Roadmap problems

27 questions on Roadmap problems from the Structural Identification and Practical Organic Chemistry chapter: 5 NEET level, 11 JEE Main, 11 JEE Advanced. Each one opens with its answer and solution.

• Ethanol is oxidised with PCC in CH2Cl2 to give A. A is warmed with I2/NaOH to give a yellow precipitate B. B is NEET level
• Aniline is treated with NaNO2/HCl at 273 K to give A, which is warmed with CuCN to give B. B is NEET level
• Bromoethane is heated with alcoholic KCN to give A. A is refluxed with dilute HCl to give B. B is NEET level
• Ethanal reacts with HCN (trace of base) to give A. A is heated with dilute H2SO4 to give B. B is NEET level
• 2-Bromopropane is heated with aqueous KOH to give A. A is passed over heated copper at 573 K to give B. B is NEET level
• Benzene is treated with CH3Cl and anhydrous AlCl3 to give A. A is heated with alkaline KMnO4 and then acidified to give B. B is converted to its amide C by heat... JEE Main level
• Aniline is treated with NaNO2/HCl at 273 K to give A. A is warmed with CuBr/HBr to give B. B is converted to a Grignard reagent C with Mg in dry ether. C is tre... JEE Main level
• Ethanol is treated with SOCl2 to give A. A is heated with alcoholic KCN to give B. B is refluxed with dilute HCl to give C. C is treated with Cl2 in the presenc... JEE Main level
• Propanone reacts with CH3MgBr in dry ether, followed by hydrolysis, to give A. A is heated with conc. H2SO4 to give B. B reacts with HBr in the absence of perox... JEE Main level
• Phenol is treated with NaOH and then with CO2 at 400 K and 4-7 atm, followed by acidification, to give A. A is heated with ethanoic anhydride and a trace of con... JEE Main level
• Nitrobenzene is reduced with Sn/HCl to give A. A is treated with ethanoic anhydride to give B. B is brominated with Br2 in ethanoic acid to give the major monob... JEE Main level
• Ethanal is treated with dilute NaOH in the cold to give A. A is heated to give B. B is hydrogenated with excess H2/Ni to give C. C is JEE Main level
• Butan-2-one is warmed with I2/NaOH. The yellow precipitate is filtered off and the filtrate is acidified with dilute HCl. The organic compound obtained from the... JEE Main level
• Benzenediazonium chloride is prepared from aniline with NaNO2/HCl at 273 K. Which of the following transformations of this salt are correct? JEE Main level
• Ethene is hydrated with dilute H2SO4 to give A. A is heated over Cu at 573 K to give B. B reacts with CH3MgBr followed by hydrolysis to give C. C is heated with... JEE Main level
• Benzene reacts with CH3COCl and anhydrous AlCl3 to give A, and A is nitrated with a HNO3/H2SO4 mixture to give B, 1-(3-nitrophenyl)ethanone, molecular formula C... JEE Main level
• Benzene is brominated with Br2/FeBr3 to give A. A is treated with Mg in dry ether to give B. B is allowed to react with methanal (HCHO) followed by dilute acid ... JEE Advanced level
• Toluene is oxidised with hot alkaline KMnO4 and then acidified to give A. A is warmed with SOCl2 to give B. B is hydrogenated over Pd/BaSO4 (poisoned catalyst) ... JEE Advanced level
• Propanoic acid is treated with Cl2 and a little red phosphorus to give A. A is heated with excess aqueous NH3 to give B. B is treated with NaNO2/HCl to give C (... JEE Advanced level
• Phthalimide is treated with KOH to give A. A is heated with bromoethane to give B. B is hydrolysed with aqueous NaOH (heat) to give amine C. C is heated with CH... JEE Advanced level
• Benzene is acylated with CH3COCl and anhydrous AlCl3 to give A. A is reduced with Zn-Hg/conc. HCl to give B. B is heated with alkaline KMnO4 and then acidified ... JEE Advanced level
• Ethanol is heated with conc. H2SO4 at 443 K to give A. A reacts with Br2 in CCl4 to give B. B is heated with excess NaNH2 and then water is added to give C. C i... JEE Advanced level
• Propene reacts with HBr in the presence of peroxide to give A. A is converted to a Grignard reagent B with Mg in dry ether. B is treated with dry CO2 and then a... JEE Advanced level
• Toluene is treated with CrO2Cl2 in CS2 and then hydrolysed with water to give X. Which of the following statements about X are correct? JEE Advanced level
• Phthalimide is converted by KOH, then CH3CH2CH2Br, then aqueous NaOH (heat), into amine X. Which of the following statements about X are correct? JEE Advanced level
• Bromobenzene is converted to C6H5MgBr in dry ether. Which of the following reactions of this reagent (each followed by acid hydrolysis) are correct? JEE Advanced level
• Propanal reacts with CH3MgBr followed by hydrolysis to give A. A is oxidised with PCC to give B. B reacts with CH3MgBr followed by hydrolysis to give C. A is al... JEE Advanced level