

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  3. The rate law for the reaction, RCl + Na (a) rarr ROH + NaCl is given b...

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  4. Chlorobenzene is -

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  5. Vinylic halides are unreactive towards nucleophilic substitution becau...

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  6. When an alkyl halide reacts with an alkoxide, the product is-

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  7. CH(3)-underset(CH(3))underset(|)(CH)-underset(Br)underset(|)(CH)-CH(3)...

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  8. (A)overset(CI(2)//\hV)rarr (B) overset(aq.KOH)rarr(C)overset([O])rarr ...

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  9. An alkyl halide reacted with a metal cyanide to give an alkanenitrile....

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  10. A strong solution of alcoholic alkali will preferentially promote alky...

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  11. When ethyl bromide is treated with moist Ag(2)O main product is//are.

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  12. A carbon compound A forms B with sodium metal and again A forms C with...

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  13. Action of alcoholic AgNO(3) on chlorobenzene is similar to the action ...

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  14. The number of steps involved in S(N)^(1) and S(N)^(2) mechanisms are g...

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  15. Tertiary butyl halide on boiling with water gives tertiary butyl alcoh...

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  16. Inversion of configuration of the product alcohol during the hydrolysi...

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  17. Which one of the following pairs of reaction types included in the rea...

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  18. An alkyl isocyanide is prepared by -

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  19. CH(3)Broverset("AgCN")rarrA overset(H(2)O^(+))rarrB,[B] is

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  20. Reaction of ethyl bromide and silver acetate gives –

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