Home
Class 12
CHEMISTRY
Base hydrolysis of an ester with NaOH gi...

Base hydrolysis of an ester with NaOH gives a carboxylic acid whose sodium salt on Kolbe's electrolysis yields ethane. The ester is

A

ethyl methanoate

B

methyl ethanoate

C

phenyl benzoate

D

ethyl propanoate

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we need to identify the ester that undergoes base hydrolysis to yield a carboxylic acid whose sodium salt can produce ethane upon Kolbe's electrolysis. Let's break it down step by step. ### Step 1: Understanding Base Hydrolysis of Esters When an ester undergoes base hydrolysis with sodium hydroxide (NaOH), it produces a carboxylic acid and an alcohol. The general reaction can be represented as: \[ \text{RCOOR'} + \text{NaOH} \rightarrow \text{RCOO}^- \text{Na}^+ + \text{R'OH} \] Where RCOOR' is the ester, RCOO^- Na^+ is the sodium salt of the carboxylic acid, and R'OH is the alcohol. ### Step 2: Kolbe’s Electrolysis Kolbe's electrolysis involves the electrolysis of the sodium salt of a carboxylic acid. During this process, the carboxylate ion (RCOO^-) can lose CO2 and form an alkane. The reaction can be summarized as: \[ 2 \text{RCOO}^- \rightarrow \text{R-R} + 2 \text{CO}_2 + 2 \text{e}^- \] Here, R-R represents the alkane formed. ### Step 3: Identifying the Product The problem states that the Kolbe's electrolysis yields ethane (C2H6). This indicates that the R group in the carboxylic acid must be a methyl group (CH3), because: \[ \text{CH}_3\text{CH}_3 \text{ (ethane)} \] This means the carboxylic acid must be acetic acid (ethanoic acid), which has the structure: \[ \text{CH}_3\text{COOH} \] ### Step 4: Finding the Corresponding Ester To find the ester that would yield acetic acid upon hydrolysis, we can consider the ester formed from acetic acid and an alcohol. The simplest ester that fits this description is methyl acetate (methyl ethanoate), which has the structure: \[ \text{CH}_3\text{COOCH}_3 \] ### Step 5: Verification 1. **Base Hydrolysis of Methyl Acetate:** \[ \text{CH}_3\text{COOCH}_3 + \text{NaOH} \rightarrow \text{CH}_3\text{COO}^- \text{Na}^+ + \text{CH}_3\text{OH} \] This produces sodium acetate (CH3COONa) and methanol (CH3OH). 2. **Kolbe’s Electrolysis of Sodium Acetate:** \[ 2 \text{CH}_3\text{COO}^- \rightarrow \text{C}_2\text{H}_6 + 2 \text{CO}_2 + 2 \text{e}^- \] This confirms that sodium acetate can yield ethane upon Kolbe's electrolysis. ### Conclusion The ester that undergoes base hydrolysis to yield a carboxylic acid whose sodium salt produces ethane upon Kolbe's electrolysis is **methyl acetate (methyl ethanoate)**.

To solve the problem, we need to identify the ester that undergoes base hydrolysis to yield a carboxylic acid whose sodium salt can produce ethane upon Kolbe's electrolysis. Let's break it down step by step. ### Step 1: Understanding Base Hydrolysis of Esters When an ester undergoes base hydrolysis with sodium hydroxide (NaOH), it produces a carboxylic acid and an alcohol. The general reaction can be represented as: \[ \text{RCOOR'} + \text{NaOH} \rightarrow \text{RCOO}^- \text{Na}^+ + \text{R'OH} \] Where RCOOR' is the ester, RCOO^- Na^+ is the sodium salt of the carboxylic acid, and R'OH is the alcohol. ### Step 2: Kolbe’s Electrolysis ...
Promotional Banner

Topper's Solved these Questions

  • ALDEHYDES, KETONES & CARBOXYLIC ACIDS

    NARAYNA|Exercise EXERCISE -I (C.W.)|15 Videos
  • ALDEHYDES, KETONES & CARBOXYLIC ACIDS

    NARAYNA|Exercise EXERCISE -I (H.W.)|15 Videos
  • ALDEHYDES, KETONES & CARBOXYLIC ACIDS

    NARAYNA|Exercise EVALUATE YOURSELF -5|8 Videos
  • ALCOHOLS, ETHERS, PHENOL

    NARAYNA|Exercise Assertion Reaosn|10 Videos
  • AMINES & DIAZO COMPOUNDS

    NARAYNA|Exercise Subjective type Q.|13 Videos

Similar Questions

Explore conceptually related problems

Hydrolysis of an ester gives a carboxylic acid which on Kolbe's electrolysis yields ethane. The ester is

Hydrolysis of an ester gives a carboxylic acid which on Kolbe's electrolysis yields ethane. The ester is :

Carboxylic acids and esters are

NARAYNA-ALDEHYDES, KETONES & CARBOXYLIC ACIDS-C.U.Q
  1. Acetic acid is obtained when:

    Text Solution

    |

  2. Product (P) obtained in the reaction given below CO + NaOHrarr (P)

    Text Solution

    |

  3. Carboxylic acids react with diazomethane to yield :

    Text Solution

    |

  4. The product D of the reaction CH(3)Cl overset( KCN) ( rarr) ( A) overs...

    Text Solution

    |

  5. Which of the following on hydrolysis forms acetic acid

    Text Solution

    |

  6. When benzyl alcohol is oxidised with hot acidic KMnO(4) , the product ...

    Text Solution

    |

  7. Two moles of acetic acid are heated with P(2)O(5). The product formed ...

    Text Solution

    |

  8. o-xylene when oxidised in presence of air and (CH(3)"COO")(2) Mn eatal...

    Text Solution

    |

  9. In esterification, OH^(-) Ion for making comes from

    Text Solution

    |

  10. Heating mxiture of ethyl alcohol and acetic acid in presence of conc. ...

    Text Solution

    |

  11. The vapure of a carboxylic acid HA when passed over MnO at 573 Kyields...

    Text Solution

    |

  12. The acid which reduces Fehling solution is

    Text Solution

    |

  13. The above shown polymer is obtained when a carbonic compound is allowe...

    Text Solution

    |

  14. Which CH(3)COOH reacts with CH(3)-MgX, then

    Text Solution

    |

  15. Base hydrolysis of an ester with NaOH gives a carboxylic acid whose so...

    Text Solution

    |

  16. Acetic anhydride reacts with excess of ammonia to from

    Text Solution

    |

  17. In the reaction CH(3)COOHoverset(LiAlH(4))rarr(A)overset(I(2)+NaOH)r...

    Text Solution

    |

  18. In the presence of iodine catalyst, chlorine reacts with acetic acid t...

    Text Solution

    |

  19. Given below are some statement concerning formic acid, which of them i...

    Text Solution

    |

  20. Benzoic acid has higher molecular weight in benzene and lesser molecul...

    Text Solution

    |