Smith / All Chapters 1 - 29 / Full Complete
Pagev1
,Chapterv1vStructurevandvBonding
Chapterv2vAcidsvandvBases
Chapterv3vIntroductionvtovOrganicvMoleculesvandvFunctionalvGroups
Chapterv4vAlkanes
Chapterv5vStereochemistry
Chapterv6vUnderstandingvOrganicvReactions
Chapterv7vAlkylvHalidesvandvNucleophilicvSubstitution
Chapterv8vAlkylvHalidesvandvEliminationvReactions
Chapterv9vAlcohols,vEthers,vandvRelatedvCompounds
Chapterv10vAlkenesvandvAdditionvReactions
Chapterv11vAlkynesvandvSynthesis
Chapterv12vOxidationvandvReduction
SpectroscopyvAvMassvSpectrometry
SpectroscopyvBvInfraredvSpectroscopy
SpectroscopyvCvNuclearvMagneticvResonancevSpectroscopy
Chapterv13vRadicalvReactions
Chapterv14vConjugation,vResonance,vandvDienes
Chapterv15vBenzenevandvAromaticvCompounds
Chapterv16vReactionsvofvAromaticvCompounds
Chapterv17vIntroductionvtovCarbonylvChemistry:vOrganometallicvReagents;vOxid
ationvandvReduction
Chapterv18vAldehydesvandvKetones—NucleophilicvAddition
Chapterv19vCarboxylicvAcidsvandvNitriles
Chapterv20vCarboxylicvAcidsvandvTheirvDerivatives-
vNucleophilicvAcylvSubstitution
Chapterv21vSubstitutionvReactionsvofvCarbonylvCompoundsvatvthevα-Carbon
Chapterv22vCarbonylvCondensationvReactions
Chapterv23vAmines
Chapterv24vCarbon-CarbonvBond-FormingvReactionsvinvOrganicvSynthesis
Chapterv25vPericyclicvReactions
Chapterv26vCarbohydrates
Chapterv27vAminovAcidsvandvProteins
Chapterv28vSyntheticvPolymers
Chapterv29vLipidsv(Availablevonline)
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, Chapter 1: Structure and Bonding
v v v v
1. Whatvisvthevground-
statevelectronicvconfigurationvofvavcarbonvatom?vA)v 1s2,v2s2,v2p5
B)v 1s2,v2s2,v2p2 C)v 1s2,v2s2,v2p6 D)v 1s2,v2s2,v2p4
2. Whatvisvthevground-
statevelectronicvconfigurationvofvavfluorinevatom?vA)v 1s2,v2s2,v2p2
B)v 1s2,v2s2,v2p3 C)v 1s2,v2s2,v2p4 D)v 1s2,v2s2,v2p5
3. Whatvisvthevground-
statevelectronicvconfigurationvofvavmagnesiumvcationv(Mg2+)?vA) 1s2,v2s2,v2p6
C) 1s2,v2s2,v2p6,v3s2
B) 1s2,v2s2,v2p6,v3s1 D) 1s2,v2s2,v2p6,v3s2,v3p2
4. Whatvisvthevground-statevelectronicvconfigurationvofvavchlorinevanionv(Cl—
)?vA) 1s2,v2s2,v2p6 C) 1s2,v2s2,v2p6,v3s2,v3p5
B) 1s2,v2s2,v2p6,v3s2,v3p6 D) 1s2,v2s2,v2p6,v3s2,v3p4
5. Whichvofvthevfollowingvstatementsvaboutvvalencevelectronsvisvtrue?
A) Theyvarevthevmostvtightlyvheldvelectrons.
B) Theyvdovnotvparticipatevinvchemicalvreactions.
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C) Theyvarevthevoutermostvelectrons.
D) Theyvrevealvthevperiodvnumbervofvavsecond-rowvelement.
6. Whichvofvthevfollowingvstatementsvaboutvbondingvisvtrue?
A) Covalentvbondsvresultvfromvthevtransfervofvelectronsvfromvonevelementvtovanother.
B) Ionicvbondsvresultvfromvthevtransfervofvelectronsvfromvavmetalvtovavnon-metal.
C) Ionicvbondsvresultvfromvthevsharingvofvelectronsvbetweenvtwovnon-metals.
D) Covalentvbondsvresultvfromvthevsharingvofvelectronsvbetweenvtwovmetals.
