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In which of the following reactions, the...

In which of the following reactions, the intermediate species acyl nitrene `(R-overset(O)overset(||)(C)-ddot(N: ))` and intermediate compound alkyl isocyanate `(R - N = C = O)` are involved ?

A

B

C

D

Text Solution

AI Generated Solution

The correct Answer is:
To determine which reactions involve the intermediate species acyl nitrene `(R-C(=O)-N:)` and the intermediate compound alkyl isocyanate `(R-N=C=O)`, we will analyze each of the provided reactions step-by-step. ### Step 1: Analyze Reaction A - Hoffman Degradation 1. **Starting Material**: The reaction begins with an amide `R-C(=O)-NH2`. 2. **Base Attack**: The hydroxide ion (OH-) attacks the hydrogen on the nitrogen, leading to the formation of a negatively charged intermediate. 3. **Bromination**: The negatively charged nitrogen attacks bromine (Br2), forming an intermediate that contains the isocyanate group `R-N=C=O`. 4. **Final Product**: The reaction proceeds to form `R-NH2` and releases carbon dioxide (CO2). 5. **Conclusion**: In this reaction, the intermediate `R-N=C=O` is formed. ### Step 2: Analyze Reaction B - Laws and Rearrangement 1. **Starting Material**: The reaction starts with a hydroxylamine derivative `R3C-NH-OH`. 2. **Formation of Isocyanate**: In the presence of a base, the intermediate `R-N=C=O` is formed. 3. **Nucleophilic Attack**: The isocyanate reacts with methanol (MeOH) to form another intermediate. 4. **Final Product**: This leads to the formation of a substituted urea. 5. **Conclusion**: The intermediate `R-N=C=O` is involved in this reaction. ### Step 3: Analyze Reaction C - Curtius Rearrangement 1. **Starting Material**: The reaction begins with an acyl azide `R-C(=O)-N3`. 2. **Rearrangement**: The azide undergoes rearrangement, resulting in the formation of `R-N=C=O` and nitrogen gas (N2) is released. 3. **Hydrolysis**: When water is added and heated, the isocyanate can hydrolyze to form `R-NH2` and CO2. 4. **Conclusion**: The intermediate `R-N=C=O` is formed in this reaction. ### Step 4: Analyze Reaction D - Schmidt Rearrangement 1. **Starting Material**: The reaction starts with an aldehyde `R-C(=O)H`. 2. **Formation of Intermediate**: The aldehyde reacts with hydrazoic acid (HN3) to form an intermediate that rearranges to yield `R-N=C=O`. 3. **Hydrolysis**: On heating with water, the isocyanate can hydrolyze to form `R-NH2` and CO2. 4. **Conclusion**: The intermediate `R-N=C=O` is also formed in this reaction. ### Final Conclusion All four reactions (A, B, C, and D) involve the intermediate alkyl isocyanate `(R-N=C=O)`. Therefore, the answer is that all reactions involve the specified intermediates.

To determine which reactions involve the intermediate species acyl nitrene `(R-C(=O)-N:)` and the intermediate compound alkyl isocyanate `(R-N=C=O)`, we will analyze each of the provided reactions step-by-step. ### Step 1: Analyze Reaction A - Hoffman Degradation 1. **Starting Material**: The reaction begins with an amide `R-C(=O)-NH2`. 2. **Base Attack**: The hydroxide ion (OH-) attacks the hydrogen on the nitrogen, leading to the formation of a negatively charged intermediate. 3. **Bromination**: The negatively charged nitrogen attacks bromine (Br2), forming an intermediate that contains the isocyanate group `R-N=C=O`. 4. **Final Product**: The reaction proceeds to form `R-NH2` and releases carbon dioxide (CO2). 5. **Conclusion**: In this reaction, the intermediate `R-N=C=O` is formed. ...
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Monomer of [NH-overset(O)overset(||)C-NH-CH_(2)]n is:

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Knowledge Check

  • Which of the following is an intermediate formed in the reaction shown below ? CH_(3)-overset(O)overset(||)C-Cl+NH_(3) to "Intermediate" to "product"

    A
    `CH_(3)-overset(o+)NH_(3)`
    B
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    C
    `Cl-underset(""_(o+)NH_(3))underset(|)overset(OH)overset(|)C-Cl`
    D
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  • In the following reaction product 'P' is R-overset(O)overset(||)C-Clunderset(BaSO_(4))overset(H_(2))toP .

    A
    `RCH_(2)OH`
    B
    `RCOOH`
    C
    `RCHO`
    D
    `RCH_(3)`
  • In the following reaction product 'P' is R-overset(O)overset(||)C-Clunderset(BaSO_(4))overset(H_(2))toP .

    A
    `RCH_(2)OH`
    B
    `RCOOH`
    C
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    D
    `RCH_(3)`
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