Home
Class 12
CHEMISTRY
MeCOOEt underset(underset((iii)^(Theta)O...

`MeCOOEt underset(underset((iii)^(Theta)OH)((ii)HNO_(2)))overset((i)NH_(2)NH_(2))rarr (B)underset(MeOH)rarr(C)`
Which of the following statements are correct about the given reaction?

A

The compounds `(B)` and `( C)`, respectively, are `Me-N=C=O` and `MeNHCOOMe`.

B

The compounds `(B)` and `( C)`, respectively, are `Et-N=C=O` and `MeNH_2`.

C

The reaction proceeds via the formation of acyl nitrene `(MeCO ddot N: )` as the intermediate species.

D

The reaction proceeds via the formation of acyl nitrene `(EtCO ddot N: )` as the intermediate species.

Text Solution

AI Generated Solution

The correct Answer is:
To analyze the given reaction and determine which statements are correct, let's break down the steps involved in the reaction from the starting material to the final product. ### Step-by-Step Solution: 1. **Identify the Starting Material**: The starting material is an ester, specifically MeCOOEt (ethyl ester of acetic acid). 2. **Reaction with Hydrazine (NH2NH2)**: - When the ester reacts with hydrazine, one of the hydrogen atoms from hydrazine replaces the ethyl group (OEt) in the ester, leading to the formation of ethanol (EtOH) and a hydrazone intermediate. - The structure of the intermediate can be represented as MeC(=O)N2H4 (where N2H4 represents the hydrazine part). 3. **Reaction with Nitrous Acid (HNO2)**: - The next step involves the reaction of the hydrazone with nitrous acid (HNO2). This reaction converts the NH2 group into an OH group, resulting in the formation of an acyl nitroso compound. - The product at this stage can be represented as MeC(=O)N2OH. 4. **Lawson Rearrangement**: - The acyl nitroso compound undergoes rearrangement known as Lawson rearrangement. In this step, hydroxide ion (OH-) removes a hydrogen from nitrogen, giving nitrogen a negative charge. - The nitrogen then forms a bond with the carbonyl carbon, resulting in a new intermediate. 5. **Formation of Compound B**: - After the rearrangement, the structure can be represented as MeC(=O)N(-) (where N has a negative charge). - This intermediate is known as acyl nitrate. 6. **Final Reaction with Methanol**: - The acyl nitrate intermediate reacts with methanol (MeOH). During this reaction, the bond between the carbon and nitrogen breaks, leading to the formation of the final product. - The final compound can be represented as MeO-C(=O)NMe (where N is bonded to a methyl group). 7. **Identify the Final Product (Compound C)**: - The final product C is thus MeO-C(=O)NMe, which contains a methoxy group and a methyl group attached to the nitrogen. ### Conclusion: Based on the above steps, we can evaluate the correctness of the statements regarding the reaction: - **Statement A**: The compound B was correctly identified as MeC(=O)N2OH. This statement is correct. - **Statement B**: This statement claims there was ethyl in the final product, which is incorrect since the final product contains methyl groups. - **Statement C**: The reaction proceeds via the formation of acyl nitrate, which is true. ### Correct Statements: - The correct statements are **A and C**.

To analyze the given reaction and determine which statements are correct, let's break down the steps involved in the reaction from the starting material to the final product. ### Step-by-Step Solution: 1. **Identify the Starting Material**: The starting material is an ester, specifically MeCOOEt (ethyl ester of acetic acid). 2. **Reaction with Hydrazine (NH2NH2)**: ...
Promotional Banner

Topper's Solved these Questions

  • CARBOXYLIC ACIDS AND THEIR DERIVATIVES

    CENGAGE CHEMISTRY ENGLISH|Exercise Exercises (Singlecorrect)|64 Videos
  • CARBOXYLIC ACIDS AND THEIR DERIVATIVES

    CENGAGE CHEMISTRY ENGLISH|Exercise Exercises (Assertion-Reasoning)|10 Videos
  • CARBOXYLIC ACIDS AND THEIR DERIVATIVES

    CENGAGE CHEMISTRY ENGLISH|Exercise Exercises (Linked Comprehension)|34 Videos
  • BIOMOLECULES

    CENGAGE CHEMISTRY ENGLISH|Exercise Exercises Archives (Analytical And Descriptive)|8 Videos
  • CHEMICAL KINETICS

    CENGAGE CHEMISTRY ENGLISH|Exercise Archives Subjective|23 Videos

Similar Questions

Explore conceptually related problems

underset((A))(MeCH_(2)COOH)underset(underset((iii)Ag_(2)O //Pt)((ii)CH_(2)N_(2)))overset((i)SOCI)rarr(B)overset(H_(2)O)rarr(C) Which of the following statements are correct about the given reaction.

