Aldehydes Ketones Question 100
Question: An alkene of molecular formula $ C_9H _{18} $ on ozonolysis gives 2, 2 dimethyl propanal & 2-butanon, then the alkene is
[Kerala CET 2005]
Options:
A) 2, 2, 4-trimethyl -3-hexene
B) 2, 2, 6-trimethyl-3-hexene
C) 2, 3, 4-trimethyl-2-hexene
D) 2, 2, 4-trimethyl-2-hexene
E) 2, 2dimethyl-2-heptene
Show Answer
Answer:
Correct Answer: A
Solution:
$ \underset{2,2\text{ dimethyl propanal }}{\mathop{C_9H _{18}+O_3\to H_3C\underset{CH_3}{\mathop{\underset{|}{\mathop{\overset{CH_3}{\mathop{\overset{|}{\mathop{-C-CHO}}}}}}}}+\underset{2-butanone}{\mathop{CH_3CH_2COCH_3}}}} $ On the basis of product formation, it would be alkene $ \underset{2,2,4-\text{trimethyl-3-hexene}}{\mathop{\overset{CH_3}{\mathop{\overset{|}{\mathop{\underset{CH_3}{\mathop{\underset{|}{\mathop{CH_3-C-HC}}}}}}}}=\overset{CH_3}{\mathop{\overset{|}{\mathop{C-}}}}CH_2CH_3}} $
$ \overset{CH_3}{\mathop{\overset{|}{\mathop{\underset{CH_3}{\mathop{\underset{|}{\mathop{CH_3-C-HC}}}}}}}}=\overset{CH_3}{\mathop{\overset{|}{\mathop{C-}}}}CH_2CH_3\xrightarrow{O_3} $
$ \to \overset{CH_3}{\mathop{\overset{|}{\mathop{\underset{CH_3}{\mathop{\underset{|}{\mathop{CH_3C}}}}}}}}-CHO+CH_3C-\overset{O}{\mathop{\overset{||}{\mathop{CH_2CH_3}}}} $
BETA
