Page 1 of 8
Name:________________________________________________________________________________________________________ Last First MI
Chemistry233-001Exam2
Spring2018 Dr.J.OsbournInstructions:Thefirst18questionsofthisexamshouldbeansweredontheprovidedScantron.YoumustuseapencilforfillingintheScantronsheet.Ensureallerasuresarecomplete.Anyquestionsleft blankwill bemarked incorrect.Anyquestionwithmultiple answers selectedwill bemarkedincorrect.Answertheremainingquestionsontheexamitself.Showallworkandprovidecompleteexplanations.Pleasewriteyournameon:
• Thefirstpage(ExamCoverPage)• Thesecondpage(GradingPage)• TheScantronSheet–CircleyourLastName
PleasebubbleinyourWVUStudentIDNumberonyourScantronsheet.
ThePeriodicTable
*Donotripoffthiscoversheet*
ANSWER KEY
Page 3 of 8
MultipleChoiceChoosetheonebestanswerforeachofthefollowingquestions.Usingapencil,recordthisanswerontheprovidedScantronsheet.(2pointseach)1. Arrangethecompoundsshownbelowinorderofincreasingboilingpoint.
a. I<II<IV<IIIb. IV<I<III<IIc. II<I<III<IVd. II<I<IV<IIIIe. Noneoftheabovearecorrect
2. Whichoneofthefollowingmoleculeswouldyouexpecttobethemostsolubleinwater?
3. Whichmoleculeshownbelowcontainsonlyringstrainandtorsionalstrain?
4. Whichofthefollowingisthemoststablechairconformationforthecompoundshownbelow?
O
O
H2N
OHO
OH
O
O
ONH2OH
NH2O
a b c d
H CH3
H HCl H
H
H
H
H
H H
H H
CH3
H
H
H
H CH3
H H
HH
CH3
a b c d
SamequestiontypeinF17Exam
SamequestiontypeinF17Exam
SamequestiontypeinF17Exam
SamequestiontypeinF17Exam
Page 4 of 8
5. Whatistheconfigurationatthechiralcenterinthemoleculebelow?
a. R-configurationb. S-configurationc. Thismoleculedoesnothaveachiralcenter
6. Whichofthefollowingmoleculescanhydrogenbondwithwater?
a. Ionlyb. IVonlyc. IandIVd. I,II,andIVe. AllofthesecanH-bondwithwater
7. Whichofthefollowingmono-substitutedcyclohexanederivativeswillhavethehighestpercentageofmoleculesinequatorialorientationatroomtemperature?
8. Whatistheconfigurationatthechiralcenterinthemoleculeshownbelow?
a. R-configurationb. S-configurationc. Thismoleculedoesnothaveachiralcenter
9. Whichchairconformationbelowhascissubstituents?
TopHatQuestion
SamequestiontypeinF17Exam
TopHatQuestion
Page 5 of 8
Forquestions10-13,determinewhethereachmoleculeis:(a)Chiral,(b)Achiral,or(c)Meso-AchiralBubbletheseanswersinonyourScantronsheetforcredit!
Forquestions14-18,determinewhethereachpairofmoleculesrepresent:(a)IdenticalCompounds,(b)ConstitutionalIsomers,(c)Enantiomers,or(d)DiastereomersBubbletheseanswersinonyourScantronsheetforcredit!
EachofthesewastakendirectlyfromTopHatorCh.5PS
15-18wastakendirectlyfromTopHatorCh.5PS
d.Diastereomers
d.Diastereomers
a.IdenticalCompounds
a.IdenticalCompounds
c.Enantiomers
a.Chiral a.Chiral c.Meso-Achiral b.Achiral
