SCT2 Organic Chemistry Past Paper PDF
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University of Debrecen Faculty of Medicine
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Summary
This document contains a set of organic chemistry questions covering various concepts, including nomenclature, reactions, and properties of different compounds. The questions are multiple choice and assess understanding of fundamental organic chemistry principles.
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1. Choose the correct name for the compound below. A. B. N-ethylbutanamine C. N-ethylbutanamide D. N-ethylpentanamide E. N-pentylethanamide F. N,N-ethylpentylamine 2. The base hydrolysis of an ester is called… A. saponification. B. este...
1. Choose the correct name for the compound below. A. B. N-ethylbutanamine C. N-ethylbutanamide D. N-ethylpentanamide E. N-pentylethanamide F. N,N-ethylpentylamine 2. The base hydrolysis of an ester is called… A. saponification. B. esterification. C. hydration. D. neutralization. E. aldol formation. 3. The molecule shown below is a(n): A. ketal B. ketone C. ether D. anhydride E. lactone 4. What is the missing product in the following reaction? acetamide + NaOH → _____________ + NH3 A. primary amine B. secondary amine C. methanoic acid D. acetone E. acetic acid 5. Choose the one which can NOT be prepared from a carboxylic acid anhydride. A. ester B. acyl chloride??? C. tertiary amide D. amide E. N-substituted amide 6. Which of the followings correctly lists these compounds in order of increasing water solubility? A. butanoic acid < pentane < pentanal B. butanoic acid < pentanal < pentane C. pentanal < pentane < butanoic acid D. pentane < butanoic acid < pentanal E. pentane < pentanal < butanoic acid 7. Which of the following carboxylic acids is NOT a dicarboxylic acid? A. fumaric acid B. oxalic acid C. maleic acid D. lactic acid E. succinic acid 8. What is the name of the compound below? A. 2-hydroxybutanoic acid B. -hydroxypropanoic acid C. -hydroxybutanoic acid D. -hydroxybutyric acid E. -hydroxypyruvic acid 9. Which of the following compounds has the highest melting point? A. octanoic acid B. stearic acid C. decanoic acid D. valeric acid E. palmitic acid 10. Choose the correct formula for an acyl group A. R-COO- B. R-CO- C. –C=O D. R-C- E. R-CO-O-CO- 11. What is the missing reactant in the following reaction? ____________ + C3H7OH → HCOO-C3H7 + H2O A. formic acid B. acetic acid C. methanol D. ethanol E. methanal 12. Choose the correct statement. A. Pyruvic acid exists in keto and enol tautomer forms. B. Fumaric acid forms a cyclic anhydride. C. Lactic acid is a carboxylic acid derivative. D. Benzoic acid is a stronger acid than chlorobenzoic acid. E. There are three ether bonds in fats. 13. Choose the WRONG statement. 2 A. The C atom in a carboxyl group is in sp hybrid state. B. Oxidation of an aldehyde results in formation of a carboxylic acid. C. The sodium salts of carboxylic acids never form micelles in water. D. The carboxyl group has a trigonal planar geometry. E. Carboxylic acids may form hydrogen bonding. 14. Lactones are common names for …. A. cyclic ethers. B. cyclic anhydrides. C. cyclic aromatic compounds. D. cyclic esters. E. cyclic amides. 15. Which of the following terms can NOT be applied to stereoisomerism? A. enantiomer B. geometrical isomers C. diastereomer D. cis-trans isomers E. constitutional isomers 16. Choose the WRONG statement. A. Molecules with two chiral carbon atoms can be optically inactive. B. Bromochlorofluoromethane is a chiral molecule. C. Objects that are not superposable on their mirror images are achiral. D. Enantiomers have same solubility in common solvents. E. A carbon atom bonded to four different groups is a chiral center. 1 6 7 8 17. Choose the correct priority order. ( H, C, N, O) A. (1) –COOH; (2) –NH2; (3) –H; (4) -OH B. (1) –COOH; (2) –OH; (3) –NH2; (4) -H C. (1) –OH; (2) –NH2; (3) –COOH; (4) -H D. (1) -H; (2) –NH2; (3) –OH; (4) –COOH E. (1) -H (2) –NH2; (3) –COOH; (4) –OH; 18. Hexane and 3-methylpentane are examples of… A. enantiomers. B. stereoisomers. C. diastereomers. D. non-superposable mirror images. E. constitutional isomers. 19. The molecules shown below are… A. enantiomers. B. constitutional isomers. C. diastereomers. D. identical. E. none of these. 20. Trans-2-butene reacts with bromine. Choose the correct statement about the product of the reaction. A. It is optically active because it contains two chirality centers. B. It is optically inactive because it is a racemic mixture of enantiomers. C. It is optically inactive because it is a racemic mixture of diastereomers. D. It is optically inactive because it does not contain chirality centers. E. It is optically inactive because it is a meso compound. 