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An organic compound 'X' on treatment wit...

An organic compound 'X' on treatment with pyridinium chlorochromate in dichloromethane gives compound 'Y'. Compoun 'Y', reacts with `I_(2)` and alkali to form tri-iodomethane. The compound 'X' is `:`

A

`C_(2)H_(5)OH`

B

`CH_(3)CHO`

C

`CH_(3)COCH_(3)`

D

`CH_(3)COOH`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem step by step, we will analyze the information provided and deduce the structure of compound 'X'. ### Step 1: Identify the reaction of compound 'X' with pyridinium chlorochromate (PCC). - **PCC** is a mild oxidizing agent that typically converts alcohols to carbonyl compounds (aldehydes or ketones). - Therefore, compound 'X' must be an alcohol because it is being oxidized to a compound 'Y' (which is a carbonyl compound). ### Step 2: Determine the nature of compound 'Y'. - Since compound 'Y' is formed from the oxidation of an alcohol, it can either be an aldehyde or a ketone. - The next part of the question states that compound 'Y' reacts with iodine (I2) and alkali to form triiodomethane (CHI3). - Triiodomethane is formed from the reaction of iodine with a methyl ketone or an aldehyde that has at least one methyl group adjacent to the carbonyl. ### Step 3: Analyze the reaction of compound 'Y' with iodine and alkali. - The reaction of an aldehyde (specifically, acetaldehyde, CH3CHO) with I2 and NaOH will yield triiodomethane (CHI3). - This indicates that compound 'Y' must be acetaldehyde (CH3CHO). ### Step 4: Identify compound 'X'. - Since compound 'Y' is acetaldehyde, we can deduce that compound 'X' must be ethanol (C2H5OH), which is the alcohol that gets oxidized to acetaldehyde by PCC. ### Conclusion: - The compound 'X' is **ethanol (C2H5OH)**. ### Summary of Reactions: 1. **X (C2H5OH) + PCC → Y (CH3CHO)** 2. **Y (CH3CHO) + I2 + NaOH → CHI3 + by-products** ### Final Answer: The compound 'X' is **C2H5OH (ethanol)**. ---

To solve the problem step by step, we will analyze the information provided and deduce the structure of compound 'X'. ### Step 1: Identify the reaction of compound 'X' with pyridinium chlorochromate (PCC). - **PCC** is a mild oxidizing agent that typically converts alcohols to carbonyl compounds (aldehydes or ketones). - Therefore, compound 'X' must be an alcohol because it is being oxidized to a compound 'Y' (which is a carbonyl compound). ### Step 2: Determine the nature of compound 'Y'. - Since compound 'Y' is formed from the oxidation of an alcohol, it can either be an aldehyde or a ketone. ...
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Knowledge Check

  • A halogen compound 'A' on hydrolysis with dilute alkali followed by acidification gives acetic acid. The compound X is :

    A
    `ClCH_2CH_2Cl`
    B
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    D
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