Organic Chemistry Part 1 PDF

TYBSC CH:-507 ORGANIC CHEMISTRY Multiple Choice Question’s Chapter 1 Polynuclear and Heteronuclear Aromatic Compounds, 2 Active Methylene Compounds, 3 Rearrangement Reactions, 4 Elimination Reactions Organic Chemistry MCQ CH:-507 ORGANIC CHEMIST...

TYBSC CH:-507 ORGANIC CHEMISTRY Multiple Choice Question’s Chapter 1 Polynuclear and Heteronuclear Aromatic Compounds, 2 Active Methylene Compounds, 3 Rearrangement Reactions, 4 Elimination Reactions Organic Chemistry MCQ CH:-507 ORGANIC CHEMISTRY MULTIPLE CHOICE QUESTIONS Chapter:-1 Polynuclear and Heteronuclear Aromatic Compounds 1} Which of the following is a five membered heterocyclic compound? a)Pyridine b)Pyrrole c)Tropone d) annulene Ans:-b) Pyrrole 2} Which of the following is a six membered heterocyclic compound? a)Pyridine b)Furan c)Azulene d)-annulen Ans:-a) Pyridine 3} Which of the following is a non-benzenoid aromatic compound? a)Naphthalene b)Anthracene c)Benzene d)Azulene Ans:-d) Azulene 4} Which of the following is a non-benzenoid aromatic compound? a)Pyridine b)Napthalene c)Phenanthrene d)Benzene Ans:- 5} Which of the following is a not aromatic? a) annulene b) annulene c)Anthracene d)Tropone Ans:-b) annulene 1 Organic Chemistry MCQ 6} Which reaction is employed in following conversion? a) Friedel Craft b)Riemer Tiemann c)Chichibabin d)Bucherer Ans:-b) Riemer Tiemann 7} Which reaction 1s employed in tolowing conversion? a)Friedel Craft b)Riemer Tiemann c)Chichibabin d)Bucherer Ans:-a) Friedel Craft 8} Which reaction is employed in following conversion? a)Friedel Craft 2 Organic Chemistry MCQ b)Riemer Tiemann c)Chichibabin d)Bucherer Ans:-c) Chichibabin 9} Which reaction is employed in following conversion? a)Friedel Craft b)Riemer Tiemann c)Chichibabin d)Bucherer Ans:- 10} Fullerene is Composed network of___________ a)Pentagons and hexagons b)Pentagons and heptagons c)Hexagons and heptagons d)Only pentagons Ans:-a) Pentagons and hexagons 11} In fullerene C60, it has ________ hexagons faces. a)20 b)22 c)24 d)26 Ans:-a) 20 12} In fullerene C70, it has _______ hexagons faces. a)52 b)25 c)22 d)20 Ans:-b) 25 3 Organic Chemistry MCQ 13} Each carbon is fullerene in C60 and C70 is ________ hybridized. a)sp b)sp3 c)sp2 d)dsp2 Ans:-c) sp2 14} ________ is an example of aromatic species. a)Cyclopentadienyl cation b) Annulene c)Cyclopentadienyl anion d) Annulene Ans:-a) Cyclopentadienyl cation and c) Cyclopentadienyl anion 15} Naphthalene on treatment with Br2 forms _________ a)1-bromo naphthalene b)2- bromo naphthalene c)1,2-dibromo naphthalene d)1,2,3,4-naphtyl teatrasulphonic acid Ans:-a) 1-bromo naphthalene 16} Naphthalene on treatment with conc. H2SO4 at 80 0C gives ____ a)a-naphthyl sulphonic acid b)b-naphthyl sulphonic acid c)a,b-naphthyl disulphonic acid d)1,2,3,4-nahthyl teatrasulphonic acid Ans:-a) a-naphthyl sulphonic acid or Naphthalene 1-sulphonic acid 17} Thiophene on heating with acetic anhydride in presence of H2PO4 gives _______ a)tetrahydrothiophene b)2-acetyl thiophene c)2-phenyl azo-thiophene d)thiophene2-sulphonic acid Ans:- 2-acetyl thiopene 18} Naphthalene on treatment with cone, H2SO4 at 160 0C gives ___ a)a-naphthyl sulphonic acid b)b-naphthyl sulphonic acid c)a,b-naphthyl disulphonic acid 4 Organic Chemistry MCQ d)1,2,3,4-naphthyl teatrasulphonic acid Ans:-a) a-naphthyl sulphonic acid or Naphthalene 2-sulphonic acid 19} Pyrrole reacts with benzene diazoniam chloride at 5 0C gives ___ a)2-acetyl pyrrole b)2-phenyl azo-pyrrole c)pyrrolidine d)2-pyrrole carboxy aldehyde Ans:-b) 2-phenyl azo-pyrrole 20} Naphthalene on Ni or Pt catalysed hydrogenation gives _______ a)decalin b)1,4-hihydro naphthalene c)1,2-hihydro naphthalene d)1,3-hihydrona, mjmm, kjhgfjmn, kl.phthalene Ans:-a) decalin 21} Pyrrole on treatment with acetyl chloride