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1 INTRODUCTION TO ORGANIC AND BIOCHEMISTRY QUIZ 5 Time Allowed: 60 minutes MULTIPLE CHOICE. Choose the one alternative that best completes the statement or answers the question. 1) What is the IUPAC name for the following compound? A) 1-chloro-5-hexyne B) 6-chloro-1-heptyne C) 6-chloro-1-hexyne D) 6-chloro-1-pentyne E) 6-chloro-2-pentyne 2) Which of the compounds is a cycloalkene? A) CH3-C = CH2 B) C) D) CH2 = CH-CH = CH2 E) 3) The reaction of hydrogen (H2) and propene using a platinum catalyst is called A) combustion. B) substitution. C) condensation. D) neutralization. E) addition.

2 4) Which of the following pairs of compounds are cis-trans isomers? A) B) HC C - CH3 and CH3 - C CH C) D) E) 5) What reagent is used in the nitration of benzene? A) HNO3, H2SO4 B) FeBr3, Br2 C) HNO3 D) H2SO4 E) H2, Pd 6) The term used to describe the geometry of a carbon atom involved in a double bond is A) linear. B) tetrahedral. C) distorted tetrahedral. D) trigonal planar. E) perpendicular. 7) What is the IUPAC name for the following compound? A) 2-methyl-2-pentene B) 4-methyl-3-pentene C) 2-methyl-3-pentene D) 3-methyl-4-pentene E) hexene

3 8) When 2-butene reacts completely with bromine, the product is A) 3-bromobutane. B) 1,2-dibromobutane. C) 2,3-dibromobutane. D) 2-bromobutane. E) 1,3-dibromobutane. 9) When naming an alkene, the parent chain is the longest carbon chain A) that contains a branch. B) that contains both atoms of the double bond. C) that contains at least one of the carbon atoms of the double bond. D) that does not contain the double bond. E) regardless of whether or not it contains the double bond. 10) The structural formula of benzene is often represented as a A) ring of six carbon atoms with a circle in the center. B) cycloalkyne. C) cycloalkane. D) ring of five carbon atoms. E) ring of six carbon atoms with six double bonds. 11) According to Markovnikov's rule, the hydrogen in HOH (water) adds to the carbon in the double bond A) that has the greater number of carbon atoms attached. B) attached to the end carbon. C) that has the greater number of hydrogen atoms attached. D) that has the smaller number of hydrogen atoms attached. E) that has the smaller number of carbon atoms attached. 12) Which of the following would result from the polymerization of ethene? A) CH3 CH3 - C - CH2 - C - CH2 - CH3 CH3 B) - CH2 - CH2 - CH2 - CH2 - C) CH3 CH3 CH3 CH3 - C - C - C - C - H H H H D) = C = C = C = C = E) H H H H - C = C - C = C -

4 13) Which of the following alkenes can exhibit cis-trans isomerism? A) 3-octene B) 2-methyl-2-octene C) 1,1-dibromobutene D) 1-pentene E) none of these 14) For which of the following alkenes will cis- and trans- isomers not exist? A) a) only B) b) only C) both a) and c) D) d) only E) both c) and d) 15) What is the condensed structural formula for the product of the hydrogenation of 2-butene using a platinum catalyst? A) CH3 CH3- CH-CH3 B) CH3-CH2-CH2-CH3 C) Cl CH3-CH2- CH-CH3 D) CH3-CH= CH-CH3 E) OH CH3- CH-CH3 16) The bond angle about a carbon atom involved in a double bond is A) B) 105. C) 90. D) 180. E) ) An unsaturated compound always A) contains a triple bond. B) is aromatic. C) contains at least one double or triple bond. D) is a cycloalkane. E) contains a double bond.

