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Oxymercuration-demercuration of 3-methyl...

Oxymercuration-demercuration of 3-methylcyclopentene produces this/these product(s)

A

B

C

D

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The correct Answer is:
D

Alkenes react with mercuric acetate in a.mixture ofwater and tetrahydrofuran (THF) to produce (hydroxyalkyl) mercury compounds. These can be reduced to alcohols with sodium borohydride and water. The overall alkene hydration is not stereoselective because even though the oxymercuration step occurs with anti addition, the demercuration step is not stereoselective (radicals are thought to be involved), and hence, a mixture of syn and anti products results.
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BRILLIANT PUBLICATION-ALCOHOL, PHENOL & ETHER -LEVEL II (ASSERTION - REASON TYPE)
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  2. Assertion : Carbon oxygen bond length of phenol is slightly less than ...

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  3. Assertion : In alcohols, the boiling point decreases with decrease in...

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  4. Assertion : Alcohols and water are weaker acids than phenols. Reas...

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  5. Assertion : Bromination of phenol takes place even in the absence of...

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  6. Assertion : The cleavage of C-O bond in ethers takes place under dra...

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  7. Assertion: Dipolemoment ofphenol is smaller than that of methanol. R...

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  8. Assertion: Neopentyl alcohol on treatment with HCl gives neopentyl chl...

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  9. Assertion: Phenoxide ion on treatment with an active alkyl h...

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  10. Assertion:Phenol forms 2,4,6-tribromophenol on treatment with Br2 in c...

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  11. Assertion: Alcohols have higher boiling points than ethers of comparab...

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  12. Assertion: Commercially carboxylic acids are reduced to alcohols by co...

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  13. Assertion: Ethers are not prepared by the dehydration of secondary and...

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  14. Assertion: CO2 is non polar, while ROR is polar in nature. Reason: ...

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  15. Assertion: t-Butyl methyl ether is not prepared by the reaction of t-b...

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  16. Assertion: Anisole undergoes electrophilic substitution at o-and p-pos...

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  17. Assertion: Acid catalysed dehydration of tert-butanol proceeds faster ...

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  18. Assertion: Reaction of alcohols with SOCl2 is catalysed by the presenc...

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  19. Assertion: Solubility of n-alcohl in water decreases with increase in ...

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  20. Assertion: The bond angle in alcohols is slightly less than the tetr...

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  21. Assertion: Addition reaction of water to but-1-ene in acidic medium yi...

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