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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

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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

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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

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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