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  • Number of isomeric compounds with molecular formula <img alt="\mathrm{C}_9 \mathrm{H}_{10} \mathrm{O}" src="https://entrancecorner.oncodecogs.com/gif.latex?%5Cmathrm%7BC%7D_9%20%5Cmathrm%

Number of isomeric compounds with molecular formula

\mathrm{C}_9 \mathrm{H}_{10} \mathrm{O} which (i) do not dissolve in \mathrm{NaOH} (ii) do not dissolve in \mathrm{HCl}. (iii) do not give orange precipitate with 2,4DNP (iv) on hydrogenation give identical compound with molecular formula \mathrm{C}_9 \mathrm{H}_{12} \mathrm{O} is

Option: 1

2


Option: 2

-


Option: 3

-


Option: 4

-


Answers (1)

best_answer

$$ \begin{array}{cc} \mathrm{C}_9 \mathrm{H}_{10} \mathrm{O} & \mathrm{C}_9 \mathrm{H}_{12} \mathrm{O} \\ \text { D.O.U. }=5 & \text { D.O.U. }=4 \end{array}
Do not dissolve in \mathrm{NaOH}, So no acidic group

Do not dissolve in \mathrm{HCl}, So no basic group, no alkene

Do not give orange PPT with 2, 4-DNP so no carbonyl group

Possible compounds - cis and trans of \mathrm{Ph}-\mathrm{CH}=\mathrm{CH}-\mathrm{O}-\mathrm{CH}_3

(Also Many possible products are there)

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