7. Whichvofvthevfollowingvwouldvyouvexpectvtovhavevionicvbonds?
A) CO B)v FBr C)v NF3 D)v NaCl
8. Whichvofvthevfollowingvmoleculesvhasvnonpolarvcovalentvbonds?
A) HCl B)v N2 C)v CHCl3 D)v NO
9. Whichvofvthevfollowingvmoleculesvcontainvbothvcovalentvandvionicvbonds?
A) I,vII B)v I,vIV C)v II,vIII D)vII,vIV
10. Arrangevthevfollowingvbondsvinvdecreasingvordervofvionicvcharacter,vputtingvthevmostv
ionicvfirst.
A) Iv>vIIv>vIIIv>vIV C) IVv>vIIIv>vIIv>vI
B) IVv>vIIv>vIv>vIII D) IVv>vIIv>vIIIv>vI
11. Whichvofvthevfollowingvstatementsvcorrectlyvdescribesvthevtypicalvnumbervofvbondsvforv
carbon,vnitrogen,vandvoxygenvinvmostvneutralvorganicvmolecules?
A) Carbonvformsv4vcovalentvbonds,vnitrogenvformsv2vcovalentvbondsvandvoxygenvformsv
3vcovalentvbonds.
B) Carbonvformsv4vcovalentvbonds,vnitrogenvformsv3vcovalentvbondsvandvoxygenvformsv
2vcovalentvbonds.
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C) Carbonvformsv4vcovalentvbonds,vnitrogenvformsv5vcovalentvbondsvandvoxygenvformsv
2vcovalentvbonds.
D) Carbonvformsv4vcovalentvbonds,vnitrogenvformsv5vcovalentvbondsvandvoxygenvformsv
4vcovalentvbonds.
12. WhichvisvnotvanvacceptablevLewisvstructurevforvthevanionvCH2NCO—?
A) I B)v II C)v III D)v IV
13. WhichvofvthevfollowingvLewisvstructuresvisvcorrect?
A) I B)v II C)v III D)v IV
14. WhichvofvthevfollowingvLewisvstructuresvisvcorrect?
A) I,vII B)v I,vIII C)v II,vIII D)v III,vIV
15. WhichvisvthevcorrectvLewisvstructurevforvaceticvacidv(CH3CO2H)?
A) I B)v II C)v III D)v IV
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16. Invwhichvofvthevfollowingvionsvdoesvcarbonvhavevavformalvcharge?
A) I B)v II C)v III D)v Nonevofvthevabove
17. Invwhichvofvthevfollowingvionsvdoesvcarbonvhavevavformalvcharge?
A) I B)v II C)v III D)v Nonevofvthevabove
18. Whatvisvthevformalvchargevofvcarbonvinvcarbonvmonoxidev(CO)vwhenvdrawnvwithvavtriplev
bond?
A)v 0 B)v -2 C)v -1 D)v +1
19. Whichvofvthevfollowingvstatementsvaboutvconstitutionalvisomersvisvtrue?
A) Constitutionalvisomersvarevdifferentvmoleculesvhavingvdifferentvmolecularvformula.
B) Constitutionalvisomersvarevdifferentvmoleculesvhavingvsamevmolecularvformula.
C) Constitutionalvisomersvarevsamevmoleculesvhavingvdifferentvmolecularvformula.
D) Constitutionalvisomersvarevsamevmoleculesvhavingvthevsamevmolecularvformula.
20. Howvmanyvconstitutionalvisomersvarevtherevforvavmoleculevhavingvthevmolecularvformulav
C2H6O?
A)v 1 B)v 2 C)v 3 D)v4
21. HowvmanyvconstitutionalvisomersvarevtherevforvavmoleculevhavingvthevmolecularvC3H8O?v
A)v 1 B)v 2 C)v 3 D)v4
22. Howvmanyvconstitutionalvisomersvarevtherevforvavmoleculevhavingvthevmolecularvformulav
C3H6?
A)v 1 B)v 2 C)v 3 D)v4
23. Howvmanyvconstitutionalvisomersvarevtherevforvavmoleculevhavingvthevmolecularvformulav
C2H4Cl2?
A)v 1 B)v 2 C)v 3 D)v4
24. Howvmanyvdifferentvisomersvarevtherevforvavcompoundvhavingvthevmolecularvformulav
C3H6O?
A)v 4 B)v 5 C)v 6 D)v7
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25. Whichvofvthevfollowingvmoleculesvarevconstitutionalvisomers?
A) I,vII,vIV B)v II,vIII,vIV C)v I,vIII,vIV D)vI,vII,vIII
26. Whichvofvthevfollowingvcompoundsvhasvanvatomvwithvanvunfilledvvalencevshellvofv
electrons?
