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Compound (X) with molecular formula C(3)...

Compound (X) with molecular formula `C_(3)H_(8)O` is treated with acidified potassium dichromate to form a product (Y) with molecular formula `C_(3)H_(6)O`. (Y) does not form a shining silver mirror on warming with ammoniacal `AgNO_(3)`. (Y) when treated with an aqueous solution of `NH_(2)CONHNH_(2).HCl` and sodium acetate, gives a product (Z). The structure of (Z) is

A

`CH_(3)CH_(2)CH=N NHCONH_(2)`

B

`(CH_(3))_(2)C=N NHCONH_(2)`

C

`(CH_(3))_(2)C=NCONHNH_(2)`

D

`CH_(3)CH_(2)CH=NCONHNH_(2)`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem step by step, let's analyze the information provided: ### Step 1: Identify Compound (X) The molecular formula of compound (X) is C₃H₈O. The unsaturation factor (UF) can be calculated using the formula: \[ \text{UF} = \frac{(2C + 2 + N - H - X)}{2} \] For C₃H₈O: - C = 3 - H = 8 - O = 1 - N = 0 Substituting the values: \[ \text{UF} = \frac{(2(3) + 2 + 0 - 8 - 0)}{2} = \frac{(6 + 2 - 8)}{2} = \frac{0}{2} = 0 \] Since the unsaturation factor is 0, compound (X) is likely an alcohol or ether. **Hint for Step 1:** The unsaturation factor helps determine the type of compound based on its molecular formula. ### Step 2: Reaction with Acidified Potassium Dichromate When compound (X) is treated with acidified potassium dichromate (K₂Cr₂O₇), it gets oxidized to form compound (Y) with the molecular formula C₃H₆O. The unsaturation factor for C₃H₆O is: \[ \text{UF} = \frac{(2(3) + 2 - 6)}{2} = \frac{(6 + 2 - 6)}{2} = \frac{2}{2} = 1 \] Since the unsaturation factor is 1, compound (Y) could be either an aldehyde or a ketone. **Hint for Step 2:** Oxidation can change the functional group of a compound, leading to different types of compounds. ### Step 3: Determine the Type of Compound (Y) The problem states that (Y) does not form a shining silver mirror on warming with ammoniacal AgNO₃ (Tollens' reagent). This indicates that (Y) is a ketone, as aldehydes would give a positive Tollens' test. Possible structures for (Y) could be: 1. Propan-2-one (Acetone): CH₃C(=O)CH₃ 2. Propanal: CH₃CH₂C(=O)H Since (Y) is a ketone, we conclude: \[ Y = \text{Propan-2-one (Acetone)} \] **Hint for Step 3:** The Tollens' test is a key indicator for distinguishing between aldehydes and ketones. ### Step 4: Reaction of Compound (Y) with Hydrazine Compound (Y) (Propan-2-one) is then treated with an aqueous solution of hydrazine (NH₂CONHNH₂·HCl) and sodium acetate. This reaction is known as the formation of a hydrazone. The reaction can be summarized as follows: \[ \text{Propan-2-one} + \text{Hydrazine} \rightarrow \text{Hydrazone} \] The structure of the product (Z) formed will be: \[ Z = CH₃C(=NNH₂)CH₃ \] This is the structure of the hydrazone derived from propan-2-one. **Hint for Step 4:** The reaction with hydrazine typically leads to the formation of a hydrazone, which is characterized by the presence of a C=N bond. ### Final Answer The structure of product (Z) is: \[ Z = CH₃C(=NNH₂)CH₃ \]

To solve the problem step by step, let's analyze the information provided: ### Step 1: Identify Compound (X) The molecular formula of compound (X) is C₃H₈O. The unsaturation factor (UF) can be calculated using the formula: \[ \text{UF} = \frac{(2C + 2 + N - H - X)}{2} \] For C₃H₈O: - C = 3 - H = 8 ...
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NCERT FINGERTIPS ENGLISH-ALDEHYDES, KETONES AND CARBOXYLIC ACIDS-MCQs( CHEMICAL REACTIONS )
  1. An organic compound of molecular formula C(3)H(6)O did not give a silv...

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  2. Which is the correct method of synthesising acetamide from acetone?

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  3. Compound (X) with molecular formula C(3)H(8)O is treated with acidifie...

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  4. Which of the following compounds will give a coloured crystalline com...

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  5. Match the column I with column II and mark the appropriate choice .

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  6. Few simple chemical tests are given below to differentiate between the...

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  7. Which of the following will not give aldol condensation ?

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  8. The claisen schmidt condensation product of benzaldehyde and acetone i...

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  9. Study the following sequence of reaction and identify the product (Y)....

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  10. Identify (X), (Y) and (Z) in the given reaction. X +Y overset(Z) to ...

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  11. Propanal on treatment with dilute sodium hydroxide gives

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  12. Aldehydes that do not undergo aldol condensation are (1) propanal (...

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  13. The order of reactivity of CH(3)CHO, CH(3)COC(2)H(5) and CH(3)COCH(3) ...

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  14. The final product (Y) in the following sequence of chemical reaction i...

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  15. Which of the following is a correct statement ?

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  16. Which of the following is the most reactive isomer ?

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  17. When propanal reacts with 2- methylpropanal in presence of NaOH, four ...

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  18. Fill in the reagents for the given conversion : CH(3)COCl overset((...

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  19. Which compound is obtained when acetaldehyde is treated with dilute s...

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  20. Which of the following compounds will undergo self aldol condensation ...

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