From the list of alkenes given below, identify the alkenes which on ozonolysis give only ketones.
(a) 2 methyl-1-butene
(b) 1-butene
(c) 2,3-dimethyl-2-butene
(d) 3-methyl-2-pentene
(e) 3,4-dimethyl-3- hexene
(f) 2,5-dimethyl-2,4-hexadiene

a, b

and

c

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c

and

e

only

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d, e

and

f

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c, d

and

e

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Solution

The correct option is A $c$ and $e$ only

(a) 2 methyl 1-butene $\Rightarrow C H_{3} C H_{2} C (C H_{3}) = C H_{2} \to C H_{3} C H_{2} C = O (C H_{3}) + C H_{2} = O$

(b) 1-butene $\Rightarrow C H_{3} C H_{2} C H = C H_{2} \to C H_{3} C H_{2} C H = O + O = C H_{2}$

(c) 2,3-dimethyl 2-butene $\Rightarrow C H_{3} - (C H_{3}) C = C (C H_{3}) - C H_{3} \to C H_{3} - (C H_{3}) C = O + O = C (C H_{3}) - C H_{3}$

(d) 3- methyl 2-pentene $\Rightarrow C H_{3} - C H = C (C H_{3}) - C H_{2} - C H_{3} \to C H_{3} - C H = O C (C H_{3}) - C H_{2} - C H_{3}$

(e) 3,4- dimethyl 3- hexene $\Rightarrow C H_{3} - C H - C (C H_{3}) = C (C H_{3}) - C H_{2} - C H_{3} \to C H_{3} - C H - C (C H_{3}) = O + O = C (C H_{3}) - C H_{2} - C H_{3}$

(f) 2,5 - dimethyl 2,4-hexadiene $\Rightarrow C H_{3} - C (C H_{3}) = C H - C H = C (C H_{3}) - C H_{3} \to C H_{3} - C (C H_{3}) = O + O = C H - C H = O + O = C (C H_{3}) - C H_{3}$

Only (c) and (e) forms ketones.

Option (B) is correct.

Suggest Corrections

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From the list of alkenes given below, identify the alkenes which on ozonolysis give only ketones.(a) 2 methyl-1-butene(b) 1-butene(c) 2,3-dimethyl-2-butene(d) 3-methyl-2-pentene(e) 3,4-dimethyl-3- hexene(f) 2,5-dimethyl-2,4-hexadiene

From the list of alkenes given below, identify the alkenes which on ozonolysis give only ketones.
(a) 2 methyl-1-butene
(b) 1-butene
(c) 2,3-dimethyl-2-butene
(d) 3-methyl-2-pentene
(e) 3,4-dimethyl-3- hexene
(f) 2,5-dimethyl-2,4-hexadiene