underset((A))(EtCOCl) overset((i)H_2 N.OH) underset ((ii) overset(Ө)O H) rarr (B) overset(EtOH) rarr (C) Which of the following statements are correct about the given reaction ?

underset((A))(PhCOOH) overset((i) N_2 H,H^(oplus)) underset((ii) Delta)rarr (B) overset(H_2 O // overset(Ө)OH)rarr (C) Which of the following statement is /are correct about the reaction ?

underset((A))(PhCOOH)underset(underset((ii)Ag_(2)O //Pt//MeOH)((ii)CH_(2)N_(2)))overset((i)SOCI_(2))rarr (B) Product (B) is :

Consider the folliwng reactions: I. Me_(3)C - Br underset(SN^(1))overset(H_(2)O + NaBr)(rarr) "Product" II. Ph_(3)C - Br underset(SN^(1))overset(H_(2)O + NaBr)(rarr) "Products" Which of the folliwng statements are correct about the above reactions?

underset((A))underset("Propa-1,2-diene")(Coverset(3)(H)_(2)=overset(2)(C)=overset(1)(C)H_(2))overset(NaNH_(2)+Liq.NH_(3))(rarr)(B) Which of the following statements is // are correct ?

Phenol overset("(i) NaOH")underset("(ii) "CO_(2))rarr(A)overset(H^(+)//H_(2)O)rarr (B)overset(Ac_(2)O)rarr(C) In this reaction , identify the incorrect statement?

Consider the following reactions : (I) Me - underset ((A)) -= - Me overset (H_2 +) underset (Pd + BaSO_4) rarr underset ((B)) ? overset (D_2//Pd//C)rarr (C) (II) Me - underset ((A))-= - Me overset (Na + Liq. NH_3) underset (+EtOH)rarr underset ((D)) ? overset (D_2//Pt//C)rarr (E) Which of the following statements are correct ?

underset((A)) (PhCONH_2) underset(KOBr)rarr (B) underset(MeOH)rarr (C) Product is ( C) is :

R-underset(NH_(2))underset(|)(CH)-COO^(-)overset(HCI(aq))rarr

CENGAGE CHEMISTRY ENGLISH-CARBOXYLIC ACIDS AND THEIR DERIVATIVES-Exercises (Multiple Correct)
  1. Give the decreasing order of ease of decarboxylation of the following ...

    Text Solution

    |

  2. Calculate the number of moles in the following masses – (i) 7.85g of ...

    Text Solution

    |

  3. How much potassium chlorate should be heated to produce 2.24L of oxyge...

    Text Solution

    |

  4. Calculate the weight of lime (CaO) obtained by heating 2000kg of 95% p...

    Text Solution

    |

  5. The pka of acetic acid and pkb of ammonium hydroxide are 4.76 and 4.75...

    Text Solution

    |

  6. The following acids can be differentiated by : (I)

    Text Solution

    |

  7. Which of the following statements is/are correct about transacylation ...

    Text Solution

    |

  8. Which of the following statements are correct about the following reac...

    Text Solution

    |

  9. Which of the following statement (s) is //are correct about the prepa...

    Text Solution

    |

  10. Which of the following statements are correct about the following reac...

    Text Solution

    |

  11. 4 litres of water are added to 2L of 6 molar HCl solutions.What is the...

    Text Solution

    |

  12. Find the product C(major) .

    Text Solution

    |

  13. MeCOOEt underset(underset((iii)^(Theta)OH)((ii)HNO(2)))overset((i)NH(2...

    Text Solution

    |

  14. underset((A))(PhCOOH) overset((i) N2 H,H^(oplus)) underset((ii) Delta)...

    Text Solution

    |

  15. underset((A))(EtCOCl) overset((i)H2 N.OH) underset ((ii) overset(Ө)O H...

    Text Solution

    |

  16. underset((A))(MeCH(2)COOH)underset(underset((iii)Ag(2)O //Pt)((ii)CH(2...

    Text Solution

    |

  17. What volume of 10M HCl and 3M HCl should be mixed to obtain 1L of 6M H...

    Text Solution

    |

  18. The structure of AZT (azidothymine) is given below. It is used to trea...

    Text Solution

    |

  19. AZT structure is given above find which of the following functional gr...

    Text Solution

    |

  20. Calculate molecular mass of – C2H6, C12H22O11, H2SO4, H3PO4

    Text Solution

    |