Exam (elaborations)
Organic Chemistry - Final Exam with correct answers
Institution
Organic Chemistry
Organic Chemistry - Final Exam with correct answers
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Institution
Organic Chemistry
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Organic Chemistry
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Organic Chemistry - Final Exam with c orrec t answers Name nnthe nn6 nnpolar nnaprotic nnsolvents nn- nnANSWER: nn✔ nnacetone, nnacetonitrile, nnDMSO, nnDMF, nnHMPA, nnTHF Name nnthe nn5 nnpolar nnprotic nnsolvents nn- nnANSWER: nn✔ nnacetic nnacid, nnethanol, nnformic nnacid, nnmethanol, nnwater ______ nnand nn______ nnmechanisms nnare nntwo nnstep nnreactions nnthat nnhave nn_____ nnintermediates. nn- nnANSWER: nn✔ nnSN1; nnE1; nn2 nnIntermediates nneach ______ nnand nn______ nnmechanisms nnare nnone nnstep nnreactions nnthat nnhave nn_____ nnintermediates. nn- nnANSWER: nn✔ nnSN2; nnE2; nn1 nnIntermediate nneach Allylic nn- nnANSWER: nn✔ nnresonance nnstabilized nn(carbon nnbonded nndirectly nnto nna nnC=C) ______ nnalways nnproceeds nnwith nna nnbackside nnattack, nncausing nnan nninversion nnof nnconfiguration nnat nnthe nnstereogenic nncenter. nnThe nn_______ nnand nn_______ nngroup nnare nn180° nnfrom nneach nnother. nn- nnANSWER: nn✔ nnSN2; nnNucleophile; nnleaving nngroup During nnan nnSN2 nnreaction, nnwhat nnhappens nnduring nnthe nnbackside nnattack nnof nna nnring? nn- nnANSWER: nn✔ nnConverts nnstarting nnmaterial nnwith nna nncis nngroup nnto nnbeing nntrans What nnis nnthe nnprocess nnto nndetermining nnwhich nnproduct nnof nna nn(beta) nnelimination nnreaction nnis nnthe nnmajor/minor? nn- nnANSWER: nn✔ nnFirst nnapply nnthe nnZaitsev nnrule nn(the nnmajor nnproduct nnhas nnthe nnmore nnsubstituted nndouble nnbond); nnIf nna nnmixture nnof nnstereoisomers nnis nnpossible, nnthe nnmajor nnproduct nnis nnthe nnmore nnstable nnstereoisomer. Reaction nnCheck nnList nn- nnANSWER: nn✔ nnSN1: nn∧Nucl, nn∨Base nn- nn3°>, nnProtic nn(not nn1°) SN2: nn∧Nucl, nn∨Base nn- nn1°>, nnAprotic, nn(not nn3°) E1: nnBulky/Nonnucl. nnBase nn- nn3°>, nn∨Base, nnProtic, nn(not nn1°) E2: nnBulky/Nonnucl. nnBase nn- nn3°>, nn∧Base, nnAprotic, nn(not nn1°) When nndetermining nnthe nnmore nnstable nnstereoisomer nn(to nnfind nnthe nnmajor nnproduct), nnwhat nnare nn4 nnpossible nnareas nnto nnlook nnat? nn- nnANSWER: nn✔ nn1) nnIf nnE2: nnHave nnto nnbe nnanti-periplanar 2) nnIf nnE1: nnDetermine nnthe nnmore nnstable nncarbocation nnby nnhigher nnR nnsubstitution 3) nnAlkene nnmore nnstable nnwhen nnmore nnR nngroups 4) nnTrans nn> nnCis Alkyne nnSynthesis nnis nndone nnwith nnwhat nntype nnof nnreaction nnmechanism? nnHow? nn- nnANSWER: nn✔ nnE2; nntwo nnsuccessive nndehydrohalogenation nn(E2) nnreactions What nnways nncan nnyou nngather nnenough nninformation nnto nnrank nnsubstances nnby nnbasicity? nn- nnANSWER: nn✔ nn1) nnstrongest nnacid nn→ nnweakest nn(conj.) nnbase nn2) nnAs nnpKa nnof nnH-A nngets nnsmaller, nnthe nnbasicity nnof nn-A: nnincreases nn3) nnAs nnKa nnof nnH-A nngets nnlarger, nnthe nnweaker nnthe nn-A: Definition nnof nnLewis nnAcid nn- nnANSWER: nn✔ nnelectron nnpair nnacceptor; nnany nne- nndeficient nnspecies nnthat nnis nncapable nnof nnaccepting nnan nne- nnpair nnis nna nnLewis nnAcid; nnany nnmolecule nnor nnionic nnspecies nnthat nncan nnform nnnew nncovalent nnbond nnby nnaccepting nnan nne- nnpair; nnall nnBL nnacids nnare nnLewis nnacids, nnbut nnreverse nnis nnnot nnnecessarily nntrue Definition nnof nnLewis nnBase nn- nnANSWER: nn✔ nnelectron nnpair nndonor; nnstructurally nnsame nnas nnBL nnbase nn(both nnhave nne- nnpair); nnunlike nnBL nnbase, nnLewis nncan nndonate nnpair nnto nnanything nnelectron nndeficient; nnany nnmolecule nnor nnionic nnspecies nnthat nncan nnform nna nnnew nncovalent nnbond nnby nndonating nnan nne- nnpair. Definition nnof nnB-L nnAcid. nnWhat nnrequirements nnmust nnthey nnhave? nnGive nnits nnsymbol. nn- nnANSWER: nn✔ nna nnproton nndonor; nnmust nncontain nnhydrogen; nnH-A Definition nnof nnB-L nnBase. nnWhat nnrequirements nnmust nnthey nnhave? nnGive nnits nnsymbol. nn- nnANSWER: nn✔ nnA nnproton nnacceptor; nnmust nncontain nnavailable nne- nnpair nn(LP nnor nnπ); nnB: