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Question

Two compounds A and B with same molecular formula (C3H5O) undergo Grignard's reaction with methylmagnesium bromide to give products C and D. Products C and D show following chemical tests.
Test C DCeric ammoniumPositivePositivenitrate TestLucas textTurbidity obtainedTurbidity obtainedafter five minutesimmediatelyIodoform TestPositiveNegative
C and D respectively are

A
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B
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C
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D
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Solution

The correct option is D
Lucas test is used to distinguish between 1,2 and 3 alcohols.
Lucas reagent is a solution of anhydrous zinc chloride in concentrated hydrochloric acid.
Tertiary alcohols react immediately with Lucas reagent.
Secondary alcohols react within 10-15 minutes (depending on their solubility).
Primary alcohols do not react appreciably with Lucas reagent at room temperature.
Thus, compound C is secondary alcohol and compound (D) is tertiary alcohol.

Iodoform test is used to check the presence of carbonyl compounds with the structure RCOCH3 or alcohols with the structure RCH(OH)CH3 in a given unknown substance.
Hence,
can give positive CAN test, iodoform test, and with Lucas reagent it takes 5 minutes to give turbidity.
cannot give iodoform test but can give CAN test and Lucas test.

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