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Course: CHEM 3053, Fall 2011
School: Oklahoma State
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Oklahoma State - CHEM - 3053
Oklahoma State - CHEM - 3053
Oklahoma State - CHEM - 3053
Name: First_ Last_CWID:_Seat Number:_Chemistry 3053Exam 4, 100 pointsThursday, November 17, 2011GENERAL INSTRUCTIONS:1)2)3)4)Write name, CWID, and seat number on this pageCheck for 11 pages (including this one and the last page with the per
Oklahoma State - CHEM - 3053
Name: First_ Last_CWID:_Seat Number:_Chemistry 3053Exam 4, 100 pointsThursday, November 17, 2011GENERAL INSTRUCTIONS:1)2)3)4)Write name, CWID, and seat number on this pageCheck for 12 pages (including this one and the last page with the per
Oklahoma State - CHEM - 3053
Oklahoma State - CHEM - 3053
Oklahoma State - CHEM - 3053
Oklahoma State - CHEM - 3053
Oklahoma State - CHEM - 3053
Oklahoma State - CHEM - 3053
Oklahoma State - CHEM - 3053
CHEM 3053 L. D. ShirtcliffOrganic Functional GroupsIdentify the functional groups in each of the following organic compounds:1)2)3)4)5)
Oklahoma State - CHEM - 3053
Organic Functional Group ListFunctionalGroupCompoundPrefix/SuffixExampleIUPAC Name(Common Name)R-Halkane-aneCH3CH3ethaneCCalkene-eneH2C=CH2ethene (ethylene)CCalkyne-yneHC CHethyne (acetylene)R-Xhaloalkanehalo-CH3Clchloromethane
Oklahoma State - CHEM - 3053
CHEM 3053 Fall 2011L. D. Shirtcliff REVISED OPTIONAL REVIEW HELP SESSION SCHEDULE: 7 - 9 PM PS 1418/25/11 Thursday8/30/11 Tuesday9/06/11 Tuesday (Switched from Thursday, due to Cowboy Football)9/13/11 Tuesday (Exam 1 Review)9/15/11 Thursday (E
Oklahoma State - CHEM - 3053
Hybridization TutorA review of atomic orbitals, hybridization, and bonding molecular orbitalsCharles AbramsAssistant Professor, Department of Physical Science and EngineeringTruman College, 1145 W. Wilson Ave, Chicago IL 60645cabrams@ccc.eduVe
Oklahoma State - CHEM - 3053
HydrogenBonds Hatom bonded to O, N, or F a1racted to lone pair of adjacent O, N, or F Dipole Dipole Interac:ons A1rac:ve forces between dipole moments in adjacent molecules Dispersion Forces (Van der Waals) All
Oklahoma State - CHEM - 3053
L. D. Shirtcliff CHEM 3053IsomerismClassical Definitions of Isomerism:Isomers are compounds that have identical molecular formulae but differ in the nature orsequence of bonding of their atoms or in the spatial arrangement of their atoms.Constitution
Oklahoma State - CHEM - 3053
L. D. Shirtcliff CHEM 3053IsomerismClassical Definitions of Isomerism:Isomers are compounds that have identical molecular formulae but differ in the nature or sequence of bonding oftheir atoms or in the spatial arrangement of their atoms.Constitution
Oklahoma State - CHEM - 3053
L. D. Shirtcliff - CHEM 3053Symmetry Classication of Isomerism(K. Mislow, Bull. Soc. Chim. Belg. 1975, 86, 595.)Molecules of IdenticalMolecular FormulaeyesSP?noisomerichomomeric(identical)yesSC?stereoisomericyesenantiomericNSP?noconst
Oklahoma State - CHEM - 3053
Summary of IUPAC Nomenclature of Organic CompoundsIntroductionThe purpose of the IUPAC system of nomenclature is to establish an international standard ofnaming compounds to facilitate communication. The goal of the system is to give eachstructure a u
Oklahoma State - CHEM - 3053
L. D. Shirtcliff CHEM 3053Stereogenicity & ChirotopicityReference: K. Mislow and J. Siegel, J. Am. Chem. Soc. 1984, 106, 3319.Mislow and Siegel showed that all segments of a chiral molecule are chiral and that segments ofan achiral molecule may be chi
Oklahoma State - CHEM - 3053
Oklahoma State - CHEM - 3053
L. D. Shirtcliff CHEM 3053From previous handout (Stereochemical Terminology):A molecule (or other object) is chiral if it possesses no alternating symmetry axes (Sn rotation/reflection). Such a condition makes the chiral molecule nonsuperimposable on it
Oklahoma State - CHEM - 3053
Newman ProjectionsA Way to Analyze Noncyclical ConformationsConformationsConformations are the different positions a molecule can bend into. Atoms and bonds remain the same onthe molecule, the only variation is the angles in which certain parts of mol
Oklahoma State - CHEM - 3053
Newman Projection:These projections are drawn by looking directly along a particular bond in the system(here a C-C bond) and arranging the substituents symmetrically around the atoms at eachend of that bond. The protocol requires that the atoms within
