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IIT JEE Exam 2025 : Main : Chem prac paper oppenaur reactn

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Oppenauer oxidation Test Question 1. What is the primary functional group oxidized in an Oppenauer oxidation? A) Primary alcohol B) Secondary alcohol C) Tertiary alcohol D) Aldehyde 2. Which of the following reagents is a typical metal alkoxide catalyst used in the Oppenauer oxidation? A) Aluminum isopropoxide B) Aluminum tert-butoxide C) Sodium ethoxide D) Magnesium ethoxide 3. Which compound serves as the hydride acceptor (oxidizing agent) in a standard Oppenauer oxidation? A) Isopropanol B) Acetone C) Diethyl ether D) Water 4. The Oppenauer oxidation is best described as the reverse of which reaction? A) Wolff-Kishner reduction B) Rosenmund reduction C) Clemmensen reduction D) Meerwein-Ponndorf-Verley (MPV) reduction 5. What is the driving force that shifts the equilibrium towards the product ketone in an Oppenauer oxidation? A) Using an excess of the alcohol starting material B) Using a stoichiometric amount of the catalyst C) Removing the ketone product and/or adding excess hydride acceptor D) Adding a strong base to the reaction mixture 6. The mechanism of the Oppenauer oxidation involves which type of intermediate? A) Carbonium ion B) Carbanion C) Six-membered cyclic transition state D) Free radical 7. One of the main advantages of Oppenauer oxidation is its high chemoselectivity. What does this mean? A) It only oxidizes tertiary alcohols. B) It can oxidize both primary and secondary alcohols at the same rate. C) It selectively oxidizes alcohols without affecting sensitive functional groups like double bonds. D) It only uses a stoichiometric amount of the catalyst. 8. A major disadvantage of the classical Oppenauer oxidation is the potential for which type of side reaction? A) Aldol condensation B) Cannizzaro reaction C) Friedel-Crafts acylation D) Wittig reaction 9. Which class of compounds is particularly sensitive and can undergo side reactions during the Oppenauer oxidation of primary alcohols, limiting the method's effectiveness for aldehyde synthesis? A) Alkenes B) Alkynes C) Aldehydes D) Esters 10. What is the net charge on the aluminum species during the catalytic cycle of the Oppenauer oxidation, speci ically when it is bound to the two oxygen atoms? A) +1 B) 0 C) -1 D) +3 11. What happens to the oxidation state of the aluminum catalyst throughout the Oppenauer reaction? A) It increases from +2 to +3. B) It decreases from +3 to +2. C) It increases from +3 to +4. D) It remains unchanged at +3. 12. A student performs an Oppenauer oxidation on a secondary alcohol containing a protected amine group. Which of the following is the most likely outcome? A) The alcohol is oxidized, and the amine protecting group is cleaved. B) The alcohol is oxidized, and the amine is unaffected. C) Both the alcohol and the amine protecting group are oxidized. D) No reaction occurs because the amine is a sensitive group. 13. Which of the following conditions would favor the backward reaction (MPV reduction) over the forward reaction (Oppenauer oxidation)? A) Using an excess of acetone B) Using an excess of isopropanol C) Removing the isopropanol product as it forms D) Performing the reaction under strongly acidic conditions 14. In an Oppenauer oxidation, the transition state involves the movement of a hydride ion. What is the path of this hydride transfer? A) From the alkoxide oxygen to the carbonyl carbon. B) From the alkoxide hydrogen to the carbonyl carbon. C) From the alkoxide alpha-carbon to the carbonyl carbon. D) From the alpha-carbon of the ketone to the alkoxide carbon. 15. What is the most effective way to shift the Oppenauer equilibrium towards the products, speci ically for the oxidation of a sterically hindered secondary alcohol? A) Using a more sterically hindered aluminum alkoxide catalyst B) Using a large excess of the ketone hydride acceptor and distilling off the resulting alcohol C) Increasing the reaction temperature signi icantly D) Adding a stronger base, such as sodium hydroxide 16. The reaction of isopropanol with aluminum tert-butoxide and a secondary alcohol results in the formation of a ketone and another alcohol. What is this process called? A) Cannizzaro reaction B) Meerwein-Ponndorf-Verley (MPV) reduction C) Oppenauer oxidation D) Pinacol rearrangement 17. What is the role of the aluminum alkoxide in the Oppenauer oxidation mechanism? A) It acts as a Lewis acid to coordinate with the alcohol and ketone. B) It acts as a Lewis base to deprotonate the alcohol. C) It serves as a strong reducing agent. D) It directly transfers a proton to the ketone. 18. A key advantage of Oppenauer oxidation over oxidation with chromium reagents is: A) Higher reaction speed B) Higher atom economy and less toxic waste C) Ability to oxidize tertiary alcohols D) Requirement of strongly acidic conditions 19. Which of the following solvents is typically not used in an Oppenauer oxidation? A) Toluene B) Benzene C) Acetone D) Water 20. An alcohol, upon reaction with aluminum tert-butoxide and cyclohexanone, yields a ketone and cyclohexanol. What can be concluded about the starting alcohol? A) It was a primary alcohol. B) It was a secondary alcohol. C) It was a tertiary alcohol. D) It was a phenol.

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