Home
Class 12
CHEMISTRY
Assertion (A): Pentan-2-one on reaction ...

Assertion (A): Pentan-2-one on reaction with `NaHSO_(3)` gives sodium bisulphite adduct product.
Reason (R ): `(C=O)` group of pentan-3-one is sterically hindered and nucleophile `SO_(3)^(2-)` is also of large size, so nucleophilic addition reaction does not occur.

A

Both (A) and (R ) true and (R ) is the correct explanation of (A).

B

Both (A) and (R ) are true but (R ) is not correct explanation of (A).

C

(A) is true but (R ) is false.

D

(A) is false but (R ) is true.

Text Solution

AI Generated Solution

The correct Answer is:
To solve the given assertion and reason question, we need to analyze both statements carefully. ### Step 1: Analyze the Assertion The assertion states that pentan-2-one reacts with sodium bisulfite to give a sodium bisulfite adduct product. **Explanation:** Pentan-2-one is a ketone with the structure: ``` CH3 | C=O | CH2-CH2-CH3 ``` When a ketone reacts with sodium bisulfite (NaHSO3), the nucleophile (sulfite ion, SO3^2-) can attack the carbonyl carbon (C=O) to form a bisulfite adduct. This reaction typically occurs with ketones and aldehydes. ### Step 2: Analyze the Reason The reason states that the carbonyl group of pentan-3-one is sterically hindered, and the nucleophile SO3^2- is also of large size, preventing the nucleophilic addition reaction from occurring. **Explanation:** Pentan-3-one has the structure: ``` CH3 | C=O | CH2-CH2-CH3 ``` In this case, the carbonyl carbon is flanked by two ethyl groups, which create steric hindrance. The sulfite ion (SO3^2-) is indeed a relatively large nucleophile. The steric hindrance from the ethyl groups makes it difficult for the nucleophile to approach and attack the carbonyl carbon effectively. ### Conclusion - The assertion is **incorrect** because pentan-2-one (not pentan-3-one) can react with sodium bisulfite to form the adduct. - The reason is **correct** because the steric hindrance from the ethyl groups in pentan-3-one does prevent the nucleophilic addition. ### Final Answer Thus, the correct answer to the question is: - Assertion (A) is **false**. - Reason (R) is **true**. The correct option is **D**: Reason is correct, Assertion is wrong.
Doubtnut Promotions Banner Mobile Dark
|

Topper's Solved these Questions

  • ALIPHATIC AND AROMATIC ALDEHYDES AND KETONES

    CENGAGE CHEMISTRY ENGLISH|Exercise Archives Objective|10 Videos
  • ALIPHATIC AND AROMATIC ALDEHYDES AND KETONES

    CENGAGE CHEMISTRY ENGLISH|Exercise Archives Multiple Correct|8 Videos
  • ALIPHATIC AND AROMATIC ALDEHYDES AND KETONES

    CENGAGE CHEMISTRY ENGLISH|Exercise Exercises Single Correct|71 Videos
  • ALCOHOL,PHENOL AND ETHERS

    CENGAGE CHEMISTRY ENGLISH|Exercise Archives Analytical And Descriptive|15 Videos
  • APPENDIX INORGANIC VOLUME 2

    CENGAGE CHEMISTRY ENGLISH|Exercise Short Answer Type|179 Videos

Similar Questions

Explore conceptually related problems

Assertion : trans -2- Butene on reaction with Br_(2) gives meso -2,3- dibromobutane. Reason : The reaction involves syn - addition of bromine.

Assertion (A): The following reaction occurs. Reason (R ): The semicarbazone of (A) (pentan-2-one) exists in two geometrical isomers.

Assertion : Pentan-2-one and pentan-3-one can be distinguished by iodoform test. Reason : Only methylketines take part in iodoform reaction.

Assertion (A) : Reaction between (Me_(3)CONa) (sodium ter-butoxide) and ethyliode (C_(2)H_(5)I) does not produce an ether. Reason (R): Sodium ter-butoxide is a very strong base but is not a nucleophile.

Assertion (A): The product is: Reason (R ): p-NO_(2)-C_(6)H_(4)O^(-) is a stronger nucleophile than PhO^(-) .

KCIO_(3) on reaction with SO_(2) gives (A) and on reactionwith conc. H_(2)SO_(4) gives (B).(A) and (B) are

Assertion (A): The reaction MeCOCI with MeCuLi or Me_(2)Cd gives acetone but with MeMgBr a 3^(@) alcohol (Me_(2)C-OH) Reason (R) MeMgBr is much more reactive. Me_(2)CuLi or Me_(2)Cd does not react by nucleophilic addition reaction.

Assertion: Phenoxiede ion treatment with active alkyl halide (e.g., CH_(2)=CH-CH_(2)Cl ) gives two products viz. O-substituted and C-substituted. Reason: Phenoxide ion is an ambident nucleophile.

Assertion (A) : C_(2)H_(5)Br and alcoholic silver nitrite react to give nitroethane as a major product. Reason (R ) : NO_(2)^(-) is an ambident nucleophile.

Aldehyde, ketone, acid and acid derivatives contain gtC=O group. Aldehyde and ketones gives nucleop addition reactions where as acid and acid derivatives gives nucleophilic addition followed by ellmination reaction Nucleophilic addition reactions followed by ellimination of acid derivatives is known as acyl substitution reacts This subsitution reaction takes places by formation of tertrahedral intermediate. Which one of the following is least reactive compound for nucleophilic acyl substitution.