Aman has been asked to synthesise the molecule ring with C—CH3 (x). He thought of preparing the molecule using an aldol condensation reaction. He found a few cyclic alkenes in his laboratory. He thought of performing ozonolysis reaction on alkene to produce a dicarbonyl compound followed by aldol reaction to prepare “x”. Predict the suitable alkene that can lead to the formation of “x”.
A.
Aldol Condensation and Ozonolysis
B.
Aldol Condensation and Ozonolysis
C.
Aldol Condensation and Ozonolysis
D.
Aldol Condensation and Ozonolysis
Solution & Explanation
Core Logic
Analyzing the retro-synthesis path step-by-step:
The objective compound is 1-acetylcyclopentene.
Performing reductive ozonolysis (O₃, Zn/H₂O$O_3, Zn/H_2O$) on 1-methylcyclohexene (Option A) symmetrically breaks the internal endocyclic double bond to form heptane-2,6-dione, a dicarbonyl system. Aldol Condensation and Ozonolysis reaction part 1 for Q41
Adding a base intermediate trigger (OH⁻, Δ$OH^{-}, \Delta$) drives an intramolecular aldol condensation: the methyl group carbanion at position 1 attacks the carbon 6 ketone site. This ring-closing event effectively drops water to synthesize the 5-membered cyclopentene core molecule attached to the acetyl unit. Aldol Condensation and Ozonolysis reaction part 1 for Q41
Pattern Recognition
Counting carbon coordinates is essential. Reductive cleavage transforms a 6-membered ring into an open heptane system, which easily self-condenses into a stable 5-membered ring attached to a methyl ketone side chain.
Chapter Mix
Class 12 Chemistry: Aldehydes, Ketones and Carboxylic Acids
More Aldehydes, Ketones and Carboxylic Acids Previous-Year Questions — Page 9
Qjee_main_2024_30_jan_morningPreparation of Aldehydes
This reduction reaction is known as:
The image shows the catalytic hydrogenation of benzoyl chloride to benzaldehyde in the presence of Pd-BaSO4.
The reaction depicts the partial reduction of an acid chloride (benzoyl chloride) to an aldehyde (benzaldehyde) using hydrogen gas in the presence of a poisoned palladium catalyst (Pd supported on BaSO₄$BaSO_4$).
The image shows the catalytic hydrogenation of benzoyl chloride to benzaldehyde in the presence of Pd-BaSO4.
This specific reaction is known as the Rosenmund reduction.
Pattern Recognition
Acid Chloride + H₂, Pd/BaSO₄$H_2, Pd/BaSO_4$arrow$\rightarrow$ Aldehyde is strictly the Rosenmund reduction. The BaSO₄$BaSO_4$ poisons the catalyst to prevent over-reduction to an alcohol.
Chapter Mix
Class 12 Chemistry: Aldehydes, Ketones and Carboxylic Acids
Pathway 1 (Upper): Toluene is treated with Reagent 'A' and acetic anhydride (CH₃CO)₂O$(CH_3CO)_2O$ to form an intermediate (benzylidene diacetate), which on hydrolysis gives benzaldehyde. The reagent used here is Chromic oxide (CrO₃$CrO_3$). Thus, A is CrO₃$CrO_3$.
Pathway 2 (Lower): Toluene is treated with Reagent 'B' in CS₂$CS_2$ to form a chromium complex intermediate, which on hydrolysis yields benzaldehyde. This is the Etard reaction, and the reagent used is Chromyl chloride (CrO₂Cl₂$CrO_2Cl_2$). Thus, B is CrO₂Cl₂$CrO_2Cl_2$.
The image shows the oxidation of toluene to benzaldehyde via two different pathways requiring reagents A and B.
Step 1: Selection
Therefore, A = CrO₃$CrO_3$ and B = CrO₂Cl₂$CrO_2Cl_2$.
Pattern Recognition
Etard reaction always uses Chromyl chloride (CrO₂Cl₂$CrO_2Cl_2$). Oxidation of toluene with acetic anhydride uses Chromic acid (CrO₃$CrO_3$). Both stop the oxidation at the aldehyde stage via intermediate formation.
Chapter Mix
Class 12 Chemistry: Aldehydes, Ketones and Carboxylic Acids
Ethanal (CH₃CHO$CH_3CHO$) reacts with semicarbazide (H₂N-NH-CO-NH₂$H_2N-NH-CO-NH_2$) via nucleophilic addition followed by elimination of water to form a semicarbazone.
Step 1: Product Analysis
The product is Ethanal semicarbazone: CH₃-CH=N-NH-CO-NH₂$CH_3-CH=N-NH-CO-NH_2$.
Counting the nitrogen atoms in this structure:
The imine nitrogen (=N-$=N-$)
The amine nitrogen (-NH-$-NH-$)
The amide nitrogen (-NH₂$-NH_2$)
Total = 3 Nitrogen atoms.
Chapter Mix
Class 12 Chemistry: Aldehydes, Ketones and Carboxylic Acids
Qjee_main_2024_31_jan_eveningPreparation of Aldehydes and Ketones
Identify the name reaction.
The image shows the conversion of benzene to benzaldehyde using CO, HCl, and Anhydrous AlCl3/CuCl.
The reaction of benzene with carbon monoxide (CO$CO$) and hydrogen chloride (HCl$HCl$) in the presence of anhydrous aluminium chloride (AlCl₃$AlCl_3$) and cuprous chloride (CuCl$CuCl$) to give benzaldehyde is known as the Gatterman-Koch reaction.
The image shows the conversion of benzene to benzaldehyde using CO, HCl, and Anhydrous AlCl3/CuCl.
Pattern Recognition
CO + HCl arrow$CO + HCl \rightarrow$ Formyl chloride intermediate (in situ) with Lewis acid arrow$\rightarrow$ formylation of benzene. This is definitively the Gatterman-Koch formylation.
Chapter Mix
Class 12 Chemistry: Aldehydes, Ketones and Carboxylic Acids
Practice past-year questions one chapter at a time. Pick an exam → subject → chapter and get every PYQ for that topic — pulled together from all past papers — with the chapter's key formulas alongside.
