Competency Exam in Organic Chemistry

TECHNOLOGICAL INSTITUTE OF THE PHILIPPINES QUEZON CITY FINAL EXAMINATION SET A NAME____________________________________

Views 313 Downloads 6 File size 73KB

Report DMCA / Copyright

DOWNLOAD FILE

Recommend stories

Citation preview

TECHNOLOGICAL INSTITUTE OF THE PHILIPPINES QUEZON CITY FINAL EXAMINATION SET A NAME____________________________________ __________________ DATE OF EXAM________________________ SUBJECT/SECTION_______CHE 324L2_________________________INSTRUCTO R: ENGR. LORRAINE A. CARRILLO Directions: Shade the circle that corresponds to the correct answer. 1. It was first used as an anesthetic in 1824. It produces unconsciousness and insensitivity to pain by inhibiting activity of the central nervous system. a) chloroform b) diethyl ether c) benzaldehyde d) thiopental sodium 2. They are a class of cyclic ethers in which the ether oxygen is included in a three-membered ring. a) furan b) esters c) epoxides d) ethers 3The acidic ingredient in vinegar and the pure acid is a useful solvent and manufacturing intermediate. a) Benzoic acid b) Nitric acid c) acetic acid d) oxalic acid 4. These are different compounds that have the same molecular formula but different structural formula a. isomers b. enantiomers c. isobars d. polar 5. This geometric isomer indicate that a particular group are on the same side of the molecules. a. cis-isomer b. diastereomers c. trans-isomer d. enantiomer 6. This principle states that the addition of an acid to the carbon-carbon double bond of an alkene, the hydrogen of the acid attachés itself to the carbon that already holds the greater number of hydrogens. a. Markovnikov’s Rule b. Anti- Markovnikov’s Rule c. Saytzeff’s Rule d. Hund’s Rule of maximum Multiplicity 7. The name use to indicate that the alcohol has two OH group a. diene b. diol c. triol d. triene 8. The angle separating hybrid orbitals in an alkane HC such as methane . a. 110º b. 120º c. 180º d. 90º 9. The most stable structure for a carbocation a. tertiary b. secondary c. primary d. quaternary 10. The IUPAC name for the substance HOCH2C=CCH2OH is a. 2-butyne-1,3-diol b. 2-butyne-1,4 diol c. 2-ene-1,3-diol d. 2-ene-1,4-butanediol 11. This substituent is an example of a good

leaving group.

a. Halogens

b. Hydride ion c. Proton ion d. Alkyl

group 12. The most acidic hydrogen in an alpha carbon occurs in a. alkane b. alkene c. alkyne d. alcohol 13. A carbonyl group occurs in all of the following groups EXCEPT a. aldehydes b. ketones c. ether d. carboxylic acid 14. The reason why some alcohols are soluble in water a. hydrophobic interactions b. hydrogen bondings c. electrostatic interactions d. van der vaal’s forces 15. Which of the following alcohols will undergo a 1,2-methyl shift when it is heated with acid? a. 1-methylcyclohexanol b. 2,3dimethyl-3-hexanol c. 3-methyl-2-butanol d. 1,1-dimethylcyclohexanol 16. The interconversion between the keto and enol forms is a special kind of isomerism. a. geoisomerism b. tautomerism c. enantiomerism d. epimers 17. The reaction of carboxylic acids in their conversion into esters by reaction with an alcohol ( the substitution of an -OH group with an -OR) a. Fischer esterification b. saponification c. Wolf Kishner Reaction d. Aldol Condensation 18. Ethers can also exist as cyclic molecules. a. ethylene glycol c. epoxides

b. furans

d. dioxane

19. This reagent oxidizes aldehydes while reducing cupric ion to red cuprous oxide precipitates indicating the presence of aldehydes a. Benedict’s reagent b. Tollens reagent c. Lucas Reagent d. Beilstein Reagent 20. The oxidation of aldehyde using chromic acid gives this product. a. hemiacetals b. hemiketals c. ketones d. carboxylic acid 21. The addition of alcohols (in excess) to aldehydes yields this product. a. acetals b. ketals c. hemiacetals d. hemiketals 22. It is the reaction when an enolate ion is prepared from an aldehyde, remaining un-

