Question
Question: Which alkene on ozonolysis gives \[C{H_3}C{H_2}CHO\] and \[C{H_3}COC{H_3}\] ? A.\[C{H_3}C{H_2}CH =...
Which alkene on ozonolysis gives CH3CH2CHO and CH3COCH3 ?
A.CH3CH2CH=C(CH3)2
B.CH3CH2CH=CHCH2CH3
C.CH3CH2CH=CHCH3
D.(CH3)2C=CHCH3
Solution
Alkenes are unsaturated compounds consisting of double bonded carbon-carbon atoms. Ozonolysis is the addition of ozone molecules to alkenes. Alkenes on ozonolysis forms carbonyl compounds. Carbonyl compounds are aldehydes and ketones. Based on the double bond carbonyl compounds will be formed.
Complete answer:
Ozonolysis is the addition of ozone molecules to an unsaturated compound. Unsaturated compounds are the compounds consisting of double bond or triple bond. Alkenes consist of double bonds. The addition of ozone to alkenes forms a compound named ozonide. Later this ozonide undergoes cleavage and forms carbonyl compounds.
Given that an alkene on ozonolysis forms two carbonyl compounds one is CH3CH2CHO which is known as propanal and the other is acetone CH3COCH3 which is a ketone.
From the formation of above compounds, there was a double bond after the three carbon atoms which leads to cleavage and formation of carbonyl compound and an isopropyl group. The presence of an isopropyl group leads to the formation of acetone.
The chemical reaction involved for the formation of propanal and acetone.
CH3CH2CH=C(CH3)2O3CH3CH2CHO+CH3COCH3
Thus, the alkene is CH3CH2CH=C(CH3)2
Option A is the correct one.
Note:
The alkene must consist of an isopropyl group, five carbons in base chain and double bond after the three carbon atoms. In the given options option A is the alkene which has an isopropyl group and double bond after three carbon atoms which is suitable for the formation of above mentioned two carbonyl compounds.