A) H2O B)v BCl3 C)v CH4 D)v CO2
27. Whichvofvthevfollowingvstatementsvaboutvresonancevstructuresvisvtrue?
A) Resonancevstructuresvhavevthevsamevplacementvofvelectronsvbutvdifferentv
arrangementvofvatoms.
B) Resonancevstructuresvhavevthevsamevplacementvofvatomsvbutvdifferentvarrangementv
ofvelectrons.
C) Resonancevstructuresvhavevthevsamevplacementvofvatomsvandvthevsamevarrangementv
ofvelectrons.
D) Resonancevstructuresvhavevdifferentvplacementvofvatomsvandvdifferentvarrangementv
ofvelectrons.
28. Whichvofvthevfollowingvstatementsvaboutvresonancevstructuresvisvnotvtrue?
A) Therevisvnovmovementvofvelectronsvfromvonevformvtovanother.
B) Resonancevstructuresvarevnotvisomers.
C) Resonancevstructuresvdiffervonlyvinvthevarrangementvofvelectrons.
D) Resonancevstructuresvarevinvequilibriumvwithveachvother.
29. Whichvofvthevfollowingvpairvdoesvnotvrepresentvresonancevstructures?
A) I B)v II C)v III D)v IV
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30. Whatv2vthingsvwillvchangevbetweenvtwovresonancevstructures?
A) Thevpositionvofvmultiplevbondsvandvnon-bondedvelectrons.
B) Thevpositionvofvmultiplevbondsvandvsinglevbonds.
C) Thevplacementvofvatomsvandvsinglevbonds.
D) Thevplacementvofvatomsvandvnon-bondedvelectrons.
31. Whichvofvthevfollowingvisvavresonancevstructurevofvthevcompoundvbelow?
A) I B)v II C)v III D)v IV
32. Whichvofvthevfollowingvresonancevstructuresvisvthevleastvimportantvcontributorvtovthev
resonancevhybridvofvthevformatevanion,vHCOO—?
A) I B)v II C)v III D)v IV
33. Rankvthevfollowingvinvordervofvdecreasingvimportancevasvcontributingvstructuresvtovthev
resonancevhybridvofvformaldehyde,vH2CO.
A) Iv>vIIv>vIII B)v Iv>vIIIv>vII C)v IIv>vIv>vIII D)vIIIv>vIIv>vI
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34. Followvthevcurvedvarrowsvtovdrawvthevsecondvresonancevstructurevforvthevionvbelow.
A) I B)v II C)v III D)v IV
35. Whichvisvmorevimportantvinveachvpairvofvcontributingvresonancevstructures?
A) II,vIV,vV B)v II,vIII,vV C)v II,vIII,vVI D)v I,vIV,vV
36. WhatvisvthevapproximatevvaluevofvthevH-C-
Hvbondvanglevinvmethane,vCH4?vA)v 90° B)v 109.5° C)v 120°
D)v180°
37. WhatvisvthevapproximatevC-C-
Cvbondvanglevinvpropene,vCH3CH=CH2?vA)v 90° B)v 109.5°
C)v 120° D)v180°
38. WhatvisvthevapproximatevH-C-
Ovbondvanglevinvformaldehyde,vH2CO?vA)v 90° B)v 109.5°
C)v 120° D)v180°
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39. Determinevthevelectronvgeometryvaroundvthevindicatedvatomvinveachvspecies.
A) Iv=vLinear;vIIv=vtetrahedral;vIIIv=vtrigonalvplanar;vIVv=vtetrahedral
B) Iv=vLinear;vIIv=vtetrahedral;vIIIv=vtrigonalvplanar;vIVv=vlinear
C) Iv=vTrigonalvplanar;vIIv=vlinear;vIIIv=vtetrahedral;vIVv=vtrigonalvplanar
D) Iv=vTetrahedral;vIIv=vtrigonalvplanar;vIIIv=vlinear;vIVv=vtetrahedral
40. WhatvisvthevapproximatevbondvanglevforvthevC-C-
Nvbondvinvacetonitrile,vCH3CN?vA)v 90° B)v 109.5° C)v 120° D)v180°
41. Whichvofvthevfollowingvisvthevappropriatevconversionvofvthevcondensedvstructure,v
CH3COCH3,vtovavLewisvstructure?
A) I B)v II C)v III D)v IV
42. Whichvofvthevfollowingvisvthevappropriatevconversionvofv(CH3)2CHCH2CHClCH3vtovav
skeletalvstructure?
A) I B)v II C)v III D)v IV
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