From the following sequence of reactions,
[A] `(C_(6)H_(12))overset(HCl)(to)(B)(C_(6)H_(13)Cl)+(C)(C_(6)H_(13)Cl)` react with `AgNO_(3)` to give white ppt.
[B] `overset(Alc. KOH)(to)` (D) (An isomer of A) gives positive test with `Br_(2)//C Cl_(4)`
[D] `overset("Ozonolysis")(to)` (E) gives positive iodoform test and negative Fehling's test .
[A] `overset("Ozonolysis")(to)(F)+(G)` both F and G give positive Tollen's test.
`[F]+[G]overset(Conc. NaOH)underset(Delta)(to)HCOONa+"alcohol"`
The structure of compound D is :

Options

A.
B.
C.
D.

Answer

To determine the structure of compound D from the given sequence of reactions, we will analyze each step systematically.

### Step 1: Identify Compound A
Given the molecular formula of A is C6H12, we can calculate the degree of unsaturation:
- Degree of Unsaturation = (Number of Carbons + 1 - Number of Hydrogens) / 2
- Degree of Unsaturation = (6 + 1 - 12) / 2 = -5 / 2 = 1

This indicates that compound A has one double bond.

### Step 2: Reaction of A with HCl
When A reacts with HCl, it forms compounds B and C, which are isomers of C6H13Cl. This suggests that A is likely an alkene that undergoes electrophilic addition.

### Step 3: Reaction of B with Alcoholic KOH
The reaction of B with alcoholic KOH yields compound D, which is an isomer of A and gives a positive test with Br2/CCl4, indicating that D is likely an alkene.

### Step 4: Ozonolysis of D
When D undergoes ozonolysis, it produces compounds E and F. The problem states that E gives a positive iodoform test and a negative Fehling's test. This suggests that E is likely an aldehyde with a methyl group adjacent to the carbonyl, which is necessary for the iodoform test.

### Step 5: Ozonolysis of A
The ozonolysis of A produces compounds F and G, both of which give positive Tollen's test. This indicates that both F and G are likely aldehydes.

### Step 6: Reaction of F and G with Concentrated NaOH
The reaction of F and G with concentrated NaOH results in the formation of HCOONa (sodium formate) and an alcohol, indicating that a Cannizzaro reaction is taking place. This reaction typically occurs with aldehydes that do not have alpha hydrogens.

### Step 7: Determine the Structure of D
Given the clues from the reactions:
- D must be an isomer of A and have no alpha hydrogens.
- D must yield an aldehyde that gives a positive iodoform test.

Considering the above points, the structure of D can be deduced to be a compound that fits these criteria. The correct structure of D is likely a branched alkene that lacks alpha hydrogens, such as 2-methyl-2-pentene.

### Final Answer
The structure of compound D is **2-methyl-2-pentene**.

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