5 18) What is the condensed structural formula for the compound 3-hexene? A) CH3-CH = CH-CH2-CH2-CH3 B) CH3 CH3-CH2-C H-CH2-CH3 C) CH2 = CH-CH2 -CH2 -CH2 -CH3 D) CH3-CH2-CH = CH-CH2-CH3 E) CH3-CH2-CH2-CH = CH-CH3 19) Which of the following is not the common name of an aromatic compound? A) acetone B) toluene C) xylene D) phenol E) aniline 20) Which of the following is a correct line bond structure for 2,5- dimethyl-3-hexyne? A) B) C) D) E)

6 21) What will be the major product of the following reaction? A) B) C) D) 22) Long-chain molecules that consist of many repeating units are called A) alkanes. B) polymers. C) alkenes. D) organic compounds. E) monomers. 23) What is the major product of the reaction shown below? CH3- CH2- CH = CH2 + HOH H+ A) OH OH CH3 - CH - CH - CH3 B) OH CH3 - CH2 - C - CH2 C) CH3 - CH2 - CH2 - CH2 OH D) OH OH CH3 - CH2 - CH - CH2 E) OH CH3 - CH2 - CH - CH3

7 24) Another name for o-nitrotoluene is A) 2-nitrotoluene. B) 1-nitrotoluene. C) 3-nitrotoluene. D) 4-nitrotoluene. 25) The IUPAC name of CH3-CH = CH-CH3 is A) butene. B) 2-butyne. C) 2-butane. D) 1-butene. E) 2-butene. 26) Which of the following compounds is an alkyne? A) 2-pentene B) C3H6 C) CH3-CH2-C CH D) H2C = CH-CH = CH2 E) CH3-CH2-CH3 27) All of the following are general properties of alkenes except A) flammable. B) low boiling points. C) soluble in non-polar (organic) solvents. D) may exist as cis-trans isomers. E) less reactive than the corresponding alkanes. 28) Which of the following compounds have cis-trans isomers? A) CH3 - CH = CH - CH3 B) CCl2 = CHBr C) CCl2 = CBr2 D) CH2 = CH - CH3 E) All of the above have cis-trans isomers. 29) Predict the major product of the following reaction. A) B) C) D) 30) Which reactant should be used to convert propene to 2-chloropropane? A) Cl2 B) BrCl C) NaCl D) H2 E) HCl

8 31) What is the IUPAC name for the following compound? A) 1-pentene B) 1-methylbutene C) 2-pentyne D) 2-pentene E) 3-pentene 32) Some alkenes have cis-trans isomers because A) one of the carbon atoms in the double bond has two identical groups attached to it. B) all of the carbon atoms in the compound are rigid and cannot rotate. C) the carbon atoms in the double bond cannot rotate. D) each of the carbon atoms in the double bond has four different groups attached to it. E) the carbon atoms in the double bond are free to rotate. 33) What is the name of the compound below? A) 1-chlorotoluene B) 2-chlorotoluene C) 3-chlorotoluene D) 4-chlorotoluene E) 5-chlorotoluene 34) An elimination reaction can best be described as a reaction in which A) a hydrocarbon reacts with oxygen to produce CO2, H2O, and energy. B) two reactants combine to form one new product with no extra atoms. C) a single reactant splits into two products. D) two reactants exchange atoms to give two new products. E) a single reactant undergoes reorganization of its chemical bonds, producing an isomer of the reactant.

9 35) What is the name of the following compound? A) m-ethylbenzene B) o-ethylphenol C) m-ethylphenol D) p-ethylphenol 36) The IUPAC name for CH3-CH2-C C-CH3 is A) 3-pentyne. B) pentyne. C) 2-pentyne. D) 1-methylbutyne. E) 2-propene. 37) The hydrogenation of an alkene gives a(n) A) benzene. B) alkane. C) alkyne. D) isomer. E) alkene. 38) The starting material for polymerization reactions is a(an) A) isomer. B) dimer. C) catalyst. D) monomer. E) alkane. 39) Which of the following is a correct line angle drawing for cis-3-heptene? A) B) C) D)

10 40) Predict the product of the following reaction: A) B) C) D) E)

11 Answer Key Testname: CHEM II QUIZ 5 1) C 2) C 3) E 4) C 5) A 6) D 7) A 8) C 9) B 10) A 11) C 12) B 13) A 14) A 15) B 16) E 17) C 18) D 19) A 20) B 21) C 22) B 23) E 24) A 25) E 26) C 27) E 28) A 29) B 30) E 31) D 32) C 33) B 34) C 35) C 36) C 37) B 38) D 39) B 40) A

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