896 mL vapour of a hydrocarbon 'A' having carbon 87.80% and hydrogen 12.19% weighs 3.28g at STP. Hydrogenation of 'A' gives 2-methylpentane. Also 'A' on hydration in the presence of H2SO4 and HgSO4 gives a ketone 'B' having molecular formula C6H12O. The ketone 'B' gives a positive iodoform test. Find the structure of 'A' and give the reactions involved.
896 mL vapour of a hydrocarbon 'A' having carbon 87.80% and hydrogen 12.19% weighs 3.28g at STP. Hydrogenation of 'A' gives 2-methylpentane. Also 'A' on hydration in the presence of H2SO4 and HgSO4 gives a ketone 'B' having molecular formula C6H12O. The ketone 'B' gives a positive iodoform test. Find the structure of 'A' and give the reactions involved.
This is a long answer type question as classified in NCERT Exemplar
The molar mass of the compound = 3.38 x 22400/896 =831gmol-1
Element | Percentage | At.mass | Relative ratio | the simplest ratio |
C | 87.8% | 12 | 7.31 | 3 |
H | 12.19% | 1 | 12.19 | 5 |
Thus the empirical formula of the compound is C3H5
Molecular formula =n x empirical formula = 831/41 x C3H5 = C6H10

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Chemistry NCERT Exemplar Solutions Class 11th Chapter Thirteen 2025
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