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.

Answer

  1. Taking two molecules of propanal, one which acts as a nucleophile and the other as an electrophile.
$\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{OH}\ \ \ \ \ \text{CH}_3\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ |\ \ \ \ \ \ \ \ \ \ |\\\text{2 CH}_3\text{CH}_2\text{CHO}\xrightarrow{\ \text{dil}\text{ NaOH}\ }\text{CH}_3\text{CH}_2-\text{CH}-\text{CH}-\text{CHO}\\\ \ \ \ \ \ \ \text{Propanal}\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{3-hydroxy-2-methylpentanal}$
  1. Taking two molecules of butanal, one which acts as a nucleophile and the other as an electrophile.
$\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{OH}\ \ \ \ \text{CH}_2 \text{CH}_3\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ |\ \ \ \ \ \ \ \ \ \ |\\\text{2 CH}_3\text{CH}_2\text{CH}_2\text{CHO}\xrightarrow{\ \text{dil}\text{ NaOH}\ }\text{CH}_3\text{CH}_2\text{CH}_2-\text{CH}-\text{CH}-\text{CHO}\\\ \ \ \ \ \ \ \ \ \ \text{Butanal}\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{2-Ethyl-3-hydroxyhexanal}$
  1. Taking one molecule each of propanal and butanal in which propanal acts as a nucleophile and butanal acts as an electrophile.$\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{OH}\ \ \ \ \ \text{CH}_3\\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ |\ \ \ \ \ \ \ \ \ \ |\\\text{CH}_3\text{CH}_2\text{CH}_2\text{CHO}+\text{CH}_3\text{CH}_2\text{CHO}\xrightarrow{\ \ \ \ \ \ \ \ }\text{CH}_3\text{CH}_2\text{CH}_2-\text{CH}-\text{CH}-\text{CHO}\\\ \ \ \ \ \ \ \text{Butanal}\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{Propanal}\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{3-Hydroxy-2-methylpentanal}\\ \ \ \ (\text{Electrophile})\ \ \ \ \ \ \ \ \ \ (\text{Nucleophile})$
  1. Taking one molecule each of propanal and butanal in which propanal acts as an electrophile and butanal acts as a nucleophile.
$\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{OH}\ \ \ \ \ \text{CH}_2\text{CH}_3\\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ |\ \ \ \ \ \ \ \ \ \ |\\\text{CH}_3\text{CH}_2\text{CHO}+\text{CH}_3\text{CH}_2\text{CH}_2\text{CHO}\xrightarrow{\ \ \ \ \ \ \ \ }\text{CH}_3\text{CH}_2-\text{CH}-\text{CHCHO}\\\ \ \ \ \ \ \ \text{Propanal}\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{Butanal}\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{2-Ethyl-3-hydroxyhexanal}\\\ \ (\text{Electrophile})\ \ \ \ \ \ (\text{Nucleophile})$

Need a full question paper?

Generate a complete, print-ready paper with questions like this in minutes — across 16+ boards, with answer keys.

Start Generating Free

Similar questions

Explain electrolysis of sulphuric acid.
In the following pairs of halogen compounds, which compound undergoes faster $S_N1$ reaction?
  1.  
  1.  
Give primary information about the protein compounds.
Nitrogen pentoxide decomposes according to equation: $\text{2N}_{2}\text{O}_{5}\text{(g)}\rightarrow\text{4NO}_{2}\text{(g)}+\text{O}_{2}\text{(g)}.$
This first order reactionwas allowed to proceed at $40^\circ C$ and the data below were collected:
$[N_2O_5](M)$ Time $(min)$
$0.400$ $0.00$
$0.289$ $20.0$
$0.209$ $40.0$
$0.151$ $60.0$
$0.109$ $80.0$
  1. Calculate the rate constant. Include units with your answer.
  2. What will be the concentration of $N_2O_5 $ after $100$ minutes?
  3. Calculate the initial rate of reaction.
Differentiate between tetrahedral voids and octahedral voids.
$18g$ of glucose, $C_6H_{12}O_6($Molar Mass$=180g mol^{-1})$ is dissolved in $1\ kg$ of water in a sauce pan. At what temperature will this solution boil?
$(K_{b }$ for water $= 0.52 K \ kg mol^{-1}$, boiling point of pure water $= 373.15 K).$
Write the chemical equation for the following conversion (not more than 2 steps):
Acetone to propene.
How are alcohol compounds prepared by reduction of carboxylic acids and esters? Explain.
If the density of some lake water is $1.25 g mL^{–1}$ and contains $92 g$ of $Na^+$​​​​​​​ ions per $\ kg$ of water, calculate the molality of $Na^+$​​​​​​​ ions in the lake.
Accomplish the following conversion:
Nitrobenzene to benzoic acid.