CH_3-CO-CH_2-CH_2-CH_2-CH_2-CHO xrightarrow{K | vedclass

Name: Exam Paper Generator | JEE NEET Paper Generator | Vedclass
Brand: Vedclass
Rating: 5 (35 reviews)

Question

(B) The given compound is $CH_3-CO-CH_2-CH_2-CH_2-CH_2-CHO$. Intramolecular aldol condensation occurs between the carbonyl carbon of the aldehyde and

Vedclass · Accepted Answer

$2$

Vedclass · Answer

(B) The given compound is $CH_3-CO-CH_2-CH_2-CH_2-CH_2-CHO$. Intramolecular aldol condensation occurs between the carbonyl carbon of the aldehyde and the $\alpha$-hydrogens of the ketone or vice versa. $1$. The aldehyde group $(-CHO)$ has an $\alpha$-carbon at position $2$ (relative to $CHO$),but it has no $\alpha$-hydrogens. $2$. The ketone group $(-CO-)$ has $\alpha$-hydrogens at the $CH_3$ group and the $CH_2$ group. $3$. Attack of the enolate formed from the $CH_2$ group (adjacent to the ketone) on the aldehyde carbonyl leads to a $6$-membered ring. $4$. Attack of the enolate formed from the $CH_3$ group on the aldehyde carbonyl leads to a $8$-membered ring. $5$. Attack of the enolate formed from the $CH_2$ group on the ketone carbonyl is not possible as it would form a highly strained $3$-membered ring. Considering the stability of the rings formed,the $6$-membered ring product is the major one. However,in the context of intramolecular aldol condensation for this specific molecule,there are $2$ possible cyclic products formed via different enolate attacks on the aldehyde carbonyl. Thus,the correct answer is $2$.

$CH_3-CO-CH_2-CH_2-CH_2-CH_2-CHO \xrightarrow{KOH} ?$ The number of intramolecular aldol condensation products is:

Similar Questions

In the reaction $CH_3CH_2OH \xrightarrow{OH^-} CH_3CHO$,which carbon atom undergoes oxidation?

Which of the following compounds is reduced to the corresponding hydrocarbon by $Zn-Hg$ and concentrated $HCl$?

Consider the above reaction,the products $X$ and $Y$ respectively are:

Product of the reaction is

Which is the most suitable reagent for the following conversion?
$CH_3-CH=CH-CH_2-CO-CH_3 \rightarrow CH_3-CH=CH-CH_2-COO^- + CHI_3$

Vedclass Test Series

Exam Paper Generator

Online Exam Module