A and B are two structural isomers with their molecular formula $$C7H14O$$ and both $$gives-off$$ effervescence on heating with $$Na-metal$$. However, neither A nor B decolourise brown colour of $$Br2$$−$$H2O$$ . Treating either A or B with hot conc. sulphuric acid solution results in the formation of the same compound C (C7H12).C on treatment with $$O3$$ followed by Zn−$$H2O$$ gives D (C7H12O2). D gives $$E(C7H16O2)$$ on treatment with $$NaBH4$$. E has only one methyl group and forms yellow ppt. with $$I2/KOH$$. Also, A gives delayed turbidity on treatment with conc. $$HCl/ZnCl2$$ while B gives immediate turbidity on similar treatment.Which of the following statement regarding A and B is correct?Which of the following statement regarding A and B is incorrect?

Question

A and B are two structural isomers with their molecular formula $$C7H14O$$ and both $$gives-off$$ effervescence on heating with $$Na-metal$$. However, neither A nor B decolourise brown colour of $$Br2$$−$$H2O$$ . Treating either A or B with hot conc. sulphuric acid solution results in the formation of the same compound  C (C7H12).C  on treatment with $$O3$$ followed by Zn−$$H2O$$ gives D (C7H12O2). D gives $$E(C7H16O2)$$ on treatment with $$NaBH4$$.  E has only one methyl group and forms yellow ppt. with $$I2/KOH$$. Also, A gives delayed turbidity on treatment with conc. $$HCl/ZnCl2$$ while B gives immediate turbidity on similar treatment.Which of the following statement regarding A and B is correct?Which of the following statement regarding A and B is incorrect?

Infinity Learn · Accepted Answer

Both A and B are alcohols with one degree of unsaturation but none of them decolourise ${Br}_{2} - H_{2} O$ solution, hence they are cyclic.

$A or B \to_{Δ}^{Conc . H_{2} {SO}_{4}} \underset{C}{C_{7} H_{12}} \to_{Zn / H_{2} O}^{O_{3}} \underset{D}{C_{7} H_{12} O_{2}} \overset{{NaBH}_{4}}{\to} \underset{E}{C_{7} H_{16} O_{2}}$

E has only one methyl group and gives iodoform test hence, E may be

$\begin{array}{l} C H_{3} - C H - C H_{2} C H_{2} C H_{2} C H_{2} C H_{2} O H \\ | \\ O H \end{array}$

(D) B is a tertiary alcohol, does not react with ${SOCl}_{2} .$

Aliphatic aldehydes and ketones

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Which of the following statement regarding A and B is correct?

Which of the following statement regarding A and B is incorrect?

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