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An organic compound X on treatment with ...

An organic compound X on treatment with pyridinium chlorochromate in dichloromethane gives compound Y. compound Y reaccts with `I_(2)` and alkali to form triiodomethane. The compound 'X' is

A

`CH_(30)CH_(2)OH`

B

`CH_(3)CHO`

C

`CH_(3)COCH_(3)`

D

`CH_(3)COOH`

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AI Generated Solution

The correct Answer is:
To solve the question step by step, let's analyze the information given about the organic compound X, its reaction with pyridinium chlorochromate (PCC), and the subsequent reactions leading to the formation of triiodomethane. ### Step 1: Identify the Reaction with PCC Pyridinium chlorochromate (PCC) is a mild oxidizing agent that is commonly used to oxidize primary alcohols to aldehydes and secondary alcohols to ketones. In this case, compound X is treated with PCC to yield compound Y. ### Step 2: Determine the Nature of Compound Y Since compound Y reacts with iodine (I2) and alkali to form triiodomethane (CHI3), it suggests that compound Y must be a methyl ketone or an aldehyde. The reaction with iodine and alkali is known as the iodoform reaction, which specifically occurs with methyl ketones or ethanol. ### Step 3: Analyze the Possible Structures Given that compound Y leads to the formation of triiodomethane, we can deduce that compound Y is likely to be acetaldehyde (CH3CHO) or a methyl ketone. ### Step 4: Identify Compound X If compound Y is acetaldehyde, then compound X must be ethanol (CH3CH2OH). When ethanol is oxidized by PCC, it forms acetaldehyde. ### Step 5: Confirm the Reaction 1. Ethanol (X) is oxidized by PCC to form acetaldehyde (Y). 2. Acetaldehyde (Y) reacts with I2 and alkali to give triiodomethane (CHI3). ### Conclusion Based on the above deductions, the compound X is ethanol (CH3CH2OH). ### Final Answer The compound X is ethanol (C2H5OH). ---

To solve the question step by step, let's analyze the information given about the organic compound X, its reaction with pyridinium chlorochromate (PCC), and the subsequent reactions leading to the formation of triiodomethane. ### Step 1: Identify the Reaction with PCC Pyridinium chlorochromate (PCC) is a mild oxidizing agent that is commonly used to oxidize primary alcohols to aldehydes and secondary alcohols to ketones. In this case, compound X is treated with PCC to yield compound Y. ### Step 2: Determine the Nature of Compound Y Since compound Y reacts with iodine (I2) and alkali to form triiodomethane (CHI3), it suggests that compound Y must be a methyl ketone or an aldehyde. The reaction with iodine and alkali is known as the iodoform reaction, which specifically occurs with methyl ketones or ethanol. ...
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PRADEEP-ALCOHOLS, PHENOLS AND ETHERS-COMPETITION FOCUS JEE (MAIN AND ADVANCED)/MEDICAL ENTRANCES SPECIAL (MULTIPLE CHOICE QUESTIONS WITH ONE CORRECT ANSWER-I)
  1. Iodoform can be prepared from all except :

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  2. Following compounds are given (i) CH(3)CH(2)OH (ii) CH(3)COCH(3) ...

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  3. An organic compound X on treatment with pyridinium chlorochromate in d...

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  4. Haloform reaction does not take place with

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  5. The major product U in the following reactions is

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  6. On commercial scale, phenol is obtained from chlorobenzene by raschig'...

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  7. The conversion of m-nitrophenol to resorcinol inivolves respectively:

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  8. Which of the following compounds is most acidic?

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  9. The correct order of decreasing acidity of nitrophenols will be

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  10. The correct order of acid strength of the following substituted phenol...

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  11. Arrange the following compounds is order of decreasing acidity.

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  12. among the following four compounds (i) phenol (ii) methylphenol (i...

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  13. Arrange the following compounds in increasing order of their acidic st...

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  14. Strongest acid amon the following is

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  15. Given are cyclohexanol (I), acetic acid (II),2,4,6-trinitrophenol (III...

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  16. Which of the following will not be soluble in sodium bicarbonate?

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  17. The product A will be

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  18. Ortho-nitrophenol is less soluble in water than p- and m-nitrophenols ...

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  19. The stability towards dehydration of the following compound decr...

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  20. Which one is the most reactive towards electrophilic reagent?

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