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Published on: 21/10/2025
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1.
How do you account for the formation of ethane during chlorination of methane ?
2.
Write IUPAC names of the following compounds:
(a) CH3CH = C(CH3)2
(b) CH2 = CH-C\(\equiv \)C-CH3
(c)

(d)

(e)

(f) \(CH_{ 3 }({ CH }_{ 2 })\underset { \overset { | }{ { CH }_{ 2 }-CH(CH_{ 3 } } )_{ 2 } }{ CH } (CH_{ 2 })_{ 3 }{ CH }_{ 3 }\)
(g) \({ CH }_{ 3 }-CH=CH-{ CH }_{ 2 }-CH=CH-\underset { \overset { | }{ { C }_{ 2 }{ H }_{ 5 } } }{ CH } -{ CH }_{ 2 }-CH={ CH }_{ 2 }\)
3.
For the following compounds, write structural formulas and IUPAC names for all possible isomers having the number of double or triple bond as indicated :
(a) C4H8 (one double bond)
(b) C5H8 (one triple bond)
4.
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 IUPAC name of ‘A’.
5.
Write IUPAC names of the following compounds :
(i) (CH3)3CCH2C(CH3)3
(ii) (CH3)2C(C2H5)2
(iii) tetra - tert-butylmethane
6.
Write structural formulas of the following compounds :
(i) 3, 4, 4, 5–Tetramethylheptane
(ii) 2,5-Dimethyhexane
7.
Write structures for each of the following compounds. Why are the given names incorrect? Write correct IUPAC names.
(i) 2-Ethylpentane
(ii) 5-Ethyl – 3-methylheptane
8.
Draw the cis and trans structures of hex-2-ene. Which isomer will have higher b.p. and why?
9.
1.
Chlorination of methane is a free radical reaction which occurs by the following mechanism:
.........(i)
Termination \({ \overset .{ CH } }_{ 3 }+{ .CH }_{ 3 }\rightarrow { CH }_{ 3 }-{ CH }_{ 3 }\) .....(ii)
Ethane
\(\overset .{ C } H_{ 3 }+\overset .{ C } I\rightarrow { CH }_{ 3 }-CI\)
\(\overset { . }{ C } I+\overset { . }{ C } I\rightarrow CI-CI\) ..(iii)
From the above mechanism, it is evident that during propagation step, \(\overset { . }{ C } H_{ 3 }\)free radicals are produced which may undergo three reactions, i.e., (i) - (iii). In the chain termination step, the two CH3 free radicals combine together to form ethane (CH3-CH3) molecule.
2.

3.
(a) Isomers of C4H8 having one double bond are:

(b) (i) \({ CH }_{ 3 }{ CH }_{ 2 }{ CH }_{ 2 }\overset { 2 }{ C } \equiv \overset { 1 }{ C } H\)
Pent-1-yne
(ii) \({ CH }_{ 3 }{ CH }_{ 2 }-C\equiv \overset { 2 }{ C } -\overset { 1 }{ C } { H }_{ 3 }\)
Pent-2-yne
(iii)

4.
(i) An aldehyde with molar mass of 44 u is ethanal, CH3CH = O
(ii) Write two moles of ethanal side by side with their oxygen atoms pointing towards each other.
CH3CH = O O = CHCH3
Ethanal Ethanal
(ii) Remove the oxygen atoms and join them by a double bond, the structure of alkene 'A' is

As required, but-2-ene has three C-C, eight C-H \(\sigma \)-bonds and one C-C \(\pi\)-bond.
5.
(i) 2, 2, 4, 4-Tetramethylpentane
(ii) 3, 3-Dimethylpentane
(iii) 3,3-Di-tert-butyl -2, 2, 4, 4 - tetramethylpentane
6.

7.
(i)

Longest chain is of six carbon atoms and not that of five. Hence, correct name is 3-Methylhexane.

Numbering is to be started from the end which gives lower number to ethyl group. Hence, correct name is 3-ethyl-5- methylheptane.
8.
The structures of cis- and trans-isomer of hex-2-ene are:

The boiling point of a molecule depends upon dipole-dipole interactions. Since cis-isomer has higher dipole moment, therefore, it has higher boiling point.
9.
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