Question
Write structural formulas and names of four possible aldol condensation products from propanal and butanal. In each case, indicate which aldehyde acts as nucleophile and which as electrophile.
$\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{OH}\ \ \ \ \ \text{CH}_3\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ |\ \ \ \ \ \ \ \ \ \ |\\\text{2 CH}_3\text{CH}_2\text{CHO}\xrightarrow{\ \text{dil}\text{ NaOH}\ }\text{CH}_3\text{CH}_2-\text{CH}-\text{CH}-\text{CHO}\\\ \ \ \ \ \ \ \text{Propanal}\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{3-hydroxy-2-methylpentanal}$
$\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{OH}\ \ \ \ \text{CH}_2 \text{CH}_3\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ |\ \ \ \ \ \ \ \ \ \ |\\\text{2 CH}_3\text{CH}_2\text{CH}_2\text{CHO}\xrightarrow{\ \text{dil}\text{ NaOH}\ }\text{CH}_3\text{CH}_2\text{CH}_2-\text{CH}-\text{CH}-\text{CHO}\\\ \ \ \ \ \ \ \ \ \ \text{Butanal}\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{2-Ethyl-3-hydroxyhexanal}$
$\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{OH}\ \ \ \ \ \text{CH}_2\text{CH}_3\\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ |\ \ \ \ \ \ \ \ \ \ |\\\text{CH}_3\text{CH}_2\text{CHO}+\text{CH}_3\text{CH}_2\text{CH}_2\text{CHO}\xrightarrow{\ \ \ \ \ \ \ \ }\text{CH}_3\text{CH}_2-\text{CH}-\text{CHCHO}\\\ \ \ \ \ \ \ \text{Propanal}\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{Butanal}\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{2-Ethyl-3-hydroxyhexanal}\\\ \ (\text{Electrophile})\ \ \ \ \ \ (\text{Nucleophile})$
Generate a complete, print-ready paper with questions like this in minutes — across 16+ boards, with answer keys.
$\text{CH}_3\text{CH}_2\text{I}\xrightarrow[]{\text{NaCN}}\text{A}\xrightarrow[\text{Partial hydolysis}]{\text{OH}^+}\text{B}\xrightarrow[]{\text{NaOH}+\text{Br}_2}\text{C}$