Which among the following is a possible product during cross aldol condensation between propanal (as…
Which among the following is a possible product during cross aldol condensation between propanal (as electrophile) and butanal (as nucleophile)?
- 3-hydroxy-2-methyl hexanal
- 2-ethyl-3-hydroxy pentanal
- 3-hydroxy-2-methyl pentanal
- 2-ethyl-3-hydroxy hexanal
Solution
$\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CHO}+\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CHO}$
Propanal Butanal
(Electrophile) (Nucleophile)
$
\begin{aligned}
& \longrightarrow \stackrel{5}{\mathrm{CH}_3} \stackrel{4}{\mathrm{C}} \mathrm{H}_2-\stackrel{\mathrm{OH}}{\mathrm{C}} \mathrm{CH}-\stackrel{\mathrm{CH}_2 \mathrm{CH}_3}{\mathrm{C}} \mathrm{HCHO} \\
& \text { 2-ethyl-3-hydroxy-pentanal } \\
&
\end{aligned}
$
Hence, the correct option is (2)
Asked in: AP EAMCET 2020 (22 Sep Shift 1)
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