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0.44 g of a monhydric alcohol when added...

0.44 g of a monhydric alcohol when added to methyl magnesium iodide in ether liberates at STP, `112cm6(3)` of methane. With PCC the same alcohol forms a carbonyl compound that answers silver mirror test. The monohydric alcohol is

A

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

B

`(CH_(3))_(3)C-CH_(2)OH`

C

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

D

`(CH_(3))_(2)CH-CH_(2)OH`

Text Solution

Verified by Experts

The correct Answer is:
B
Aldehyde can be prepared by the reaction of primary alcohol with PCC.

`therefore" Molecular mass of alcohol"=(0.44xx22400)/(112)=88`
Since, alochol oxidised with PCC to form a carbonyl compound, which gives positive silver mirror test hence carbonyl compound must be an aldehyde therefore alcohol must be a primary alcohol.
`underset(m = 88)((CH_(3))_(3)C)-CH_(2)OH overset("PCC")rarr (CH_(3))_(3)C-CHO`
`underset(m = 74)((CH_(3))_(2)CH)-CH_(2)OH overset("PCC")rarr (CH_(3))_(2)CH-CHO`
In the gives options, (b) and (c) are primary alochols having molecular masses 88 and 74 respectively.
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MHTCET PREVIOUS YEAR PAPERS AND PRACTICE PAPERS-ALCOHOLS, PHENOLS AND ETHERS-PRACTICE EXERCISE (Exercise 2 (MISCELLANEOUS PROBLEMS))
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  2. Conversion of ethyl alcohol into acetaldehyde is an example of

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  3. 0.44 g of a monhydric alcohol when added to methyl magnesium iodide in...

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  4. For the sequence of reactions, Aoverset(C(2)H(5)Mgl)rarr B overset(H...

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  5. R-CH(2)-CH(2)OH can be converted into RCH(2)CH(2)COOH the correct seq...

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  7. An unknown alcohol is treated with the ''Lucas reagent'' to determine ...

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  8. Ethyl cloride reacts with sodium ethoxide to form a compound (A)Which ...

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  9. Identify A and B

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  10. The cleavage of an aryl-alkyl ether with cold HI gives

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  11. The major product A is

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  12. Which of the following alcohols is unable to turn orange colour of chr...

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  13. Hydroboration oxidation of 4-methyl octene would give

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  14. Acid catalysed hydration of alkenes except ethene leads to the formati...

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  15. The function of ZnCl(2) in Lucas test for alcohols is

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  16. Which one of the following is most acidic ?

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  17. Consider the following reaction, C(2)H(5)OH+H(2)SO(4)rarr Product ...

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  18. Compound Ph-O-overset(O)overset(||)(C)-Ph can be prepared by the react...

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  19. Which one of the following compounds will not react with CH(3)MgBr?

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  20. R-CH(2)-CH(2)OH can be converted into RCH(2)CH(2)COOH the correct seq...

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