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A carbonyl compound (P) which gives posi...

A carbonyl compound (P) which gives positive iodoform test, undergoes reaction with MeMgBr followed by dehydration to give an olefin (Q). Ozonolysis of (Q) leads to a dicarbonyl compound (R ) which undergors intramolecular aldol reaction to give predominantly (S).
`Poverset(1. MeMgBr)underset{:(2.H^(+)","H_(2)O),(3.H_(2)SO_(4)","Delta):}rarr Q underset(2. Zn"," H_(2)O)overset(1. O_(3))rarr R underset(2. Delta)overset(1. OH^(-))rarr S`
The structure of product (S) is:

A

B

C

D

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The correct Answer is:
To solve the problem step by step, let's analyze the information given and the reactions involved. ### Step 1: Identify the carbonyl compound (P) The problem states that compound (P) gives a positive iodoform test. This indicates that (P) must be a methyl ketone or an ethanol-derived carbonyl compound. The general structure of (P) can be represented as: \[ \text{R}-C(=O)-CH_3 \] Where R is any alkyl group. ### Step 2: Reaction with MeMgBr When (P) reacts with methyl magnesium bromide (MeMgBr), a Grignard reagent, it will add to the carbonyl carbon, resulting in a tertiary alcohol. The reaction can be summarized as follows: \[ \text{R}-C(=O)-CH_3 + \text{MeMgBr} \rightarrow \text{R}-C(OH)(CH_3)(CH_3) \] ### Step 3: Dehydration to form olefin (Q) The tertiary alcohol formed will undergo dehydration (removal of water) when treated with an acid (H⁺) and heat, leading to the formation of an olefin (Q). The dehydration reaction can be represented as: \[ \text{R}-C(OH)(CH_3)(CH_3) \xrightarrow{H^+, \Delta} \text{Q} \] Where (Q) is an alkene. ### Step 4: Ozonolysis of (Q) Next, (Q) undergoes ozonolysis, which cleaves the double bond and forms a dicarbonyl compound (R). The ozonolysis reaction can be represented as: \[ \text{Q} \xrightarrow{O_3} \text{R} \] Where (R) is a dicarbonyl compound. ### Step 5: Intramolecular aldol reaction to form (S) The dicarbonyl compound (R) can undergo an intramolecular aldol reaction, which involves the formation of a β-hydroxy carbonyl compound followed by dehydration to yield a predominantly formed compound (S). The reaction can be summarized as: \[ \text{R} \xrightarrow{\text{intramolecular aldol}} \text{S} \] ### Step 6: Identify the structure of product (S) The product (S) is likely to have intramolecular hydrogen bonding due to the proximity of functional groups. The structure of (S) will depend on the specific arrangement of the carbon skeleton and functional groups after the aldol reaction. ### Conclusion Based on the steps outlined, we can conclude that the structure of product (S) is predominantly formed through the intramolecular aldol reaction, resulting in a compound that exhibits intramolecular hydrogen bonding. ### Final Answer The structure of product (S) is option A. ---
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A carbonyl compound (P) which gives positive iodoform test, undergoes reaction with MeMgBr followed by dehydration to give an olefin (Q). Ozonolysis of (Q) leads to a dicarbonyl compound (R ) which undergors intramolecular aldol reaction to give predominantly (S). Poverset(1. MeMgBr)underset{:(2.H^(+)","H_(2)O),(3.H_(2)SO_(4)","Delta):}rarr Q underset(2. Zn"," H_(2)O)overset(1. O_(3))rarr R underset(2. Delta)overset(1. OH^(-))rarr S The structure of products (Q) and (R ), respectively, are:

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ALLEN-ALKENE, ALKANE & ALKYNE -EXERCISE-5[B]
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  4. A carbonyl compound (P) which gives positive iodoform test, undergoes ...

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  8. The number of aldol reaction(s) that occurs in the given transformatio...

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  9. Among P,Q,R and S, the aromatic compound(s) is/are

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  10. After completion of the reactions (I and II), the organic compounds in...

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  11. Consider all possible isomeric ketones, including stereoisomers, of MW...

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  12. The major product in the following reaction is underset(2. " a...

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  13. In the following reaction Compound X is :

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  14. In the following reactoins The major compound Y is

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