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X(C(4)H(9)Br) underset(Delta) overset(al...

`X(C_(4)H_(9)Br) underset(Delta) overset(alc.KOH)to Yoverset(Br_(2)//"CC"l_(4)) rarrZ underset(Delta) overset(NaNH_(2)(2eq.))to W underset(("Tollen's reagent")) overset(AgNO_(3)+NH_(4)OH)to`white ppt
Which of the following statement(s) is//are incorrect?

A

`Y` and `W` are chain isomers

B

`Y` and `W` are functional isomers

C

`W` can be converted into `Y` with `H_(2)//Pt`

D

`W` can be converted into `Y` with Lindlar catalyst

Text Solution

AI Generated Solution

The correct Answer is:
To solve the given question step by step, let's analyze the reactions and compounds involved: 1. **Identify the starting compound (X)**: - The molecular formula of compound X is C₄H₉Br. This indicates it is a bromoalkane. 2. **Reaction of X with alcoholic KOH**: - When X reacts with alcoholic KOH under heat, it undergoes an elimination reaction (dehydrohalogenation) to form an alkene (Y). - The elimination will typically remove the bromine and a hydrogen atom from adjacent carbon atoms, resulting in a double bond. 3. **Formation of compound Y**: - The structure of Y will be an alkene. Since we are starting from a bromoalkane, we can assume Y is a butene (for example, 1-butene or 2-butene). 4. **Reaction of Y with Br₂/CCl₄**: - The alkene Y will react with bromine in carbon tetrachloride (CCl₄), resulting in the addition of bromine across the double bond, forming a dibromide (Z). 5. **Formation of compound Z**: - The structure of Z will have two bromine atoms added to the former double bond positions of Y. 6. **Reaction of Z with NaNH₂ (2 eq.)**: - Sodium amide (NaNH₂) will induce a double elimination reaction on Z, resulting in the formation of an alkyne (W). - This means that two bromine atoms will be removed, along with two hydrogen atoms, resulting in a triple bond. 7. **Formation of compound W**: - The structure of W will be a terminal alkyne, which can be represented as RC≡C-H, where R is the remaining carbon chain. 8. **Reaction of W with Tollen's reagent**: - Tollen's reagent (AgNO₃ + NH₄OH) is used to test for aldehydes or terminal alkynes. In this case, W (the terminal alkyne) will give a positive test, resulting in a white precipitate of silver. 9. **Identifying incorrect statements**: - The question asks which statements are incorrect regarding the compounds formed and their properties. - From the analysis: - Statement 1: "Y and W are chain isomers." This is incorrect because Y (alkene) and W (alkyne) are functional isomers, not chain isomers. - Statement 2: "W can be converted into Y with H₂/Pd." This is correct because hydrogenation can convert alkynes to alkenes. - Statement 3: "W can be converted into Y with Lindlar reagent." This is also correct, as Lindlar catalyst selectively hydrogenates alkynes to cis-alkenes. ### Summary of the solution: - The incorrect statement is the first one: "Y and W are chain isomers." They are functional isomers, not chain isomers.

To solve the given question step by step, let's analyze the reactions and compounds involved: 1. **Identify the starting compound (X)**: - The molecular formula of compound X is C₄H₉Br. This indicates it is a bromoalkane. 2. **Reaction of X with alcoholic KOH**: - When X reacts with alcoholic KOH under heat, it undergoes an elimination reaction (dehydrohalogenation) to form an alkene (Y). - The elimination will typically remove the bromine and a hydrogen atom from adjacent carbon atoms, resulting in a double bond. ...
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