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)?
  1. 3-hydroxy-2-methyl hexanal
  2. 2-ethyl-3-hydroxy pentanal
  3. 3-hydroxy-2-methyl pentanal
  4. 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)

Practice more Aldehydes, Ketones and Carboxylic Acids questions on Aicharya