ORGANIC CHEMISTRY II 3. CARBONYL COMPOUNDS PREVIOUS EAMCET BITS.

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1 RGANIC EMISTRY II. CARBNYL CMPUNDS PREVIUS EAMCET BITS Cl Cl 1. What are the X and Y in the following reaction sequence : X Y (009 E) 1) 5, ), ), CCl 4) 5Cl, CCl Reaction. Cl HCl X Cl CCl. HCl Y. The synthesis of crotonaldehyde from acetaldehyde is an example of reaction (009 E) 1) Nucleophilic addition ) Elimination ) Electrophilic addition 4) Nucleophilic addition - elimination Reactions: or H ( ) Aldol Δ = H Crotonaldehyde. In which of the following reations, the final product is -methyl1--propanol? (009 M) MgBr / dry ether 1) ( ) ii H 5MgBr / dry ether ( ii) H MgBr / dry ether ( ii) H MgBr / wet ether ( ii) H ) ) C 4) C HC HC MgBr HC H C == MgBr C C HC HC HC methyl--propanol 4. In which of the following reaction, chlorine acts as an oxidizing agent? (008 E) (i) Cl HCl (ii) Cl. CCl HCl hv (iii) 4 Cl Cl HCl 1) (i) only ) (ii) only ) (i) and (iii) 4) (i), (ii) and (iii)

C H C H 1 xdn 0 1 6 4 C H C Cl H 1 1 xdn 1 1 4 C H C H Cl 4 1 xdn 1 1 4 rganic Chemistry II 5. The compound that reacts with MgBr to yield methane as one of the products is (008 M) 1) ) C ) C 4) MgBr Mg I ( ) 4 6. Which one of the following reactions is called Rosenmund reaction? (007 M) 1) Aldehydes are reduced to alcohols ) Acids are converted to acid chlorides ) Alcohols are reduced to hydrocarbons 4) Acid chlorides are reduced to aldehydes Rosenmund s reaction : Pd / BaS4 CCl H HCl 7. Which of the products is formed when acetone is reacted with barium hydroxide solution? (006 E) 1) C C ) C ) C 4) C C Reaction Ba( ). C. C. C. 8. When acetaldehyde is heated with Fehling solution, a red precipitate is formed. Which of the following is that (006 E) 1)Cu ) Cu ) Cu 4) CuS 4 Reaction Cu 5 C Cu H 9. Which of the following compounds can give iodoform test? (006 M)

Ans : 1) Formaldehyde ) Acetaldehyde ) Diethyl ketone 4) Diethyl ether Reaction I 4Na H CNa I H NaI 10. What reagent is used in the Rosenmund reduction? (006 M) 1) H Pd BaS4 ) LiAIH 4 ) NH NH K 4) Zn Hg HCl Rosenmund reduction Pd BaS4 CCl H HCl 11. Which of the following compounds is the reactant in Rosenmund s reaction? (005 E) 1) C H ) ) Cl 4) CCl Rosenmund reduction CCl H Pd BaS4 HCl 1. Cu In the reaction, 0 X? 00 C (005 E) (Vapour) The molecular formula of X is : 1) C H 6 ) C 4 H 10 ) C H 4 4) C H 6 Reaction Cu catalyst C H H 0 00 C 1. Identify X and Y in the following sequence of reactions (005 M) HN P4 10 X Y X Y 1) 4 ) ( C) ) C 4) Ans : Reaction HN C ( ) 0 (X) P 4 10 C ( C) H Δ (Y) rganic Chemistry II 14. A compound X undergoes reduction with LiAlH 4 to yield Y. When vapours of Y are passed over freshly reduced copper at 00 0 C, X is formed. What is Y? (005 M) 1) C ) ) 4) Reaction

4 LiAlH4. (X) (Y). Cu. H 0 00 C (Y) (X) rganic Chemistry II 15. Identify actaldoxime (004 E) 1) = N NH ) = N ) ( ) C = N 4) = N Ans : Acetaldoxime structure = N 16. The product formed in the aldol condensation of acetaldehyde (004 M) 1) ( ) ) ( ) ) ( ) C 4) Ans : Aldol condensation of acetaldehyde reaction. or H ( ) 17. Ba( ) What is X in the following reaction C x (00 E) 1) C C ) C C ) ( ) C 4) ( ) Ba C C C.. Diacetone alcohol 18. Acetaldehyde is reduced with hydrogen in the presence of nickel. What is the compound formed (00 M) 1) Ethanol ) n-propanol ) Methanol 4) Isopropanol H Ni. 19. Dry distillation of a mixture calcium acetate and calcium formate forms (001 E) 1) Methanol ) Ethanal ) Ethanol 4) Acetone Ans : Sol : Dry distillation of Calcium acetate and Calcium formate gives acetaldehyde.

5 ( ) ( ) Ca C Ca HC CaC Δ rganic Chemistry II H 0. In the following reaction 0 X HgS4/ HS4,60 C. What is X? (001 M) 1) ) ) 4) H C = Ans :4 HgS4 Sol : H C HS4.60 C tautomerism = H Acetylene Vinyl alcohol Acetaldehyde In the above reaction, intermediate compounds is = 1. In chloroethane, the carbhon bearing halogen is bonded to hydrogen (s). It is called alkyl halide. (00 E) 1) two, primary ) three, primary ) two, secondary 4) one, tertiary Ans: 1 H H H C C Cl H H C bounded to H atoms it is primary alkyl halide.. Ethanal is reacted with acidified K Cr 7. What is the product formed? (001 M) 1) C H 5 ) C ) C H 6 4) CCl Ans : Acetaldehyde (Ethanal) undergoes oxidation to acetic acid when treated with acidified KCr. 7 KCr H C ( ) 7 /. dil Na What is X in the following reaction? X (000 E) C 1) ) ) 4) dil Na (Aldol reaction) 4. Which of the following converts acetone to acetone oxime? (000 E) 1) HN NH ),4- DNP ) C6H5NHNH 4) NH

6 C = HN C = N H Acetooxime rganic Chemistry II