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An organic compound 'A' on heating with ...

An organic compound 'A' on heating with concentrated `H_2 SO_4` forms a compound 'B' which on addition of one mole of hydrogen in presence of Ni forms a compound 'C'. One mole of compound 'C' on combustion forms two moles of `CO_2` and three moles of `H_2 O`
When 'B' and 'C' are added separately to the test tubes containing orange-brown liquid X', the colour disappears in case of 'B' but remains same in case of 'C'. The name of the liquid X and the substance responsible for colour change are respectively

A

Alkaline `KMnO_4` solution and ethanoic acid

B

Alkaline `KMnO_4` and ethanol

C

Bromine water and 1, 2-dibromoethane

D

Bromine water and 1, 1, 2, 2-tetrabromoethane.

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem step by step, let's break down the information given and analyze it systematically. ### Step 1: Identify Compound A The problem states that an organic compound 'A' is heated with concentrated sulfuric acid (H₂SO₄) to form compound 'B'. This suggests that compound 'A' is likely an alcohol, as sulfuric acid is commonly used to dehydrate alcohols to form alkenes. **Hint:** Think about common alcohols that can undergo dehydration. ### Step 2: Formation of Compound B When an alcohol undergoes dehydration with concentrated H₂SO₄, it typically forms an alkene. Given that compound 'B' is formed from compound 'A', we can assume that compound 'B' is likely an alkene. For example, if we take ethanol (C₂H₅OH) as compound 'A', upon dehydration, it would form ethene (C₂H₄) as compound 'B'. **Hint:** Consider the structure of simple alcohols and their dehydration products. ### Step 3: Hydrogenation of Compound B Next, compound 'B' (the alkene) is treated with hydrogen in the presence of a nickel catalyst, which suggests hydrogenation. This process will convert the alkene into an alkane. Continuing with our example, if compound 'B' is ethene (C₂H₄), adding hydrogen would yield ethane (C₂H₆) as compound 'C'. **Hint:** Remember that hydrogenation adds hydrogen across the double bond of alkenes. ### Step 4: Combustion of Compound C The problem states that one mole of compound 'C' on combustion produces two moles of CO₂ and three moles of H₂O. The combustion reaction can be represented as: \[ C_xH_y + O_2 \rightarrow CO_2 + H_2O \] For ethane (C₂H₆), the combustion reaction is: \[ C_2H_6 + 7/2 O_2 \rightarrow 2 CO_2 + 3 H_2O \] This matches the information given in the problem, confirming that compound 'C' is indeed ethane. **Hint:** Use the general combustion equation to verify the products. ### Step 5: Reaction with Liquid X The problem mentions an orange-brown liquid 'X' that reacts with compound 'B' but not with compound 'C'. The orange-brown color suggests that liquid 'X' is likely bromine water (Br₂ in water), which is known for its distinctive color. When bromine water is added to compound 'B' (the alkene), the color disappears due to the addition reaction forming a dibrominated compound. However, since compound 'C' (the alkane) does not have a double bond, it does not react with bromine water, and the color remains unchanged. **Hint:** Recall that alkenes react with bromine water, while alkanes do not. ### Conclusion From the above analysis, we can conclude: - Liquid 'X' is bromine water. - The substance responsible for the color change is the alkene (compound 'B'). ### Final Answer The name of the liquid X is **bromine water** and the substance responsible for the color change is **compound B (the alkene)**.
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