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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 `(D)` is :

A

`(I)`

B

`(II)`

C

`(III)`

D

`(IV)`

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To solve the problem, we need to identify the four isomeric optically active compounds (A, B, C, D) with the molecular formula C₄H₈O₃ and determine the structure of compound D based on the given reactions. ### Step 1: Determine the Degree of Unsaturation (DU) The formula for calculating the degree of unsaturation (DU) is: \[ DU = \frac{(2 \times \text{number of carbons}) + 2 - \text{number of hydrogens}}{2} \] For C₄H₈O₃: - Number of carbons (C) = 4 - Number of hydrogens (H) = 8 Calculating DU: \[ DU = \frac{(2 \times 4) + 2 - 8}{2} = \frac{8 + 2 - 8}{2} = \frac{2}{2} = 1 \] This indicates that there is one degree of unsaturation, suggesting the presence of one carbonyl group (C=O) or a double bond. ### Step 2: Identify Possible Structures for Compounds A, B, C, and D Given that we have four isomeric optically active compounds, we can propose the following structures: 1. **Compound A**: A possible structure could be a hydroxy acid, such as 2-hydroxybutanoic acid (CH₃-CH(OH)-CH₂-COOH). 2. **Compound B**: This compound is inert to oxidation, suggesting it could be a tertiary alcohol or an ether. A possible structure could be 2-methyl-2-butanol (CH₃-C(OH)(CH₃)-CH₂-CH₃). 3. **Compound C**: This compound reacts with NaOI/H₃O⁺ to yield CH₃I and another compound. A suitable structure could be 3-hydroxybutanoic acid (CH₃-CH(OH)-CH₂-COOH). 4. **Compound D**: This compound is formed from compound C and should be a product of the reaction with NaOI/H₃O⁺. ### Step 3: Reaction of Compound C When compound C (3-hydroxybutanoic acid) reacts with NaOI in the presence of H₃O⁺, it undergoes the iodoform reaction, producing CH₃I (iodoform) and another compound (which is likely to be a carboxylic acid). ### Step 4: Identify Compound D From the reaction, we can deduce that compound D is likely to be a carboxylic acid derived from the oxidation of compound C. Given the structure of compound C, compound D could be 3-oxobutanoic acid (CH₃-CO-CH₂-COOH). ### Conclusion Thus, the structure of compound D is 3-oxobutanoic acid (or acetoacetic acid).

To solve the problem, we need to identify the four isomeric optically active compounds (A, B, C, D) with the molecular formula C₄H₈O₃ and determine the structure of compound D based on the given reactions. ### Step 1: Determine the Degree of Unsaturation (DU) The formula for calculating the degree of unsaturation (DU) is: \[ DU = \frac{(2 \times \text{number of carbons}) + 2 - \text{number of hydrogens}}{2} \] For C₄H₈O₃: ...
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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. Write thermal decomposition reaction of Calcium carbonate.

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

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  7. What is Royal Water and give its composition.

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  8. Give the main properties of canal ray experiment.

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  9. Compound (B) is :

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  10. Compound ( C) is :

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  11. Compound ( E) is :

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  12. Compound (F) is :

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

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  14. Compound (B) is :

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

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

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

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  18. Product ( E) is :

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

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

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