Oklahoma State - CHEM - 3053
L. D. Shirtcliff CHEM 3053 Nomenclature worksheet L.
Oklahoma State - CHEM - 3053
Acid and Base StrengthsStrong acidin waterWeak acidsin waterNot an acidin waterAcidHClO4HIH2SO4HBrHClHNO3H3O+CCl3CO2HHSO4H3PO4CH2ClCO2HHFHNO2CH3CO2HC5H5NH+H2CO3H2SNH4+HCO3CH3NH3+H2OCH3OHHCCHNH3CH2CH2CH3CH3BaseClO4IHSO4BrCl
Oklahoma State - CHEM - 3053
CHEM 3053 Fall 2011Name: First_ Last_ CWID_Quiz #1 15 pointsDate: Monday, August 29, 2011Mark the letter answer legibly (A, B, C, or D) for each question in the blank to the left._A_ 1) Identify the correct condensed formula for the following Lewis D
Oklahoma State - CHEM - 3053
CHEM 3053 Fall 2011Name: First_ Last_ CWID_Quiz #1 15 pointsDate: Monday, August 29, 2011Mark the letter answer legibly (A, B, C, or D) for each question in the blank to the left._C_ 1) Identify the correct condensed formula for the following Lewis D
Oklahoma State - CHEM - 3053
CHEM 3053 Fall 2011Name: First_ Last_ CWID_Quiz #2 15 pointsDate: Friday, September 9, 2011Mark the letter answer legibly (A, B, C, or D) for each question in the blank to the left._B_ 1) Identify the propyl group.B)A)CH3CHCH3D)C)CH3CH2CH2CH3C
Oklahoma State - CHEM - 3053
CHEM 3053 Fall 2011Name: First_ Last_ CWID_Quiz #2 15 pointsDate: Friday, September 9, 2011Mark the letter answer legibly (A, B, C, or D) for each question in the blank to the left._A_ 1) Identify the isopropyl group.B)A)CH3CHCH3D)C)CH3CH2CH2C
Oklahoma State - CHEM - 3053
CHEM 3053 Fall 2011Name: First_ Last_ CWID_Quiz #3 15 pointsDate: Wednesday, September 20, 2011Mark the letter answer legibly (A, B, C, or D) for each question in the blank to the left._C_ 1) Identify which compound is 2,4-dimethyl-3-isopropyloctane.
