Home
Class 12
CHEMISTRY
Halogen acids react with alcohols to for...

Halogen acids react with alcohols to form alkyl halides. The reaction follows a nucleophilic substitution mechanism. What will be the major product of the following reaction?
`CH_3-overset(CH_3)overset(|)(CH)-underset(OH)undeset(|)(CH)-CH_3+HCl to`

A

`CH_3underset(CH_3)underset(|)(CH)-underset(Cl)underset(|)(CH_3)`

B

`CH_3underset(Cl)underset(|)(CH)-underset(CH_3)underset(|)(CH)-CH_3`

C

`CH_3-underset(Cl)underset(|)overset(CH_3)overset(|)(C)-CH_2CH_3`

D

`CH_3CH_2CH_2CH_2CH_2Cl`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we need to analyze the reaction between the given alcohol and hydrochloric acid (HCl) to determine the major product formed through a nucleophilic substitution mechanism. ### Step-by-Step Solution: 1. **Identify the Reactants**: The reactants are: - An alcohol: \( CH_3-CH(CH_3)-CH(OH)-CH_3 \) (which can be simplified to \( CH_3-CH(CH_3)-C(OH)-CH_3 \)) - Hydrochloric acid (HCl) 2. **Understanding the Reaction**: When an alcohol reacts with a halogen acid, the hydroxyl group (–OH) is replaced by a halogen atom (in this case, Cl from HCl). The reaction follows a nucleophilic substitution mechanism. 3. **Formation of Carbocation**: The hydroxyl group (–OH) can be protonated by HCl, making it a better leaving group (water, H2O). The oxygen atom in the alcohol has lone pairs, allowing it to act as a nucleophile. When the –OH group leaves, a carbocation is formed. 4. **Identify the Type of Carbocation**: The structure of the alcohol indicates that upon the departure of the –OH group, a secondary carbocation is formed: - The structure after the departure of –OH is \( CH_3-CH(CH_3)-C^+(CH_3) \) (where \( C^+ \) indicates the positively charged carbon). 5. **Rearrangement of Carbocation**: Since secondary carbocations can rearrange to form more stable carbocations, we check for possible rearrangements. A hydride shift can occur from one of the adjacent carbon atoms to the carbocation, leading to the formation of a tertiary carbocation: - The hydride from the adjacent carbon can shift to the carbocation, forming a tertiary carbocation. 6. **Final Product Formation**: The nucleophile (Cl-) will then attack the more stable tertiary carbocation, resulting in the formation of the major product: - The final product will be \( CH_3-CH(CH_3)-C(Cl)(CH_3) \). 7. **Conclusion**: The major product of the reaction is a tertiary alkyl halide, specifically \( CH_3-CH(CH_3)-C(Cl)(CH_3) \). ### Major Product: The major product formed from the reaction is: \[ CH_3-CH(CH_3)-C(Cl)(CH_3) \]

To solve the problem, we need to analyze the reaction between the given alcohol and hydrochloric acid (HCl) to determine the major product formed through a nucleophilic substitution mechanism. ### Step-by-Step Solution: 1. **Identify the Reactants**: The reactants are: - An alcohol: \( CH_3-CH(CH_3)-CH(OH)-CH_3 \) (which can be simplified to \( CH_3-CH(CH_3)-C(OH)-CH_3 \)) - Hydrochloric acid (HCl) ...
Doubtnut Promotions Banner Mobile Dark
|

Topper's Solved these Questions

  • HALOALKANES AND HALOARENES

    NCERT FINGERTIPS ENGLISH|Exercise Physical properties|7 Videos
  • HALOALKANES AND HALOARENES

    NCERT FINGERTIPS ENGLISH|Exercise Chemical reactions|68 Videos
  • HALOALKANES AND HALOARENES

    NCERT FINGERTIPS ENGLISH|Exercise Nomenclature|6 Videos
  • GENERAL PRINCIPLES AND PROCESSES OF ISOLATION OF ELEMENTS

    NCERT FINGERTIPS ENGLISH|Exercise Assertion And Reason|15 Videos
  • POLYMERS

    NCERT FINGERTIPS ENGLISH|Exercise NCERT Exemplar|9 Videos

Similar Questions

Explore conceptually related problems

What is the major product formed in the following reaction CH_(3)O -overset(OH)overset(|)(CH) -underset(CH_(3))underset(|)(CH)-CH_(3) + HBr to

What is the major porduct formed in the following reaction ? CH_(3)O-overset(OH)overset(|)(CH)-underset(CH_(3))underset(|)(CH)-CH_(3)+ HBrrarr

Write the final product of the following reaction : CH_(3)-underset(OH)underset(|)(CH)-CH_(3) overset(Cu//573 K)(rarr)

The IUPAC name of following structure is CH_(3) - overset(CH_(3)) overset(|)(CH)-underset(O)underset(||)C-CH_(2)-CH_(2)OH

What is the major product of the following reaction? CH_(3) - overset(OH)overset(|)CH-CH_2 - CH_2-OH overset(CrO_3)underset("Pyridine coid") rarr Product

The major product of the following reaction is: CH_(3)-underset(H)underset(|)overset(CH_(3))overset(|)C-underset(Br)underset(|)(CHCH_(3)) overset(CH_(3)OH) to

What is the product of the following reaction : CH_(3)-underset(CH_(3))underset(|)(C )=CH_(2) overset(HBr)underset("Peroxide")rarr

The major product of the following reaction is : CH_(3)CH=CHCO_(2)CH_(3)overset(LiAlH_(4))rarr

The major product formed in the following reaction is : CH_3CH = CHCH(CH_3)_2 overset(HBr)(to)

What will be product in the following reaction CH_(3)-CH_(2)-CH_(2)-CH_(3)overset(KMnO_(4))rarr ?