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From the following sequence of reactions...

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 A and B respectively are :

A

B

C

D

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we will analyze the sequence of reactions step by step, identifying the structures of compounds A and B. ### Step 1: Identify Compound A The first reaction involves compound A, which has the molecular formula C₆H₁₂. Since it reacts with HCl to form B (C₆H₁₃Cl), compound A must be an alkene. This is because alkenes can undergo electrophilic addition reactions with HCl, leading to the formation of alkyl halides. ### Step 2: Reaction of A with HCl When A (an alkene) reacts with HCl, it adds HCl across the double bond. The addition of HCl introduces a chlorine atom and a hydrogen atom to the molecule, resulting in B (C₆H₁₃Cl). The reaction can lead to the formation of two isomers (C and D) due to the possibility of carbocation rearrangement. ### Step 3: Identify Compound B Since B is an alkyl halide (C₆H₁₃Cl), we can deduce that it is formed from the addition of HCl to A. The structure of B will depend on the position of the double bond in A and the stability of the carbocation formed during the reaction. ### Step 4: Reaction of B with AgNO₃ The next step states that B reacts with AgNO₃ to give a white precipitate. This indicates that B is likely a primary or secondary alkyl halide, as these can react with AgNO₃ to form a precipitate of AgCl. ### Step 5: Identify Compound D Next, B is treated with alcoholic KOH, leading to compound D, which is an isomer of A. The reaction with alcoholic KOH suggests that D is formed via elimination (dehydrohalogenation), resulting in another alkene. ### Step 6: Ozonolysis of D Compound D undergoes ozonolysis, yielding compounds E, which gives a positive iodoform test and a negative Fehling's test. This suggests that E is a methyl ketone, as methyl ketones give a positive iodoform test. ### Step 7: Ozonolysis of A A also undergoes ozonolysis to yield compounds F and G, both of which give a positive Tollen's test. This indicates that F and G are aldehydes or ketones. ### Step 8: Reaction of F and G Finally, F and G react with concentrated NaOH under heat to produce HCOONa (sodium formate) and an alcohol. This suggests that F and G are likely aldehydes that can undergo a reaction known as the aldol condensation. ### Conclusion From the analysis, we can conclude that: - **Compound A** is an alkene (specifically, 2-hexene). - **Compound B** is the corresponding alkyl halide (specifically, 2-hexyl chloride). ### Final Structures - **A (C₆H₁₂)**: 2-Hexene - **B (C₆H₁₃Cl)**: 2-Hexyl chloride
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