Test Bank For Organic Chemistry, 7th Edition

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BIAF 7eTest Bank1CHAPTER 1—COVALENT BONDING AND SHAPES OF MOLECULESMULTIPLE CHOICE1.How many electrons can the shell with a principal quantum number of 1 hold?a.1b.2c.4d.8ANS:B2.How many electrons can the shell with a principal quantum number of 2 hold?a.1b.2c.4d.8ANS:D3.What is the ground-state electronic configuration of a nitrogen atom (nitrogen: atomic number 7)?a.1s22s12p4b.1s22s22p3c.1s12s12p5d.1s22s22p2ANS:B4.What is the ground-state electronic configuration of a fluorine atom (fluorine: atomic number 9)?a.1s12s12p7b.1s22s22p5c.1s22s22p6d.1s02s22p7ANS:B5.What is the ground-state electronic configuration of a fluoride anion (fluorine: atomic number 9)?a.1s22s22p2b.1s22s22p5c.1s22s22p6d.1s22s22p7ANS:C6.What is the ground-state electronic configuration of a sodium cation (sodium: atomic number 11)?a.1s22s22p63s1b.1s22s22p53s1c.1s22s22p6d.1s22s22p63s2ANS:C

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BIAF 7eTest Bank27.Which of the following species hasan atom that has an unfilled valence shell of electrons?a.molecular hydrogen, H2b.hydroxide anion, HO−c.boron trifluoride, BF3d.water, H2OANS:C8.Which of the following species has an atom that has an unfilled valence shell of electrons?a.molecular bromine, Br2b.fluoride anion, F−c.ammonia, NH3d.aluminum trichloride, AlCl3ANS:D9.Which of the following species possesses a formal charge?a.BH3b.BH4c.CCl4d.H2SANS:B10.Which of the following species possesses a formal charge?a.CCl4b.SiCl4c.AlCl4d.PCl3ANS:C11.Which of the following compounds is an aldehyde?a.CH3CH2CH2COOHb.CH3CH2CHOc.CH3CH2CH2OHd.CH3CH2COCH3ANS:B12.Which of the following compounds is an alcohol?a.CH3CH2COOHb.CH3CH2OCH3c.CH3CH2CH2OHd.CH3CH2CHOANS:C13.Which of the following compounds is a carboxylic acid?a.CH3CH2COOHb.CH3CH2OCH3c.CH3CH2CH2OHd.CH3CH2CHOANS:A

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BIAF 7eTest Bank314.Which of the following compounds is a ketone?a.CH3CH2COOHb.CH3CH2CHOc.CH3CH2CH2OHd.CH3COCH3ANS:D15.Which of the following compounds is a ketone?a.CH3CH2COOHb.CH3CH2CHOc.CH3CH2CH2OHd.CH3COCH3ANS:D16.Which of the following compounds is a carboxylic ester?a.CH3CH2COOHb.CH3CH2OCH3c.CH3CH2COOCH3d.CH3CH2COCH3ANS:C17.Which of the following is a tertiary alcohol?a.CH3CH2OCH3b.(CH3)3COHc.(CH3)2CHOHd.CH3CH2CH2OHANS:B18.Which of the following is a tertiary amine?a.CH3CH2N(CH3)2b.(CH3)3CNH2c.CH3CH2NHCH3d.CH3CH2NHCH(CH3)2ANS:A19.Which of the following is a primary amine?a.CH3CH2NHCH3b.CH3CH2NHCH(CH3)2c.CH3CH2N(CH3)2d.(CH3)3CNH2ANS:D20.Which of the following is trigonal planar?a.boron trifluoride, BF3b.methyl anion, CH3−c.methane, CH4d.ammonia, NH3ANS:A

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BIAF 7eTest Bank421.Which of the following molecules is not linear?a.H2Ob.CO2c.HCCHd.Cl2ANS:A22.What is the approximate value of the H−C−H bond angles in methane, CH4?a.90b.109c.120d.180ANS:B23.What is the approximate C−C−C bond angle in propene, CH3CH=CH2?a.90b.109c.120d.180ANS:C24.What is the approximate C−C−C bond angle in propyne, HCCCH3?a.90b.109c.120d.180ANS:D25.What is the approximate H−C−O bond angle in formaldehyde, H2C=O?a.90b.109c.120d.180ANS:C26.Which of the following elements has the highest electronegativity?a.Nb.Cc.Od.SANS:C27.Which of the following elements has the highest electronegativity?a.Cb.Pc.Sid.ClANS:D

