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When 3,3-dimethyl-2-butanol is heated wi...

When `3,3-`dimethyl`-2-`butanol is heated with `H_(2)SO_(4)` the major product obtained is

A

2, 3-dimethyl 2-butene

B

cis and trans isomers of 2, 3-dimethyl 2-butene

C

2, 3-dimethyl 1-butene

D

3, 3-dimethyl 1-butene

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To determine the major product formed when 3,3-dimethyl-2-butanol is heated with H₂SO₄, we can follow these steps: ### Step 1: Understand the Structure of 3,3-Dimethyl-2-butanol 3,3-Dimethyl-2-butanol has the following structure: - It is a four-carbon alcohol (butanol) with the hydroxyl (OH) group on the second carbon. - There are two methyl (CH₃) groups attached to the third carbon. The structure can be represented as: ``` CH3 | CH3-C-CH-CH3 | OH ``` ### Step 2: Protonation of the Alcohol When 3,3-dimethyl-2-butanol is heated with H₂SO₄, the sulfuric acid donates a proton (H⁺) to the hydroxyl group (OH), converting it into a better leaving group (water, H₂O). This results in the formation of a carbocation. ### Step 3: Formation of the Carbocation The protonation leads to the formation of a carbocation at the second carbon: ``` CH3 | CH3-C⁺-CH-CH3 | H2O ``` This carbocation is a secondary carbocation. ### Step 4: Rearrangement of the Carbocation To stabilize the carbocation, a methyl shift can occur. The methyl group from the third carbon can shift to the second carbon, resulting in the formation of a more stable tertiary carbocation: ``` CH3 | CH3-C-CH3 | C⁺ ``` ### Step 5: Elimination of Water Once the more stable tertiary carbocation is formed, a hydrogen atom is eliminated from the adjacent carbon (the third carbon), leading to the formation of a double bond: ``` CH3 | CH3-C=CH2 ``` ### Step 6: Naming the Product The final product is 2,3-dimethyl-2-butene. The double bond is located between the second and third carbons, and there are two methyl groups on the second carbon. ### Final Answer The major product obtained when 3,3-dimethyl-2-butanol is heated with H₂SO₄ is **2,3-dimethyl-2-butene**. ---
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AAKASH INSTITUTE ENGLISH-HYDROCARBONS-Assignment(Section - C) (Previous Years Questions)
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  2. Products of the following reaction : CH(3)C-=C CH(2)CH(3) underset(...

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  3. Which of the compounds with molecular formula C(5)H(10) yields aceton...

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  4. Anti-Markownikoff's addition of HBr is not observed in

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  5. Given I and II are

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  6. Which of the following conformers for ethylene glycol is most stable ?

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  7. Reaction of HBr with propene in the presence of peroxide gives :-

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  8. Which one of the following is a free-radical substitution reaction :

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  9. Using anhydrous AlCl3 as catalyst, which one of the following reaction...

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  10. Which of the following compounds undergoes nucleophilic substitution r...

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  11. Which will undergo fastest S(N)2 substitution reaction when treated wi...

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  12. Y in the reaction is

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  13. How many chiral compounds are possible on monochlorination of 2-methyl...

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  14. When CH(3)CH(2) CHCl(2) is treated with "NaNH"(2) , the product formed...

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  15. 2-Bromopentane is heated with potassium ethoxide in ethanol. The majo...

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  16. In the following reaction C(6)H(5)CH(2)Br overset("1. Mg. Ether")under...

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  17. When 3,3-dimethyl-2-butanol is heated with H(2)SO(4) the major product...

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  18. Identify Z in the sequence of reaaction CH(3)-CH(2)-CH=CH(2) overset...

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  19. In the following reaction The major product is

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  20. What products are formed when the following compound is treated with B...

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