ionized aldehyde is attacked by the formed enolate ion. a. Fischer esterification b. saponification c. Wolf Kishner Reaction d. Aldol Condensation 23. It is the reaction of sodium alkoxides with alkyl halides producing an ether. a. Williamson synthesis b. saponification c. Wolf kischner reaction d. Fischer esterification 24. Which of the following compounds is 5bromo-4-chloro-1-heptene a. CH3CH2CHClCHBrCH2CH=CH2 b. CH3CH2CHBrCHClCH2CH=CH2 c. CH3CH2CBr=CClCH2CH2CH3 d. CH3CH2CHBrCHClCH2CH2CH3 25. How many carbons does the smallest asymmetrical internal alkyne have? a. 5 b. 3 c. 4 d. 6 26. The molecular formula of a cyclic alkyne with 10 carbon atoms? a. C10H14 c. C10H16

b. C10H18 d. C10H20

28. The molecular formula of benzene was established by Faraday but the structure was proposed by_________ a. Kekule’ b. Fischer c. Pauling d. Watson and Cricks 29. This rule determines whether a compound is aromatic or not. a. 4+2 rule b. Huckel’s rule c. Resonance Hybridization d. Hund’s rule 30. Methyl groups, although it does not possess a pair of non-boned p electrons are ortho- and para- directing because they undergo a special type of resonance. a. hybridisation b. hyperconjugation c. resonance hybrid d. conjugation 31. This test determines a primary, secondary, and tertiary alcohols by observing the differences in the reaction rates. a. Benedict’s test b. Tollens test c. Lucas test d. Beilstein test 32. It is the reaction of esters with excess alcohol in the presence of a strong acid catalyst to give a new ester. a. saponification b. alcoholysis c. ammonolysis d. hydrolysis of esters 33. It is the most abundant naturally occurring polysaccharide in nature. a.glycogen b. amylose c. cellulose d. starch 34. They are derivatives of carboxylic acids in which the hydroxyl of the carboxyl group has been replaced by an alkoxy group. a. ethers b. esters c. waxes d. oils

35. The product of the reaction CH3CH=CH2 + H2 is a. CH3CHOHCH3 b. CH3CH2CH3 c. CH3CH2CH2OH d. CH4 + C2H6 36. The hybridization of carbon 3 in 2-hexene. sp

b. sp2

c. sp3

d. sp4

37. Aromatic hydrocarbons such as benzene undergo what type of reactions. a. nucleophilic aromatic substitution reactions b. electrophilic addition reactions c. electrophilic aromatic substitution reactions d. electophilic aliphatic substitution reactions 38. What is the major product formed from the reaction of benzene with isobutyl chloride and AlCl3? a. 2-methyl-2-phenylpropane b. 2phenylpropanec. isobutylbenzene d. 2methyl-1-phenylpropane 39. The name of the electrophile that is used to nitrate benzene. a. nitrate ion b. nitronium ion c. nitrite ion d. nitrosonium ion 40. Which series of reactions would give 1phenylbutane as the major product? a. ) butanoyl chloride + benzene + AlCl3 2) N2H4 + HCl b) butanoyl chloride + benzene 2) Zn + HCl c) butanoyl chloride + benzene + AlCl3 d) 1-chlorobutane + benzene + AlCl3 41. In what positions are the two carbonyl carbons in hexanedial? a. 1 and 4 b. 1 and 5 c. 1 and 6 d. 3 and 4 42. Which of the following compounds is the most reactive? a. 3-methyl-2-pentanone b. 3-pentanone c. 2-pentanone d. 3-methyl-2-butanone 43. The reagent needed to convert a ketone or an aldehyde into an oxime. a. amine b. hydroxylamine c. hydrazine d. semicarbazide 44. Common table sugar, sucrose, is a disaccharide made up of one molecule of glucose and one molecule of _______________. a. mannose b. galactose c. fructose d. glucose 45. Test for hydrocarbons using KMnO4 solution. a. Baeyer’s test b. Tollen’s test c. Fehling’s test d. Benedict’s test 46. The following are ortho-, para- directors except a. –NO2 b. –CH3 c. -CN d. -Cl