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BIAF 7eTest Bank528.Which of the following bonds is the most polar?a.F−Fb.H−Fc.C−Hd.C−SiANS:B29.Which of the following bonds is the most polar?a.O−Hb.C−Hc.C−Cd.H−HANS:A30.Which of the following bonds is a polar covalent bond?a.Na−Fb.C−Hc.C−Od.Cl−ClANS:C31.Which of the following bonds is a polar covalent bond?a.Na−Clb.C−Clc.C−Hd.Cl−ClANS:B32.Which of the following is an ionic bond?a.Br−Brb.C−Clc.C−Sd.Na−OANS:D33.Which of the following is an ionic bond?a.F−Fb.C−Hc.Li−Od.C−NANS:C34.Which of the following bonds has the smallest dipole moment?a.C−Nb.C−Oc.C−Fd.O−H

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BIAF 7eTest Bank6ANS:A35.Which of the following bonds has the smallest dipole moment?a.Li−Clb.C−Hc.O−Hd.H−ClANS:B36.Which of the following molecules has a molecular dipole moment?a.1b.2c.3d.4ANS:B37.Which of the following molecules has amolecular dipole moment?a.1b.2c.3d.4ANS:B38.Which of the following molecules has a molecular dipole moment?a.CO2b.BF3c.NH3d.CH4ANS:C39.Which of the following molecules has a molecular dipole moment?a.H2Ob.CO2c.HCCHd.Cl2ANS:A

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BIAF 7eTest Bank740.Which of the following best represents the shape of the 2satomic orbital of carbon?a.1b.2c.3d.4ANS:A41.Which of the following best represents the shape of a 2patomic orbital of carbon?a.1b.2c.3d.4ANS:B42.Which of the following best represents ansp2hybridized atomic orbital of carbon which overlaps withthe 1satomic orbital of hydrogen to form a C−Hbonding molecular orbital in ethene, H2C=CH2a.1b.2c.3d.4ANS:C43.Which of the following best represents ansp3hybridized atomic orbital containing the lone pair ofelectrons of ammonia, NH3?

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BIAF 7eTest Bank8a.1b.2c.3d.4ANS:C44.Which atomic orbitals overlap to form the C=O bond of acetone, (CH3)2C=O?a.C 2sp3+ O 2sp2b.C 2sp2+ O 2pc.C 2sp2+ O 2sp2d.C 2sp3+ O 2spANS:C45.Which atomic orbitals overlap to form the C−O bond of dimethyl ether, (CH3)2O?a.C 2sp3+ O 2sp2b.C 2sp2+ O 2pc.C 2sp2+ O 2sp2d.C 2sp3+ O 2sp3ANS:D46.What is the approximate value of the length of the C=C bond in ethane, CH2=CH2?a.121 pmb.134 pmc.142 pmd.154 pmANS:B47.What is the approximate value of the length of the CC bond in ethyne, HCCH?a.121 pmb.134 pmc.142 pmd.154 pmANS:A48.Which of the following statements isnottrue regarding resonance structures?a.All resonance structures must have the same number of electronsb.Each atom in all of the resonance structures must have a complete shell of valenceelectronsc.All resonance structures must have the same arrangement of atomsd.All resonance structures must be valid Lewis structuresANS:B49.Which of the following statements isnottrue regarding resonance structures?a.Each resonance structure is in rapid equilibrium with all of the other structuresb.The resonance structures may have different energiesc.Allresonance structures must have the same arrangement of atomsd.All resonance structures must have the same number of electrons

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BIAF 7eTest Bank9ANS:A50.Which of the following statements isnottrue about the carbonate anion, CO32−?a.All of the oxygen atoms bear the same amount of chargeb.All of the carbon-oxygen bonds are the same lengthc.The carbon atom bears the negative charged.It is basicANS:C51.Which of the following statements isnottrue about the acetate anion, CH3CO2−?a.The oxygenatoms bear the same amount of chargeb.The two carbon-oxygen bonds are the same lengthc.The carbon atom bears the negative charged.It is basicANS:C52.Rank the following in order of decreasing importance as a contributing resonance structure to themolecular structure of acetone, CH3COCH3(more important > less important)a.1>2>3b.1>3>2c.2>1>3d.3>1>2ANS:B53.Which of the following resonance structures is the least important contributor to the resonancehybridof the acetate anion, CH3COO−?a.1b.2c.3d.4ANS:C