Oklahoma State - CHEM - 3053
CHEM 3053 Fall 2011Name: First_ Last_ CWID_Quiz #3 15 pointsDate: Wednesday, September 20, 2011Mark the letter answer legibly (A, B, C, or D) for each question in the blank to the left._C_ 1) Identify which compound is a Lewis Acid.A) CH4B) NH3C)
Oklahoma State - CHEM - 3053
CHEM 3053 Fall 2011Name: First_ Last_ CWID_Quiz #3 15 pointsDate: Wednesday, September 20, 2011Mark the letter answer legibly (A, B, C, or D) for each question in the blank to the left.pKa = 50_ 1) Identify which is the pKa for CH3CH3 (a very weak ac
Oklahoma State - CHEM - 3053
CHEM 3053 Fall 2011Name: First_ Last_ CWID_Quiz #4 15 pointsDate: Friday, September 30, 2011Mark the letter answer legibly (A, B, C, or D) for each question in the blank to the left.CH3_B_ 1) Identify the correct ring-flipped chair conformer for the
Oklahoma State - CHEM - 3053
CHEM 3053 Fall 2011Name: First_ Last_ CWID_Quiz #4 15 pointsDate: Friday, September 30, 2011Mark the letter answer legibly (A, B, C, or D) for each question in the blank to the left.CH 3CH3_D_ 1) Identify the correct ring-flipped chair conformer fo
Oklahoma State - CHEM - 3053
CHEM 3053 Fall 2011Name: First_ Last_ CWID_Quiz #4 15 pointsDate: Friday, September 30, 2011Mark the letter answer legibly (A, B, C, or D) for each question in the blank to the left.CH 3CH3_D_ 1) Identify the correct ring-flipped chair conformer fo
Oklahoma State - CHEM - 3053
CHEM 3053 Fall 2011Name: First_ Last_ CWID_Quiz #5 15 pointsDate: Friday, October 21, 2011Mark the letter answer legibly (A, B, C, or D) for each question in the blank to the left._F_ 1) Identify which anion would be the least nucleophilic in protic
Oklahoma State - CHEM - 3053
CHEM 3053 Fall 2011Name: First_ Last_ CWID_Quiz #5 15 pointsDate: Friday, October 21, 2011Mark the letter answer legibly (A, B, C, or D) for each question in the blank to the left._B_ 1) Identify which anion would be the most nucleophilic in protic s
Oklahoma State - CHEM - 3053
CHEM 3053 Fall 2011Name: First_ Last_ CWID_Quiz #5 15 pointsDate: Friday, October 21, 2011Mark the letter answer legibly (A, B, C, or D) for each question in the blank to the left._B_ 1) Identify which anion would be the least nucleophilic in aprotic
Oklahoma State - CHEM - 3053
CHEM 3053 Fall 2011Name: First_ Last_ CWID_Quiz #6 15 pointsDate: Friday, November 4, 2011Mark the letter answer legibly (A, B, C, or D) for each question in the blank to the left._C_ 1) For the following acid catalyzed dehydration reaction, identify
Oklahoma State - CHEM - 3053
CHEM 3053 Fall 2011Name: First_ Last_ CWID_Quiz #6 15 pointsDate: Friday, November 4, 2011Mark the letter answer legibly (A, B, C, or D) for each question in the blank to the left._B_ 1) For the following hydrogenation reaction, identify the MAJOR pr
Oklahoma State - CHEM - 3053
CHEM 3053 Fall 2011Name: First_ Last_ CWID_Quiz #6 15 pointsDate: Friday, November 4, 2011Mark the letter answer legibly (A, B, C, or D) for each question in the blank to the left._A_ 1) For the following acid catalyzed dehydration reaction, identify
Oklahoma State - CHEM - 3053
Questions from EmailI had a question on the homework from chapter 7: On #14, isn't neopentyl alcohol, (CH3)3CCH2OH, a primary alcohol? If so, why does the solutions manual have it going through an E1 mechanism to fo
Oklahoma State - CHEM - 3053
CHEM 3053 Fall 2011Name: First_ Last_ CWID_Quiz #7 15 pointsDate: Wednesday, November 9, 2011Mark the letter answer legibly (A, B, C, or D) for each question in the blank to the left._A_ 1) For the following hydroboration/oxidation reaction, identify
Oklahoma State - CHEM - 3053
CHEM 3053 Fall 2011Name: First_ Last_ CWID_Quiz #7 15 pointsDate: Wednesday, November 9, 2011Mark the letter answer legibly (A, B, C, or D) for each question in the blank to the left._B_ 1) For a hydroboration/oxidation reaction on the starting alken
Oklahoma State - CHEM - 3053