47. A substance that donates a hydrogen ion (H+) a. Bronsted-Lowry acid b. Bronsted-Lowry base c. Lewis acid d. Lewis base 48. A substance that has a vacant valence orbital and can thus accept an electron pair. a. Bronsted-Lowry acid b. Bronsted-Lowry base c. Lewis acid d. Lewis base 49. An alkyl group is attached to an aromatic ring on reaction with an alkyl chloride, RCl, in the presence of AlCl3 catalyst, a process called _______. a. Friedel-Crafts alkylation reaction b. Clemmensen Reaction c. Wolf-Kishner Reaction d. Wittig Synthesis 50. C6H5OH a. phenyl alcohol b. Phenone c. phenol d. 1-benzene alcohol 51. Enantiomers are different molecules that are mirror images of each other. a. structural isomers b. diastereoisomers c. stereoisomers d. none of the given 52. Enantiomers are different molecules that are mirror images of each other. a. structural isomers b. diastereoisomers c. stereoisomers d. none of the given 53. The dehydration of 2-propanol produces

a. 2- propene b. propyne c. propene d. NOTG 54. What is the molecular formula of the molecule shown to the right: a) C8H10 b) C6H6 b) C6H8 d) C8H12 55. The correct IUPAC name for the molecule below is: a) 5-methyl-5-propylheptane b) 4-ethyl-4-methyloctane c) 3-methyl-3-propyloctane d) 3-methyl-3-propylheptane 56. Which of the following is not a disubstituted benzene a. O-xylene b. 2,4-dinitrotoluene 1,3-diamino benzene d. p-dichlorobenzene 57. Which of the following molecules does contain C=O? a. methanol b. methanal pentanone d. glucose 58. Another name for methoxybenzene a. aniline b. xylene anisole d. cresol 59. Another name for aminobenzene a. aniline b. xylene anisole d. cresol

c. not c. c. c.

60. Which of the following is not a polyhydric alcohol a. 2,2.Dimethyl propanol b. glycerol c. propylene glycol d. 1,6- hexanedicol 61. The alkane containing a total of 20 hydrogen atoms must be an isomers of a. cyclononane b. decane c. eicosane d. nonane 62. A liquid hydrocarbon is converted into a mixture of gaseous hydrocarbons by a. Cracking b. Hydrolysis c. oxidation d. reduction 63. An Sp3hybrid orbital possesses a. ¼ of S character b. ½ of s character c. 2/3 S character d. ¾ s character

64. The following reaction: RadC2H4∙ + C2H4 = RadC2H4 C2H4∙ a. addition b. elimination c. substitution d. rearrangement 65. Which of the following characteristics of chirality is not true? a) The carbon atom is single bonded to four different atoms or groups of atoms. b) The chiral carbon atom is said to be unsaturated. c) Chiral molecules have optically active isomers. d) Chiral molecules have two enantiomers. 66. A compound whose molecular structure rotates polarized light counterclockwise: a) is designated as being dextrorotatory. b) always has two chiral carbon centers. c) is designated as being levoratatory. d) belongs to the most abundant or naturally occurring group of carbohydrate enantiomers. 67. The product between benzene and ethyl chloride in the presence of aluminum chloride is a. phenyl ethane b. chlorobenzene c. phenyl chloride d. NOTG 68. The reaction between benzene and 2-chloro-3methylbutane in the presence of aluminum chloride produces _______ a. 2-methyl-2-phenylbutane b. 2-methyl-3phenylbutane c. 2-phenyl-3-methylbutane d. NOTG 69.All of these are ortho, para directors and activator except one which is deactivating. a. OH b. CH3 c. F d. NH2 70. the product between nitrobenzene and chlorine in the presence of FeCl3 is _____ a. 3-chloronitrobenzene b. 2-chloronitrobenzene c. 4-chloronitrobenzene d. NOTG 71.Friedal-crafts Alkylation only works with benzne, halobenzene and _________________. a. deactivated compounds b. activated compounds c. NOTG 72.They make benzene ring less reactive than benzene. a. activating group b. deactivating group c. substituent d. NOTG 73. The reaction between butanoic acid and sodium hydroxide produces a. butanol b. butanone c. butanal d. sodium butanoate 74.Ethanoic acid reacts with ethanol to give

a. Diethanoic acid b. ethyl ethanoate c. hydroxyethanoic acid d. NOTG 75. Give the reagents and/or catalyst necessary to carry out the conversion of benzene to 3nitrobenznesulfonic acid.