21. At high temperature, the dehydration of cyclohexanol in the presence of an acid produces ….. G. hexane H. cyclohexene I. 1-hexene J. cyclohexane K. 2-hexene 22. Which one is the most soluble in water? A. butanol B. pentanol C. glycerol D. phenol E. octanol 23. Which one has the highest pKa value? A. phenol B. o-cresol C. p-nitrophenol D. cyclohexanol E. methanol 24. Arrange the following compounds in increasing order of acidity. 1 2 3 4 5 A. 1 < 4 < 5 < 2 < 3 B. 1 < 5 < 4 < 2 < 3 C. 3 < 1 < 5 < 4 < 2 D. 3 < 5 < 1 < 4 < 2 E. 2 < 4 < 1 < 5 < 3 25. Choose the WRONG statement. A. Hydroquinone is the same as 1,4-benzenediol. B. o-nitrophenol can form intramolecular hydrogen bonds. C. 2-methyl-2-propanol is more soluble in water than butanol D. Reaction of cyclohexanol with NaOH gives salt and water. E. Phenol reaction with an anhydride gives an ester. 26. Which statement about ethanol is INCORRECT? A. Ethanol is dehydrated when heated with concentrated H2SO4. B. Hydrogen bonding occurs between ethanol and water molecules in aqueous ethanol solutions. C. Ethanol can be oxidized to formaldehyde. D. Ethanol shows higher water solubility than 1-butanol. E. Ethanol can be produced by the nucleophilic substitution reaction of ethylchloride. 27. Which one is the IUPAC name for the following? A. 3-tert-butoxy-2-heptene B. isobutyl 2-heptene ether C. 2,2 dimethyl ethyl 2-hexene ether D. 3-methylpropoxy-2-heptene E. tertbutyl 2-heptene ether 28. Choose the CORRECT statement. F. Tetrahydrofuran has the formula (CH2)5O. G. Epoxides are formed by reaction of saturated hydrocarbons. H. Thyroxine is a naturally occuring aryl alkyl ether. I. Thiols are volatile liquids. J. Vigorous oxidation of thiols results in sulphonic acid formation. 29. Which of the following pairs can form a Schiff base? A. propanal and aniline B. butanone and acetone C. dimethylaminoethane and octanal D. formaldehyde and ethanol E. methylamine and methanol 30. Which of the following compounds react to give the product below? A. acetone and ethanol B. 2-butanone and ethanol C. methyl propyl ketone and ethanol D. ethanal and 2- propanol E. propanone and ethanol 31. Which pair of compound can react to form hemiacetal A. CH3CH2CHO and CH3CH2OH B. CH3CH2CHO and CH3COOH C. CH3CH2CHO and CH3COCH3 D. CH3COCH3 and CH3COOH E. CH3CHO and CH3CHO 32. Choose the WRONG statement. A. Cyclic hemiketals exist. B. A pyranose ring contains 6 atom in the ring. C. Formation of imine has a condensation step. D. Aldol addition produces unsaturated aldehyde. E. Formaldehyde and vinyl alcohol are keto-enol pairs. 33. Which of the following compounds has the highest boiling point? A. n-pentane B. 1-butanol C. 1-butylamine D. diethylether E. 1-propanethiol 34. Which of the following compounds is the strongest base? A. trimethylamine B. propylamine C. aniline D. ethylmethylamine E. ammonia 35. Choose the quaternary amine. A. ethanolamine B. choline C. diethylamine D. ethylammonium chloride E. aniline 36. Which statement is FALSE for aniline? A. aromatic amine B. can form hydrogen bonds to water C. weaker base than cyclohexylamine D. can be prepared by the oxidation of nitrobenzene E. reacts with nitrous acid to give diazonium salt 37. Which statement is WRONG for amines? A. Among isomeric amines, primary amines have the highest boiling points. B. Primary amines produce nitrogen gas when reacted with nitrous acid. C. Primary aliphatic amines are stronger bases than ammonia. D. Acylation of primary amines produces Schiff’s bases. E. Amines can be prepared by the reaction of alkyl halides with ammonia. 38. Which of the followings is NOT a fused-ring heterocycle? A. naphthalene B. pteridine C. indole D. purine E. quinoline 39. Give the name of the following compounds from 1 to 5. 1 2 3 4 5 A. adenine, cytosine, guanine, uracil, thymine B. uracil, thymine, guanine, cytosine, adenine C. cytosine, uracil, adenine, guanine, thymine D. uracil, cytosine, adenine, thymine, guanine E. uracil, cytosine, guanine, thymine, adenine 40. Which of the following is an INCORRECT match? A. norepinephrine neurotransmitter B. thiamine pyrophosphate c ofactor required for transamination of amino acids C. p-aminobenzoic acid uilding block of folic acid b D. thiamine itamin B V 1 E. vitamin K e lectron carrier in cellular respiration 41. Nicotinic acid is a derivative of: A. aniline B. pyridine C. purine D. naphthoquinone E. decaline 42. The picture on the right depicts: A. serotonin B. dopamine C. caffeine D. histamine E. epinephrine 43. Which of the following compounds acts as an antibacterial agent by inhibiting the biosynthesis of folic acid? A. acetylcholine B. diethylether C. Vitamin K D. sulfanilamide E. urea 44. What is the name of the molecule on the right? A. tyrosine B. epinephrine C. serotonin D. histamine E. dopamine p1