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NCERT Class XI Chemistry Hydrocarbons Solutions

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Question : 6 of 25
Marks: +1, -0
An alkene A contains three C – C, eight C – H σ-bonds and one C – C π-bond. A on ozonolysis gives two moles of an aldehyde of molar mass 44 u. Write the IUPAC name of A.
Solution:  
A is an alkene. A contains (i) 3 C – C σ-bonds, (ii) 8 C – H σ-bonds and (iii) 1 C – C π bond.
(A) O3\xrightarrow{\mathrm{O}_3} 2RCHO
Molar mass of RCHO = 44u
(i) The clue to finding the structure and therefore the IUPAC name of A lies in the aldehyde RCHO.
The mass of – CHO group is 29 u. This implies that the alkyl group attached has a mass of 44 – 29 = 15. This can be the mass of –CH3 group only.
∴ RCHO is CH3CHO\mathrm{CH_3CHO}.
(ii) Since 2 moles of only CH3CHO is obtained. Therefore, the alkene is
H3CCH=O\mathrm{H}_3\mathrm{C}-\underset{\mathrm{H}}{\underset{\vert}{\mathrm{C}}}=\mathrm{O} + O=CHCH3\mathrm{O}=\underset{\mathrm{H}}{\underset{\vert}{\mathrm{C}}}-\mathrm{CH}_3H3CHC=CHCH32-Butene\underset{\text{2-Butene}}{\mathrm{H_3C-HC=CH-CH_3}}
Thus, (A) is CH3HC=CHCH3\mathrm{CH_3-HC=CH-CH_3} and its IUPAC name is but-2-ene.
This structure also confirms the given number of σ and π bonds.
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