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What are the products expected in the fo...

What are the products expected in the following reactions?
`C_(6)H_(5)-overset(O)overset(||)C-CH_(2)-overset(O)overset(||)C-CH_(3)underset("Ether")overset(CH_(2)N_(2))rarr`

A

`C_(6)H_(5)overset(OCH_(3))overset(|)C=CH-overset(O)overset(||)C-CH_(3)`

B

`C_(6)H_(5)overset(O)overset(||)C-CH=overset(OCH_(3))overset(|)C-CH_(3)`

C

D

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AI Generated Solution

The correct Answer is:
To determine the products expected from the reaction of the given compound with diazomethane in the presence of ether, we can follow these steps: ### Step 1: Identify the Reactants The reactant is a diketone compound represented as: \[ C_6H_5 - C(=O) - CH_2 - C(=O) - CH_3 \] This compound has a phenyl group (C6H5), two carbonyl (C=O) groups, and a methylene (CH2) group between them. ### Step 2: Understand the Role of Diazomethane Diazomethane (CH2N2) acts as a methylating agent. When it is treated with the diketone in ether, it undergoes cleavage to generate a reactive intermediate. ### Step 3: Cleavage of Diazomethane Upon heating, diazomethane undergoes homolytic cleavage to form a methylene carbocation: \[ CH_2N_2 \rightarrow CH_2^+ + N_2 \] This carbocation is a strong electrophile. ### Step 4: Nucleophilic Attack The methylene carbocation (CH2+) will seek a nucleophile to stabilize itself. In this case, the oxygen atoms from the carbonyl groups (C=O) act as nucleophiles. The nucleophilic attack will occur on one of the carbonyl carbons. ### Step 5: Formation of Products 1. **Product 1**: When the methylene carbocation attacks the first carbonyl group (C=O), it leads to the formation of a new bond, resulting in: \[ C_6H_5 - C(OH) - CH_2 - C(=O) - CH_3 \] This product can further rearrange or lose a proton to stabilize. 2. **Product 2**: Alternatively, if the methylene carbocation attacks the second carbonyl group, the product will be: \[ C_6H_5 - C(=O) - CH_2 - C(OH) - CH_3 \] Again, this product can undergo rearrangement or proton loss. ### Final Products The final products of the reaction are: 1. \( C_6H_5 - C(OH) - CH_2 - C(=O) - CH_3 \) 2. \( C_6H_5 - C(=O) - CH_2 - C(OH) - CH_3 \) ### Conclusion Thus, the expected products from the reaction are: - Product A: \( C_6H_5 - C(OH) - CH_2 - C(=O) - CH_3 \) - Product B: \( C_6H_5 - C(=O) - CH_2 - C(OH) - CH_3 \)
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Write the IUPAC names of the following compounds (i) CH_(3)-CH_(2)-overset(O)overset(||)(C)-CH_(2)-overset(O)overset(||)(C)-CH_(3) (ii) CH_(3)-overset(O)overset(||)(C)-CH_(2)-CH_(2)-CH_(2)-CH_(2)-COOH (iii) CH_(3)-underset(C_(2)H_(5))underset(|)(CH)-underset(C_(2)H_(5))underset(|)(CH)-CH_(3)

The IUPAC name of the compound given below is : H_(3)C-CH_(2)-overset(O)overset(||)(C)-CH_(2)-CH_(2)-overset(O)overset(||)(C ) -OCH_(3)

ALLEN-ALKENE, ALKANE & ALKYNE -EXERCISE-2
  1. An ether which cannot be cleaved by HI at 373 K. The compound is

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  2. Which of the following reactions can be used to prepare CH(3)-underset...

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  3. What are the products expected in the following reactions? C(6)H(5)...

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  4. Which of the following will increase the acidity of phenol ?

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  5. In the esterification of propanoic acid with methanol in the presence ...

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  6. The intermediate stages in the convertsion (CH(3))(2)-underset(OH)un...

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  7. An alcohol, on treatment with P+I(2) followed by the reaction of the...

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  8. Which one of the following will result in the formation of an ether?

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  9. The end products of the following sequence of reactions are

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  10. Which of the following compound on treatment with LiAlH(4) will give a...

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  11. Which of the following compounds is most susceptible to a nucleophilic...

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  12. Which of the following does not give lodoform reaction ?

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  13. Which of the following will undergo periodic oxidation?

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  14. overset(OH^(-))rarrA,A is :-

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  15. In the reaction sequence, [X] is ketone : [X] overset(KMnO(4)//OH^(-...

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  16. In the given reaction : (A) and (B) are :

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  17. In Cannizzaro reaction given below : 2PhCHO overset(: OH^(-)) to ...

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  18. Identify (Z) is the series given below. CH2 =CH2 overset(HBr)rarr (X...

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  19. Which of the following statements are correct ?

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  20. CH(3)-CHOoverset(veC CH)rarrCH(3)CH(OH)CH(2)CHO In the aldol condens...

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