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A hydrocarbon C6 H12 decolourises bromin...

A hydrocarbon `C_6 H_12` decolourises bromine solution and yields `n-`hexane on hydrogenation. On oxidation with `KMnO_4` it affords two different monobasic acids of the type `R-COOH`. The compound is :

A

Cyclohexene

B

2-Hexene

C

1-Hexene

D

3-Hexene

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The correct Answer is:
To solve the problem, we need to identify the hydrocarbon with the formula \( C_6H_{12} \) that meets the specified conditions. Let's break it down step by step. ### Step 1: Determine the Degree of Unsaturation The degree of unsaturation can be calculated using the formula: \[ \text{Degree of Unsaturation} = \frac{2C + 2 - H}{2} \] For \( C_6H_{12} \): \[ \text{Degree of Unsaturation} = \frac{2(6) + 2 - 12}{2} = \frac{12 - 12}{2} = 0 \] This indicates that there is either a double bond or a ring structure. However, since the compound decolorizes bromine, it indicates the presence of a double bond. **Hint:** The degree of unsaturation helps us determine if there are double bonds or rings in the structure. ### Step 2: Analyze the Reaction with Bromine The hydrocarbon decolorizes bromine solution, which is characteristic of alkenes. This means our compound is likely an alkene. **Hint:** Alkenes react with bromine to form dibromides, leading to decolorization. ### Step 3: Hydrogenation to Yield n-Hexane The hydrocarbon yields n-hexane upon hydrogenation, indicating that it must be a straight-chain alkene without branching. This means that the alkene must have a double bond that, when hydrogenated, results in a straight-chain alkane. **Hint:** The product of hydrogenation gives clues about the structure of the original compound. ### Step 4: Identify Possible Structures Given that the compound is a straight-chain alkene with the formula \( C_6H_{12} \), the possible structures include: 1. Hex-1-ene 2. Hex-2-ene 3. Hex-3-ene **Hint:** Consider the position of the double bond when identifying potential structures. ### Step 5: Oxidation with KMnO4 The compound must yield two different monobasic acids upon oxidation with KMnO4. - **Hex-1-ene** would yield one type of acid. - **Hex-2-ene** can yield two different acids: one from the terminal carbon and one from the internal carbon. - **Hex-3-ene** would also yield one type of acid. Thus, only hex-2-ene can produce two different acids upon oxidation. **Hint:** The position of the double bond affects the products formed during oxidation. ### Conclusion The hydrocarbon \( C_6H_{12} \) that decolorizes bromine, yields n-hexane on hydrogenation, and produces two different monobasic acids on oxidation with KMnO4 is **Hex-2-ene**. **Final Answer:** The compound is **Hex-2-ene** (option B).

To solve the problem, we need to identify the hydrocarbon with the formula \( C_6H_{12} \) that meets the specified conditions. Let's break it down step by step. ### Step 1: Determine the Degree of Unsaturation The degree of unsaturation can be calculated using the formula: \[ \text{Degree of Unsaturation} = \frac{2C + 2 - H}{2} \] For \( C_6H_{12} \): ...
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CENGAGE CHEMISTRY ENGLISH-CARBOXYLIC ACIDS AND THEIR DERIVATIVES-Exercises (Singlecorrect)
  1. How will you convert ethyne to benzene?

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  2. Treatment of tartaric acid with Fenton's reagent gives :

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  3. A hydrocarbon C6 H12 decolourises bromine solution and yields n-hexane...

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  4. An organic liquid of the composition C4 H8 O2 yields a sodium salt of ...

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  5. On heating calcium acetate and calcium formate, the product formed is ...

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  6. CH3 CH=CHCHO is oxidised to CH3 CH=CHCOOH using :

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  7. One mole of an organic compound is found to require only 0.5 mol of ox...

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  8. Identify Z in the following series CH(2)=CH(2) overset(HBr)rarr X ov...

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  9. Which one of the following has the maximum acid strength ?

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  10. Formic acid is obtained when

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  11. The reaction of HCOOH with conc. H2 SO4 gives :

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  12. The compound which react with Fehling solution is :

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  13. CH3CH2 COOH overset(Cl2//Fe)rarr (X) overset(Alc.) underset(KOH)rarr (...

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  14. Vinegar contains :

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  15. What of the following is expected to be most highly ionised in water ?

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  16. Fifty-nine grams of amide is obtained from the carboxylic acid. RCOOH ...

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  17. What is formed when oxalic acid is dehydrated by conc. H2 SO4 ?

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  18. How will you convert the following compounds into benzene? (i) C2H4

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  19. Draw the structure of the following compounds all showing C and H atom...

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  20. Name the reaction sequence. RCOOH overset(SOCl2)rarr RCOCl overset(C...

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