in presence of AlCl3 gives _______ a)2-acetyl pyrrole b)3-acetyl pyrrole c)2,3-dicetyl pyrrole d)3,5-diaccertyl pyrrole Ans:-a) 2-acetyl pyrrole 22} Pyridine on heating with Br2 at 3000C gives ___________ a)2 - bromo pyridine b)3,5-dibromo pyridine c)both (a) and (b) d)4-bromo pyridine Ans:-c) both (a) and (b)→a) 2-bromo pyridine b) 3,5-dibromo pyridine 23} Pyridine on nitration with KNO3/H₂SO4 at 3000C gives a)2-nitro pyridine b)3-nitro pyridine c)4-nitro pyridine d)3,5-dinitro pyridine Ans:-b) 3-nitro pyridine 5 Organic Chemistry MCQ 24} Conversion of b-naphthol to b-naphthyl amine is achieved using a)Bucherer reaction b) Friedel Craft reaction c)nitration reaction d)Reimer-Tiemann reaction Ans:-a) Bucherer reaction 25} Thiophene on heating with CHCl3/KOH in presence of DMF and POCl3 gives _________ a)2-thiphene carboxy aldehyde b)Tetrahydrofuran c)2-acetylthiophene d)None of these Ans:-d) None of these ________________________________________________________ Chapter:-2 Active Methylene Compounds 26} The one ester and another carbonyl compound in the presence of a strong base, resulting in a is a carbon-carbon bond forming reaction that occurs between two esters or β-keto ester or a ß-diketone a)Claisen Condensation b)Stobbe Condensation c)Knoevengel Condensation d)Aldol Condensation Ans:-a) Claisen Condensation 27} __________is an example of active methylene compound. a)Benzophenone b)Picric acid c)Ethyl acetate d)Diethyl malonate Ans:-d) Diethyl malonate 28} For tautomerism to occur between ketone and enol forms __________ hydrogen plays important role a)Alpha b)beta c)gamma d)delta Ans:-a) Alpha(𝜶) 6 Organic Chemistry MCQ 29} In isomerism, the isomers are formed due to the migration of proton a)Optical b)Tautomerism c)Geometric d)Linkage Ans:-b) Tautomerism 30} In tautomerism, which of the following compound do you expect will contribute highest percentage of enol form? a)Acetone b)Ethyl acetoacetate c)Ethyl acetate d)Succinic acid Ans:-a) Acetone 31} Identify A and B in the following reaction Ans:- 32} The final product Darzen reaction is ___________ a)𝛼, 𝛽-epoxy ester b)𝛼, 𝛼-epoxy ester c)𝛽, 𝛾-epoxy ester d)𝛽, 𝛽𝜖-epoxy ester Ans:-a) 𝜶, 𝜷-epoxy ester 33} The final product in Stobbe condensation is__________ a)𝛽, 𝛾-unsaturated acid b)𝛾, 𝛿-unsaturated acid c)𝛼, 𝛽-unsaturated acid d)𝛽, 𝛽-unsaturated acid Ans:-c) 𝜶, 𝜷-unsaturated acid 7 Organic Chemistry MCQ 34} The final product in Knoevengel reaction___________ a)𝛽, 𝛾-unsaturated acid b)𝛾, 𝛿-unsaturated acid c)𝛼, 𝛽-unsaturated acid d)𝛽, 𝛽-unsaturated acid Ans:-c) 𝜶, 𝜷-unsaturated acid 35} Identify A and B in following reaction Ans:- 36} Identify A and B in following reaction Ans:- 8 Organic Chemistry MCQ 37} Identify A and B in following reaction Ans:- 38} Identify Product X in following reaction Ans:- 9 Organic Chemistry MCQ 39} With respect to the highlighted bond hydrogen atom in following compounds arrange them in the decreasing order of acidity a)A>B>C>D b)B>A>D>C c)D>C>A>B d)D>B>C>A Ans:- 40} With respect to the highlighted bond hydrogen atom in following compounds arrange them in the increasing order of acidity a)A>B>C>D b)B>A>D>C c)D>C>A>B d)D>B>C>A Ans:- 10 Organic Chemistry MCQ 41} Identify the final product X of the reaction Ans:- 42} Identify the final product X of the reaction Ans:- 11 Organic Chemistry MCQ 43} Identify the final product X of the reaction Ans:- 44} Aldehyde derivative of ethyl acetate X On treatment with. Concentrated KOH followed by acidification and thermal treatment gives mixture of Propionic acid and ethanol structure for compound X should be____________ Ans:- 45} aldehyde derivative of ethyl acetate Y On treatment with. Concentrated KOH followed by acidification and thermal treatment gives mixture of Propionic acid and ethanol structure for