Carboxylic Acids & Derivatives PYQs Set 1 (PDF)

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Mere Teacher · Previous Year Questions JEE Main Chemistry · Carboxylic Acids & Derivatives · Set 1 (Q1-30)
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1. $Consider the reaction : RCHO + NH2NH2 \to RCH = N-NH2 What sort of reaction is it ?$ (1) $Electrophilic addition - elimination reaction$ (2) $Free radical addition - elimination reaction$ (3) $Electrophilic substitution - elimination reaction$ (4) $Nucleophilic addition - elimination reaction$ 2. $Which of the following reactions will not form acetaldehyde ?$ (1) $C H_{3} C H_{2} OH Cr O_{3} - H_{2} S O_{4}$ (2) $C H_{3} CN i) DIBAL - H ii) H_{2} O$ (3) $C H_{2} = C H_{2} + O_{2} Pd (II) / Cu (II) H_{2} O$ (4) $C H_{3} C H_{2} OH Cu 573 K$ 3. $The correct statement regarding a carbonyl compound with a hydrogen atom on its alpha-carbon, is :$ (1) $a carbonyl compound with a hydrogen atom on its alpha-carbon rapidly equilibrates with its corresponding enol and this processes is known as keto-enol tautomerism .$ (2) $a carbonyl compound with a hydrogen atom on its alpha-carbon never equilibrates with its corresponding enol.$ (3) $a carbonyl compound with a hydrogen atom on its alpha-carbon rapidly equilibrates with its corresponding enol and this process is known as aldehyde-ketone equilibration.$ (4) $a carbonyl compound with a hydrogen atom on its alpha-carbon rapidly equilibrates with its corresponding enol and this process is known a carbonylation.$ 4. $Carboxylic acids have higher boiling points than aldehydes, ketones and even alcohols of comparable molecularmass. It is due to their :$ (1) $Formation of intramolecular H-bonding$ (2) $Formation of intermolecular H-bonding$ (3) $more extensive association of carboxylic acid via vander Waals force of attraction$ (4) $formation of carboxylate ion$ 5. $The correct order of acidic strength among the followings is$ (1) $FCH_{2} CO_{2} H > C_{6} H_{5} CO_{2} H > CH_{3} CH_{2} CHClCO_{2} H > CH_{3} CO_{2} H$ (2) $C_{6} H_{5} CO_{2} H > CH_{3} CO_{2} H > CH_{3} CH_{2} CHClCO_{2} H > FCH_{2} CO_{2} H$ (3) $CH_{3} CH_{2} CHClCO_{2} H > FCH_{2} CO_{2} H > CH_{3} CO_{2} H > C_{6} H_{5} CO_{2} H$ (4) $FCH_{2} CO_{2} H > CH_{3} CH_{2} CHClCO_{2} H > C_{6} H_{5} CO_{2} H > CH_{3} CO_{2} H z$ 6. $Among the following the strongest acid is$ (1) $C H_{3} C O O H$ (2) $C H_{2} C l C H_{2} C O O H$ (3) $C H_{2} C l C O O H$ (4) $C H_{3} C H_{2} C O O H$ 7. $Vinegar and butter are the sources for which of the following carboxylic acids respectively?$ (1) $CH_{3} COOH, CH_{3} CH_{2} CH_{2} CH_{2} COOH$ (2) $CH_{3} COOH, CH_{3} CH_{2} CH_{2} COOH$ (3) $CH_{3} CH_{2} COOH, (CH_{3})_{2} CHCOOH$ (4) $CH_{3} CH_{2} CH_{2} COOH, (CH_{3})_{2} CHCOOH$ 8. $Which one of the following esters gets hydrolysed most easily under alkaline conditions ?$ (1) (2) (3) (4) 9. $R - C \equiv N + 2 [H] \to (i) SnCl_{2} / dil . HCl (ii) H_{3} O^{+} RCHO + NH_{4} C l This reaction is known as$ (1) $Etard reaction$ (2) $Stephen reaction$ (3) $Hell-Vohlard-Zelinsky reaction$ (4) $Balz-Schiemann reaction.$ 10. $Which of the following compounds is least likely to give effervescence of CO_{2} in presence of aq. NaHCO_{3} ?$ (1) $Ph - NH_{3} (+) Cl (-)$ (2) (3) (4) 11. $Which of the following represents the correct order of the acidity in the given compounds$ (1) $F C H_{2} C O O H > C H_{3} C O O H > B r C H_{2} C O O H > C l C H_{2} C O O H$ (2) $B r C H_{2} C O O H > C l C H_{2} C O O H > F C H_{2} C O O H > C H_{3} C O O H$ (3) $F C H_{2} C O O H > C l C H_{2} C O O H > B r C H_{2} C O O H > C H_{3} C O O H$ (4) $C H_{3} C O O H > B r C H_{2} C O O H > C l C H_{2} C O O H > F C H_{2} C O O H$ 12. $An organic compound " P " of molecular formula C_{6} H_{12} O_{3} gives positive Iodoform test but negative Tollen's test. When " P " is treated with dilute acid, it produces " Q ". " Q " gives positive Tollen's test and also iodoform test. The structure of " P " is:$ (1) $C H_{3} - C (= O) - C H_{2} - C H (O C H_{3})_{2}$ (2) $C H_{3} - C (= O) - C (O C H_{3})_{2} - C H_{3}$ (3) $C H_{3} - C (= O) - C H (O C H_{3}) - C H_{2} (O C H_{3})$ (4) $H - C (= O) - C H_{2} - C H_{2} - C H (O C H_{3})_{2}$ 13. $Reaction of a carbonyl compound with one of the following reagents involves nucleophilic addition followed by elimination of water. The reagent is :$ (1) $a Grignard reagent$ (2) $hydrazine in presence of feebly acidic solution$ (3) $hydrocyanic acid$ (4) $sodium hydrogen sulphite$ 14. $The reaction that does not give benzoic acid as the major product is$ (1) (2) (3) (4) 15. $Which of the following compounds is most acidic in nature?