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BIAF 7eTest Bank1054.How many electrons are there in the valence shell of the carbon atom of a methyl cation, CH3+?a.4b.5c.6d.7ANS:C55.How many electrons are there in the valence shell of the carbon atom of the methyl anion, CH3−?a.2b.4c.6d.8ANS:D56.How many electrons are there in the valence shell of the oxygen atom of water?a.2b.4c.6d.8ANS:D57.How many electrons are there in the valence shell of the nitrogen atom of ammonia?a.4b.5c.6d.8ANS:D58.What is the approximate value of the H−C−H bond angles in a methyl cation, CH3+?a.90b.109c.120d.180ANS:C59.What is the approximate value of the H−C−H bond angles in a methyl anion, CH3−?a.90b.109c.120d.180ANS:B60.Which atomic orbitals overlap to form the carbon-hydrogenbonding molecular orbitals of ethane,CH3CH3?a.C2p+ H1sb.C2sp+ H1sc.C2sp2+ H1sd.C2sp3+ H1s

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BIAF 7eTest Bank11ANS:D61.Which atomic orbitals overlap to form the carbon-hydrogenbonding molecular orbitals of ethene,H2C=CH2?a.C2p+ H1sb.C2sp+ H1sc.C2sp2+ H1sd.C2sp3+ H1sANS:C62.Which atomic orbitals overlap to form the carbon-carbonandbonding molecular orbitals ofethene, H2C=CH2?a.C2sp3+ C2sp3, and C2p+ C2pb.C2sp2+ C2sp2, and C2sp2+ C2sp2c.C2sp2+ C2sp2, and C2p+ C2pd.C2sp3+ C2sp3, and C2sp2+ C2sp2ANS:C63.Which atomic orbitals overlap to form thecarbon-hydrogenbonding molecular orbitals of ethyne,HCCH?a.C2p+ H1sb.C2sp+ H1sc.C2sp2+ H1sd.C2sp3+ H1sANS:B64.Which atomic orbitals overlap to form the carbon-carbonmolecular bonding orbital of ethyne,HCCH?a.C2p+ C2pb.C2sp+ C2spc.C2sp2+ C2sp2d.C2sp3+ C2sp3ANS:B65.Which of the following is a primary (1) alcohol?a.1b.2c.3d.4ANS:A

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BIAF 7eTest Bank1266.Which of the following is a tertiary (3) alcohol?a.1b.2c.3d.4ANS:C67.Which of the following is a primary (1) amine?a.1b.2c.3d.4ANS:C68.Which of the following is a secondary (2) amine?a.1b.2c.3d.4ANS:D69.Which of the following is an carboxylic ester?a.1b.2c.3d.4ANS:A

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BIAF 7eTest Bank1370.What is the approximate strength of the C−C bond of ethane?a.376 kJ/mol (90 kcal./mol)b.422 kJ/mol (101 kcal./mol)c.556 kJ/mol (133 kcal./mol)d.727 kJ/mol (174 kcal./mol)ANS:A71.Which of the circled bonds is the strongest?a.1b.2c.3d.4ANS:A72.Which of the following resonance structures makes the largest contribution to the structure of[H2CCHO]−?a.1b.2c.3d.4ANS:B

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BIAF 7eTest Bank1473.Which of the following shows curved arrows that correctly accounts for the differences between thetwo structures?a.1b.2c.3d.4ANS:C74.Which of the following statements is not true?a.Thesp3C−H bond of an alkane is weaker than thespC−H bond of an alkyne.b.The carbon-carbon triple bond of an alkyne is shorter than the carbon-carbon bond ofalkenes.c.The carbon-carbon triple bond of an alkene is exactly three times as strong as a carbon-carbon single bond of an alkane.d.Thesp3C−H bond of an alkane is longer than thespC−H bond of an alkyne.ANS:C75.Which of the following is/are tetrahedral?1.methane, CH42.methyl carbocation, CH3+3.methyl carbanion, CH3−4.methyl radical, CH3a.only1and2b.only1and3c.only1and4d.only2and3ANS:B

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BIAF 7eTest Bank15TRUE/FALSE1.The following two structural formulas represent isomers.ANS:F2.Consider the following structural formula.The following is a resonance structure.ANS:F3.Overlap of the two atomic orbitals as shown could result in the formation of abond.ANS:T4.Consider the following molecular model.The condensed structural formula would beANS:T

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