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Question

(B) The first compound is a cyclic acetal ($2$-methoxytetrahydrofuran),which is stable in basic conditions and does not react with Tollen's reagent.Th

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Tollen's reagent

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(B) The first compound is a cyclic acetal ($2$-methoxytetrahydrofuran),which is stable in basic conditions and does not react with Tollen's reagent.The second compound is a cyclic hemiacetal ($2$-hydroxytetrahydrofuran),which exists in equilibrium with its open-chain hydroxy-aldehyde form in aqueous solution.The open-chain hydroxy-aldehyde contains a free aldehyde group $(-CHO)$,which gives a positive Tollen's test (formation of silver mirror).Therefore,Tollen's reagent can be used to differentiate between the two.

The above compounds can be differentiated by the following reagent:

Similar Questions

In the given set of reactions,identify $D$:
$CH_3COOH$ $\xrightarrow{SOCl_2} A$ $\xrightarrow[Anhy. AlCl_3]{Benzene} B$ $\xrightarrow{HCN} C$ $\xrightarrow{H_2O} D$

The structure of product $C$,formed by the following sequence of reactions is :
$CH_3COOH + SOCl_2$ $\longrightarrow A$ $\xrightarrow[AlCl_3]{Benzene} B$ $\xrightarrow[H^{+}]{KCN} C$

Tollen's reagent is

The hydrogen atom bonded to the carbon designated by which number in $\stackrel{4}{C}H_3-\stackrel{3}{C}H_2-\stackrel{2}{C}H_2-\stackrel{1}{C}HO$ is most acidic?

The major product formed in the following reaction is:

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