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Four isomeric optically active compounds...

Four isomeric optically active compounds `overset (NaHCO_3) rarr CO_2 (g) (A, B , C, D) (C_4 H_8 O_3)`
Compound `(A) overset (LAH) rarr ( E)` (Archiral compound)
Compound `(B) overset (KMnO_4) underset (or CrO_3) rarr` Inert to oxidation.
Compound `( C) underset (NaOI//H_3 O^(oplus)) rarr CHI_3 (Yellow ppt.) + Compound (F)`.
Compound `( C)` is :

A

`(I)`

B

`(II)`

C

`(III)`

D

`(IV)`

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To determine the structure of compound C based on the provided information, we will follow a systematic approach. ### Step 1: Determine the molecular formula and degree of unsaturation The molecular formula given is C₄H₈O₃. To calculate the degree of unsaturation (DU), we use the formula: \[ \text{DU} = \frac{2 \times \text{number of Carbons} + 2 - \text{number of Hydrogens}}{2} \] Substituting the values: \[ \text{DU} = \frac{2 \times 4 + 2 - 8}{2} = \frac{8 + 2 - 8}{2} = \frac{2}{2} = 1 \] ### Step 2: Identify possible functional groups A degree of unsaturation of 1 suggests the presence of either a double bond or a ring structure. Given the context of carboxylic acids and their derivatives, we can assume that compound C may contain a carboxylic acid group (–COOH) or an alcohol (–OH) group. ### Step 3: Analyze the reactions of compounds A, B, and C - **Compound A** reacts with LAH (Lithium Aluminium Hydride) to form an achiral compound E. This suggests that A likely contains a functional group that can be reduced, such as a carbonyl group (C=O). - **Compound B** is inert to oxidation with KMnO₄, indicating that it likely does not have a hydrogen atom attached to a carbon adjacent to a carbonyl group (which would be oxidizable). - **Compound C** reacts with NaOI/H₃O⁺ to yield CHI₃ (iodoform), which indicates that C must contain a methyl ketone or a secondary alcohol adjacent to a carbonyl group. ### Step 4: Propose a structure for compound C Given the above information, we can propose a structure for compound C. It should have: - A carboxylic acid group (due to the molecular formula). - A structure that allows for the formation of CHI₃ upon treatment with NaOI/H₃O⁺. A possible structure for compound C could be: - 3-hydroxybutanoic acid (or 2-hydroxybutanoic acid), which has the following structure: ``` CH3 | CH | COOH | CH2OH ``` ### Conclusion Based on the analysis, compound C is likely to be 3-hydroxybutanoic acid (or 2-hydroxybutanoic acid), which fits the criteria of being optically active and capable of yielding CHI₃ upon treatment with NaOI/H₃O⁺.

To determine the structure of compound C based on the provided information, we will follow a systematic approach. ### Step 1: Determine the molecular formula and degree of unsaturation The molecular formula given is C₄H₈O₃. To calculate the degree of unsaturation (DU), we use the formula: \[ \text{DU} = \frac{2 \times \text{number of Carbons} + 2 - \text{number of Hydrogens}}{2} \] ...
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CENGAGE CHEMISTRY ENGLISH-CARBOXYLIC ACIDS AND THEIR DERIVATIVES-Exercises (Linked Comprehension)
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  2. Four isomeric optically active compounds overset (NaHCO3) rarr CO2 (g)...

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  3. Four isomeric optically active compounds overset (NaHCO3) rarr CO2 (g)...

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  4. Four isomeric optically active compounds overset (NaHCO3) rarr CO2 (g)...

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  5. Four isomeric optically active compounds overset (NaHCO3) rarr CO2 (g)...

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  6. Write thermal decomposition reaction of Calcium carbonate.

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  7. Identify (D) in the reaction (ii) Compound (D) is prepard by carbo...

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  8. What is Royal Water and give its composition.

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  9. Give the main properties of canal ray experiment.

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  10. Compound (B) is :

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  11. Compound ( C) is :

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  12. Compound ( E) is :

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  13. Compound (F) is :

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  14. Compound (F) is used as an artificial sweetner and is known as sacchar...

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  15. Compound (B) is :

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  16. In the formation of ( C) from (A) and (B), which statements (s) is //a...

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  17. Which statement (s) is //are correct about the formation of (D) ?

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  18. Which statements is//are correct about the formation of ( E) from (D) ...

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  19. Product ( E) is :

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  20. Three isomeric tetracarboxylic acids (I),(II), and (III) are given. ...

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