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IsoprophI bromide was treated separately...

IsoprophI bromide was treated separately with sodium ethoxide under two different conditions.
Reaction I:
Treatment of isopropyI bromide with `(Me_(3)CONa)` at `40^(@)C` gave almost exclusively compound `(A) (C_(3)H_(6))`.
Reaction II:
Treatment of `(i-PrBr)` with `NaOC_(2)H_(5)` at `30^(@)C` yileled compound `(A) (C_(3)H_(6))` along with a small amount of an ether `(B) (C_(5)H_(12)O)`.
Compound `(A)` was readily oxidised by a neutral solution of cold dil. `KMnO_(4)` to give a brown preciptate.
The formations of `(A)` and `(B)` are best explained by:

A

`SN^(2)` reaction and `E2` reaction, respectively

B

`E2` reaction and `SN^(2)` reaction, respectively

C

`E1` reaction and `SN^(1)` reaction, respectively

D

`E2` reaction and `SN^(1)` reaction, respectively

Text Solution

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To solve the question regarding the reactions of isopropyl bromide with sodium ethoxide under different conditions, we can break it down into a step-by-step analysis of each reaction and the mechanisms involved. ### Step 1: Identify the Reactants The reactant in both reactions is isopropyl bromide, which can be represented as: \[ \text{(CH}_3\text{)}_2\text{CHBr} \] ### Step 2: Reaction I with (Me₃CONa) at 40°C In the first reaction, isopropyl bromide is treated with a bulky base, tert-butoxide (Me₃CONa), at a higher temperature (40°C). - **Mechanism**: The bulky base favors an elimination reaction (E2 mechanism) rather than substitution due to steric hindrance. - **Process**: - The base abstracts a hydrogen atom from one of the methyl groups adjacent to the carbon bonded to bromine. - The bromine atom leaves, resulting in the formation of a double bond. - **Product**: The product formed is propene (C₃H₆), which is compound A. ### Step 3: Reaction II with NaOC₂H₅ at 30°C In the second reaction, isopropyl bromide is treated with sodium ethoxide (NaOC₂H₅) at a lower temperature (30°C). - **Mechanism**: Sodium ethoxide is a less bulky base, which allows for both elimination and substitution reactions. However, the primary pathway here is substitution (SN2 mechanism). - **Process**: - The bromine atom leaves, forming a carbocation intermediate. - The ethoxide ion (C₂H₅O⁻) attacks the carbocation, leading to the formation of an ether. - **Products**: The products formed are: - Propene (C₃H₆) again (compound A). - An ether (compound B), which has the molecular formula C₅H₁₂O. ### Step 4: Summary of Products - **Compound A**: Propene (C₃H₆) is formed in both reactions. - **Compound B**: An ether (C₅H₁₂O) is formed only in the second reaction. ### Step 5: Oxidation of Compound A The question mentions that compound A (propene) is readily oxidized by cold dilute KMnO₄, which indicates that it can undergo oxidation reactions typical for alkenes. ### Conclusion The formation of compounds A and B can be explained as follows: - **Compound A (C₃H₆)** is formed by an E2 mechanism in the first reaction and by an SN2 mechanism in the second reaction. - **Compound B (C₅H₁₂O)** is formed by the SN2 mechanism in the second reaction. ### Final Answer The formations of compounds A and B are best explained by the E2 mechanism for compound A in the first reaction and the SN2 mechanism for compound B in the second reaction. ---

To solve the question regarding the reactions of isopropyl bromide with sodium ethoxide under different conditions, we can break it down into a step-by-step analysis of each reaction and the mechanisms involved. ### Step 1: Identify the Reactants The reactant in both reactions is isopropyl bromide, which can be represented as: \[ \text{(CH}_3\text{)}_2\text{CHBr} \] ### Step 2: Reaction I with (Me₃CONa) at 40°C In the first reaction, isopropyl bromide is treated with a bulky base, tert-butoxide (Me₃CONa), at a higher temperature (40°C). ...
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IsoprophI bromide was treated separately with sodium ethoxide under two different conditions. Reaction I: Treatment of isopropyI bromide with (Me_(3)CONa) at 40^(@)C gave almost exclusively compound (A) (C_(3)H_(6)) . Reaction II: Treatment of (i-PrBr) with NaOC_(2)H_(5) at 30^(@)C yileled compound (A) (C_(3)H_(6)) along with a small amount of an ether (B) (C_(5)H_(12)O) . Compound (A) was readily oxidised by a neutral solution of cold dil. KMnO_(4) to give a brown preciptate. Which of the following is an accurate representations of compound (B) ?

IsoprophI bromide was treated separately with sodium ethoxide under two different conditions. Reaction I: Treatment of isopropyI bromide with (Me_(3)CONa) at 40^(@)C gave almost exclusively compound (A) (C_(3)H_(6)) . Reaction II: Treatment of (i-PrBr) with NaOC_(2)H_(5) at 30^(@)C yileled compound (A) (C_(3)H_(6)) along with a small amount of an ether (B) (C_(5)H_(12)O) . Compound (A) was readily oxidised by a neutral solution of cold dil. KMnO_(4) to give a brown preciptate. Which of the following most accureately repreasents the activated complex formed in reaction (II) that leads to compound (A) ?

IsoprophI bromide was treated separately with sodium ethoxide under two different conditions. Reaction I: Treatment of isopropyI bromide with (Me_(3)CONa) at 40^(@)C gave almost exclusively compound (A) (C_(3)H_(6)) . Reaction II: Treatment of (i-PrBr) with NaOC_(2)H_(5) at 30^(@)C yileled compound (A) (C_(3)H_(6)) along with a small amount of an ether (B) (C_(5)H_(12)O) . Compound (A) was readily oxidised by a neutral solution of cold dil. KMnO_(4) to give a brown preciptate. Referring to Q. No. 67 which of the following represents the intermediate T.S for the formation of compound (B) ?

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  2. Compound (G) is:

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  3. Compound (H) is:

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  4. The compounds (I) and (J) are respectively:

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  7. Compound (C) is:

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  8. Compound (E) is:

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  9. Compound (F) is:

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  10. SN reaction is given by these compounds, which have a nuclophilic gr...

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  11. SN reaction is given by these compounds, which have a nuclophilic gr...

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  12. SN reaction is given by these compounds, which have a nuclophilic gr...

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  13. SN^(2) reaction is a bimolecular reaction which takes places by the fo...

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  14. SN^(2) reaction is a bimolecular reaction which takes places by the fo...

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  16. SN^(2) reaction is a bimolecular reaction which takes places by the fo...

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  17. IsoprophI bromide was treated separately with sodium ethoxide under t...

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  18. IsoprophI bromide was treated separately with sodium ethoxide under t...

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