compound Y should be_____________ Ans:- 12 Organic Chemistry MCQ 46}Ethyl acetoacetate undergoes acid hydrolysis with dilute HCl to form_____________ a)Acetoacetic acid b)Ethyl acetoacetate c)Ethyl acetate d)Methyl acetate Ans:-a) Acetoacetic acid 47} Base catalysed condensation of two to form an alcohol and β-keto ester is called____________ a)Aldol condensation b)Claisen condensation c)Transesterification d)Cannizzaros reaction Ans:-b) Claisen condensation 48} Ethyl acetate on heating with sodium ethoxide gives___________ a)Sodium acetate b)Ethyl acetoacetate c)Ethyl alcohol d)Diethyl ether Ans:-c) Ethyl alcohol 49} Acetoacetic ester on reaction with methyl bromide in presence of sodium ethoxide followed by hydrolysis and decarboxylation gives hydrolysis forms______________ a)Methyl n-propyl ketone b)Dimethyl ketone c)Ethyl methyl ketone d)Diethyl ketone Ans:- 50} Ethyl acetoacetate on reaction with two moles of ethyl bromide in presence of sodium ethoxide followed by hydrolysis and decarboxylation gives hydrolysis forms_____________ a)3-Ethyl-2-pentanone b)Methyl isopropyl ketone c)3-methyl-2-propyl butanone d)2-Ethyl-3-pentanone Ans:- 51} Esterification reaction of malonic acid with ethanol gives______ a)Diethyl malonate b)Malonic ester 13 Organic Chemistry MCQ c)Ethyl acetoacetate d)both (a) and (b) Ans:-b) Malonic ester 52} Malonic ester on reaction with methyl bromide in presence of sodium ethoxide followed by hydrolysis and decarboxylation gives__ a)Butanoic acid b)Propanoic acid c)Isobutyric acid d)Acetic acid Ans:- 53} Diethyl malonate on reaction with 1,4-dibromobutane in presence of excess sodium ethoxide followed by hydrolysis and decarboxylation gives______________ a)Cyclobutane carboxylic acid b)Cyclopentane carboxylic acid c)Hexanoic acid d)Cyclopropane carboxylic acid Ans:- 54} Two molecules of malonic ester on reaction with methylene diiodide in presence of sodium ethoxide followed by hydrolysis and decarboxylation gives______________ a)Succinic acid b)Glutaric acid c)Adipic acid d)Malonic acid Ans:- _______________________________________________________ Chapter:-3 Rearrangement Reactions 55} In Beckmann Rearrangement the group with respect to the oxygen hydroxyl group migrates a)cte b)trans c)germinal d)Vicinal Ans:-b) trans 56} Cyclohexanone oxime on treatment with sulphuric acid gives___ a)𝛿-Caprolactam b)𝛾-Caprolactam 14 Organic Chemistry MCQ c)𝜀-Caprolactone d)𝜀-Caprolactam Ans:- 57} Cyclohexanone on treatment with trifluoropcracetic acid gives_ a)𝛿-Caprolactam b)𝛾-Caprolactam c)𝜀-Caprolactone d)𝜀-Caprolactam Ans:-d) 𝜺-Caprolactam or c) 𝜺-Caprolactone 58} Cyclopentanone on Baeyer Villiger epoxidation gives_________ a)𝛿-Caprolactone b)𝜀-Caprolactam c)𝛿-Valerolactone d)𝜀-Valerolactone Ans:-c) 𝜹-Valerolactone 59}𝛼-Halo katemes on treatment with NaOH gives _______ as final product a)Amide b)Acid c)Fister d)Amine Ans:-b) Acid 60} Favorskii rearrangement produces through intermediate a)Crregee b)Carbene c)Nitene d)Cyclopropanone Ans:-d) Cyclopropanone 62} Thermal rearrangement of acid azide in non polar solvent is known as__________ a)Beckmann b)Curtius c)Favorskii d)Baeyer Villiger Ans:-b) Curtius 63} The reagent used in Schmidt reaction is ___________acid a)Hydroxamic acid b)Hydrazoic acid c)Hydrogen peroxide d)Hydrochloric acid Ans:-b) Hydrazoic acid 15 Organic Chemistry MCQ 64} Claisen rearrangement is a type of __________ rearrangement a)Calionotropic b)Anionorepic c)Sigmatropic d)Radical Ans:-c) Sigmatropic 65} Mc-Lafferty rearrangement proceeds through the formation of a)Mitene b)Anion c)Curbenie d)Radical cation Ans:-c) Curbenie 66} In case of Mc-Lafferty rearrangement the abstraction of ______ proton in a six member cyclic transition state takes place. a)𝛼 b)𝛽 c)𝛾 d)𝛿 Ans:-c) 𝜸 (gamma) 67} The bond between