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CH(3)-CH=CH-CHOH-CH(3)overset("Jones")un...

`CH_(3)-CH=CH-CHOH-CH_(3)overset("Jones")underset("reagent")rarr`
Product is ?

A

`CH_(3)-CH_(2)-CH_(2)-underset(O)underset(||)C-CH_(3)`

B

`CH_(3)-CH=CH-underset(O)underset(||)C-CH_(3)`

C

`CH_(3)-CH_(2)-CH_(2)-underset(OH)underset("| ")"CH"-CH_(3)`

D

`CH_(3)-CH_(2)-COOH`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question regarding the reaction of the compound CH₃-CH=CH-CHOH-CH₃ with Jones reagent, we can follow these steps: ### Step-by-Step Solution: 1. **Identify the Compound**: The given compound is CH₃-CH=CH-CHOH-CH₃. This compound has a double bond between the second and third carbon atoms and a hydroxyl (OH) group on the fourth carbon. 2. **Understand the Jones Reagent**: The Jones reagent is a mixture of chromium trioxide (CrO₃) in sulfuric acid (H₂SO₄) and water. It is commonly used for the oxidation of alcohols. 3. **Determine the Reaction Type**: The presence of the hydroxyl (OH) group means that the compound can undergo oxidation. The Jones reagent will oxidize the alcohol to a ketone. 4. **Identify the Site of Oxidation**: In the given compound, the hydroxyl group (OH) is located on the fourth carbon. When oxidized, this OH group will convert into a carbonyl group (C=O), specifically forming a ketone. 5. **Draw the Product**: After the oxidation, the structure will change from CH₃-CH=CH-CHOH-CH₃ to CH₃-CH=CH-C(=O)-CH₃. This compound is a ketone. 6. **Name the Product**: The resulting compound has a total of five carbon atoms with a ketone functional group at the third carbon. Therefore, the IUPAC name of the product is pent-3-one. 7. **Select the Correct Option**: Based on the naming, the product is pent-3-one, which corresponds to option B in the question. ### Final Answer: The product formed is **pent-3-one** (option B).
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