CHEM 3053 Fall 2011Name: First_ Last_ CWID_Quiz #7 15 pointsDate: Wednesday, November 9, 2011Mark the letter answer legibly (A, B, C, or D) for each question in the blank to the left._C_ 1) For the following acid catalyzed hydration reaction, identif
Oklahoma State - CHEM - 3053
CHEM 3053 Fall 2011 Name: First_ Last_CWID_ Quiz #8 15 pointsDate: Monday, November 21, 2011Mark the letter answer legibly (A, B, C, or D) for each question in the blank to the left._B_ 1) Identify the structure that corresponds to (E)-3,4-dimethylhex
Oklahoma State - CHEM - 3053
CHEM 3053 Fall 2011 Name: First_ Last_CWID_ Quiz #8 15 pointsDate: Monday, November 21, 2011Mark the letter answer legibly (A, B, C, or D) for each question in the blank to the left._C_ 1) Identify the structure that corresponds to (Z)-3,4-dimethylhex
Oklahoma State - CHEM - 3053
CHEM 3053 Fall 2011 Name: First_ Last_CWID_ Quiz #8 15 pointsDate: Monday, November 21, 2011Mark the letter answer legibly (A, B, C, or D) for each question in the blank to the left. _D_ 1) Identify which reagent would give the indicated product the
Oklahoma State - CHEM - 3053
CHEM 3053 Fall 2011 Name: First_ Last_CWID_ Quiz #9 15 points Date: Friday, December 2, 2011Mark the letter answer legibly (A, B, C, or D) for each question in the blank to the left. _C_ 1) Identify the product that would result from a reduction.H3C
Oklahoma State - CHEM - 3053
CHEM 3053 Fall 2011 Name: First_ Last_CWID_ Quiz #9 15 points Date: Friday, December 2, 2011Mark the letter answer legibly (A, B, C, or D) for each question in the blank to the left. _D_ 1) Identify the product that would result from an oxidation.O
Oklahoma State - CHEM - 3053
CHEM 3053 Fall 2011 Name: First_ Last_CWID_ Quiz #9 15 points Date: Friday, December 2, 2011Mark the letter answer legibly (A, B, C, or D) for each question in the blank to the left. _A_ 1) Identify the compound in which the indicated carbon has an o
Oklahoma State - CHEM - 3053
CHEM 3053 Fall 2011 Name: First_ Last_CWID_ Quiz #10 15 points Date: Friday, December 9, 2011Mark the letter answer legibly (A, B, C, or D) for each question in the blank to the left. _B_ 1) Identify which functional group can be present to do a succ
Oklahoma State - CHEM - 3053
CHEM 3053 Fall 2011 Name: First_ Last_CWID_ Quiz #10 15 points Date: Friday, December 9, 2011Mark the letter answer legibly (A, B, C, or D) for each question in the blank to the left. _A_ 1) Identify which functional group can not be present to do a
Oklahoma State - CHEM - 3053
CHEM 3053 Fall 2011 Name: First_ Last_CWID_ Quiz #10 15 points Date: Friday, December 9, 2011Mark the letter answer legibly (A, B, C, or D) for each question in the blank to the left. _D_ 1) Identify the appropriate reagent for the given chemical tra
Oklahoma State - CHEM - 3053
CHEM 3053 Fall 2011 L. D. ShirtcliffResonance Structures and Formal ChargePracticeDraw all of the possible resonance structures and calculate formal charges forthe following ions or molecules (Draw the hybrid structure or indicate whichresonance cont
Oklahoma State - CHEM - 3053
Oklahoma State - CHEM - 3053
Substitution and Elimination Reactions Comparative ChartReactionSN2Structure of RX1>2>3Reactivity of Nu:Conc. Of Nu:SolventStereochemistryStrong nucleophilefavors reactionHigh concentration ofnucleophile favorsreactionAprotic polar solvent f
Oklahoma State - CHEM - 3053
SN2 , SN1 , E2 , & E1:Substitution and Elimination ReactionsNucleophilic Substitution Reactio ns (SN2 and SN1 ) replace aleaving group with a nucleophile (Nu: or Nu: - )Elimina tion Reactions (E2 and E1) g enerate a doubl e bo nd by lossof " A+ " and
Oklahoma State - CHEM - 3053
Summary of Substitution/Elimination FeaturesSN2:Stereochemistry: 100% inversionSubstrate: CH3 > 1 > 2 > 3Nucleophile: Need strong nucleophile, usually anionic (see below)Leaving group: X or OTosSolvent: Polar aprotic (DMF, DMSO, HMPA, CH3CN)SN1:St
Oklahoma State - CHEM - 3053