carbon undergoes cleavage in Mc-Lafferty rearrangement a)𝛼 and 𝛽 b)𝛽 and 𝛾 c)𝛼 and carbonyl d)𝛾 and 𝛿 Ans:-b) 𝜷 and 𝜸 (beta and gamma) 68} Lossen arrangement process through formation of intermediate a)Isocyanate b)Phenoxide son c)Catbene d)Carbamate Ans:-a) Isocyanate 69} In majority of the intramolecular rearrangements the migratory group generally migrates ester with configuration a)Inversion b)Retension c)Racemisation d)Cancellation Ans:- 16 Organic Chemistry MCQ 70} Which of the following product is NOT observed in the following pinacol rearrangement? Ans:- ________________________________________________________ Chapter:-4 Elimination Reactions 71} How Many step are in E1 Reaction a)1 step b)2 step c)3 step d)4 step Ans:-b) 2 step 72} How Many step are in E2 Reaction a)1 step b)2 step c)3 step d)4 step Ans:-a) 1 step 73} How Many step are in E1cb Reaction a)1 step b)2 step c)3 step d)4 step Ans:-b) 2 step 74} How many types of Elemination Reactions a)One b)Two c)Three d)Four Ans:-c) Three 17 Organic Chemistry MCQ 75} What is driving force for elimination ? a)Formation of stable > C = C < or −𝐶 ≡ 𝐶 − bond b)Relief from strain due to crowding in substrate c)Both a and b d)None of these Ans:-c) Both a and b→ a)Formation of stable > 𝐂 = 𝐂 < or −𝑪 ≡ 𝑪 − bond b)Relief from strain due to crowding in substrate 76}Bond angle changes from ______ to ______ a)109.50 to 1200 b)2200 to 109.50 c)1200 to 2200 d)109.50 to 2200 Ans:-a) 109.50 to 1200 77} Elimination Reaction involves the ________ from the starting material to form a ________ in the product Ans:- Loss of Elements and new 𝝅 (Pi) bond 78} Leaving groups are? Ans:- X, OH, OR, N2, H2O+, NR3+ and SR2+ 79} Two atoms or groups are removed from the same atom it is known as________ Ans:- 1,1-elimination 80} On the basis of relative position of elimination groups a) 𝛼-elimination reactions b) 𝛽-elimination reactions c) 𝛾-elimination reactions d)All of above Ans:-d) All of above→a) 𝜶-elimination reactions b) 𝜷-elimination reactions c) 𝜸-elimination reactions 81} Which order of kinetics E1 mechanism? Ans:- First order 18 Organic Chemistry MCQ 82} E1 mechanism how many step reaction? Ans:- Two steps 83} E1 mechanism Identify of R group Ans:- R2CX>R2CHX>RCH2X 83} What types of base in E1 mechanism? Ans:- Favored by weaker bases such as H2O and ROH 83} What is role of Leaving group E1 mechanism? Ans:- A better leaving group makes the reaction faster because the bond to the leaving group is partially broken in the rate-determining step 84} Which type of solvent is use in E1 mechanism? Ans:- Polar protic solvents that solvate the ionic intermediates are needed 85} The Kinetics rate of E2 mechanism? Ans:- Rate=K[(CH3)3CBr] 86} Which order of kinetics E2 mechanism? Ans:- Second order 87} E2 mechanism how many step reaction? Ans:- One step 88} E2 mechanism Identify of R group? Ans:- More substituted halides react fattest Rate:-R3CX>R2CHX>RCH2X 89} What types of base in E2 mechanism? Ans:- Favored by strong bases 19 Organic Chemistry MCQ 90} What is role of Leaving group E2 mechanism? Ans:- Better leaving group → Faster reaction 91} Which type of solvent is use in E2 mechanism? Ans:- Favored by polar aprotic solvents 92} The Kinetics rate of E2 mechanism? Ans:- Rate=[Substrate] [Base] 93} Nature of leaving group (Elemental Effect) the relative rate in following reaction supports E2 mechanism is? Ans:- R-CH2-CH2X --------> R-CH=CH2 + HX 94} When X is -F the relative rate of E2 mechanism is? Ans:- 1 95} When X is -Cl the relative rate of E2 mechanism is? Ans:- 70 96} When X is -Br the relative rate of E2 mechanism is? Ans:- 𝟒 × 𝟏𝟎𝟑 97} When X is -I the relative rate of E2 mechanism is? Ans:- 𝟐. 𝟓 × 𝟏𝟎𝟒 98} This proves that in E2 mechanism the C-X Bond breaks slow in _______ step Ans:- RDS ****** 20