$ (1) $4-Chlorobutanoic acid$ (2) $3-Chlorobutanoic acid$ (3) $2-Chlorobutanoic acid$ (4) $Butanoic acid$ 16. $Which one of the following carbonyl compounds cannot be prepared by addition of water on an alkyne in the presence of HgSO_{4} and H_{2} S O_{4} ?$ (1) $C H_{3} - C H_{2} - C (= O) - H$ (2) $C_{6} H_{11} - C (= O) - CH_{3}$ (3) $C H_{3} - C (= O) - H$ (4) $C H_{3} - C (= O) - C H_{2} C H_{3}$ 17. $The correct order of decreasing acid strength of trichloroacetic acid (a), trifluoroacetic acid (b), acetic acid (c) and formic acid (d) is$ (1) $B > A > D > C$ (2) $B > D > C > A$ (3) $A > B > C > D$ (4) $A > C > B > D$ 18. $Which one of the following esters cannot undergo Claisen self‐condensation?$ (1) $C_{6} H_{5} C H_{2} C O O C_{2} H_{5}$ (2) $C_{6} H_{5} C O O C_{2} H_{5}$ (3) $C H_{3} C H_{2} C H_{2} C H_{2} C O O C_{2} H_{5}$ (4) $C_{6} H_{11} C H_{2} C O O C_{2} H_{5}$ 19. $Which of the following compounds gives benzoic acid on hydrolysis?$ (1) $Chlorobenzene$ (2) $Benzoyl chloride$ (3) $Chlorophenol$ (4) $Chlorotoluene$ 20. $The major product of the following reaction is : C H_{3} CH = CHC O_{2} C H_{3} LiAl H_{4}$ (1) $C H_{3} C H_{2} C H_{2} C O_{2} C H_{3}$ (2) $C H_{3} CH = CHC H_{2} OH$ (3) $C H_{3} C H_{2} C H_{2} C H_{2} OH$ (4) $C H_{3} C H_{2} C H_{2} CHO$ 21. $Given below are two statements : one is labelled as Assertion A and the other is labelled as Reason R: Assertion A : Acetal/Ketal is stable in basic medium. Reason R : The high leaving tendency of alkoxide ion gives the stability to acetal/ketal in basic medium. choose the correct answer from the options given below:$ (1) $A is true but R is false$ (2) $A is false but R is true$ (3) $Both A and R are true and R is the correct explanation of A$ (4) $Both A and R are true but R is NOT the correct explanation of A$ 22. $Methyl acetate and ethyl acetate can be distinguished by :$ (1) $hot alkaline KMnO4$ (2) $Neutral FeCl3$ (3) $Iodoform test$ (4) $None of the above$ 23. $Two statements are given below : Statement I: The melting point of monocarboxylic acid with even number of carbon atoms is higher than that of with odd number of carbon atoms acid immediately below and above it in the series. Statement II: The solubility of monocarboxylic acids in water decreases with increase in molar mass. Choose the most appropriate option:$ (1) $Both Statement I and Statement II are correct.$ (2) $Both Statement I and Statement II are incorrect.$ (3) $Statement I is correct but Statement II is incorrect.$ (4) $Statement I is incorrect but Statement II is correct.$ 24. $Which one of the following compounds will react with N a H C O_{3} solution to give sodium salt and carbon dioxide?$ (1) $Acetic acid$ (2) $n ‐Hexanol$ (3) $Phenol$ (4) $Both(b) and (c)$ 25. $p-cresol reacts with chloroform in alkaline medium to give the compound A which adds hydrogen cyanide to form, the compound B. The latter on acidic hydrolysis gives chiral carboxylic acid. The structure of the carboxylic acid is :$ (1) (2) (3) (4) 26. $The reagent that can reduce the carboxylic acid group to the corresponding alcohol is$ (1) $NaBH_{4} / H_{3} O^{+}$ (2) $B_{2} H_{6} / H_{3} O^{+}$ (3) $Zn - Hg / conc. HCl$ (4) $H_{2}, Pd / C$ 27. $An aryl carboxylic acid on treatment with sodium hydrogen carbonate liberates a gaseous molecule. Identify the gas molecule liberated.$ (1) $H_{2}$ (2) $CO_{2}$ (3) $CO$ (4) $O_{2}$ 28. $Major product 'P' formed in the following reaction is Major product$ (1) (2) (3) (4) 29. $In this reaction: CH_{3} CHO + HCN \to CH_{3} CH (OH) CN HOH CH_{3} CH (OH) COOH an asymmetric centre is generated. The acid obtained would be$ (1) $D ‐isomer$ (2) $L ‐isomer$ (3) $50% D + 50% L ‐isomer$ (4) $20% D + 80% L ‐isomer.$ 30. $Which of the following carbonyl compounds will exhibit enolisation?$ (1) $(i), (ii) and (iii)$ (2) $(ii), (iii) and (iv)$ (3) $(iii), (iv) and (v)$ (4) $(i), (iii) and (v)$