Practice Exam 1 - Chem 109A-— Practice Exam 1 1 Answer...

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Unformatted text preview: Chem 109A -— Practice Exam 1 1. Answer 1ihe following: a. Why is she bond andgle larger in NH3 (107.3) fhan i? is in H20 (104.5)? b. Why is H30” a slronger acid ‘rhan *NH4? c. Why is HBr a stronger acid Than HCI? d. Whaf is the hybridization of The indica’red atoms? 0 ll CH3CCH3 CHSCfiN e. Assign a formal charge to each of The carbons, H— 3—H Hue—H f. Which of fhe indécated bonds is longer? El; a a I [Cmc or H-C§CHH \ 2. Answer lhe following: :1. Which bond is more polar? 0-H or N—H in. Which compound has The higher boiling point? CH§CH2€H2CH2CH3 or CHgCHCHgCIHs H3 c. Is The following compound an E or a Z isomer? r13 CH30CH2 \ {CHZCHCH3 / mC\ CH3CHCHz CHECHZCHZBI‘ l CH3 d. Which compound is a stronger acid? F C] e. Which compound is a s’rronger base? CH3CH2NH2 or CchHZOH 1‘. Do The sp2 carbons and fhe indica’red sp3 carbons lie in the same plane? 9 (:33 3. Give the sfrucl‘ure for each of The following: a. a secondary amine b. a secondary alcohol c. Sec-bufyl isobutyl efher vinyl chloride allyl oicohol 3—e1‘hylcyclohexonol N,N-dimethyl-Z-buTommine Trons-Z-hepTene The conjugo‘ie acid of eThanol Isahexyl bromide 1,6~dimeThylcyclohexene 4. IndicoTe wheTher' each of The following sToTemenTs ore True or Tulsa: a. CH; is o sTronger' ocicl Than NH3 b. EThyl meThy] eTher' has a higher boiling poinT Than I-proponoi c. A pi bond is sTronger Than a sigma bond cl. EThylmeThyomine has a higher boiiing poinT Than propylamine 5. Answer- The foilowing: (1. AT whaT pH will 10% of a compound wiTh a pKo : 4.8 be in iTs basic form? in. AT whoT pH will 50% of a compound wiTh o pKo = 4.8 be in iTs acidic form? c. WhoT kid of orbiToIs does boron use To form The Three idenTicol bonds in 8H3? d. WhaT is The molecular formula of a hydrocarbon wi‘rh eigh? carbons ThoT has- 3 pi bonds and one ring? 6. Give The sysTemaTic name for each of The following compounds: 21.0KB” Ker-rm? the .0- (EHs ([333 b. CH3CHCH2$HCHCH3 CH3 CHZCH3 c- 1 Br I?!‘ d. CH3CJIHCH2CH2CECH2CH2CH3 CH3 Br 8- CH3$CH2CH2CH2C1 OH fn. CH3 CH2CH2$HCH2CH2CH2CHchj crsichzcmcI-J3 7. Draw The following: a. The most sTabIe conformer of cis-1-isopropyl—4—mel'hylcyclhexane b. 3 consTiTuTional isomers wiTh molecular formula CgHgo c. A gauche conformer of hexane considering roTaTion abouT The C2-C3 bond 8. Answer The following: . a. WhaT producTs would be formed from The following acid—baSe reacTion? 'l' . CHSOH “l" CH3NH3 m b. Does The above reacTion favor The reacTanTs or producTs? 9. Answer The following: a. The inTeracTion beTween a solvenT and a molecule or ion ThaT is dissolved in ThaT solvenT is called SolvaTion SolulaTion Alkyla‘lion DissoivaTion SolubuIaTion in. Which of The following compounds is noT a cis—disubsTiTuTed cyclohexane? 1,3—disubsTiTuTed: Two equaTorial subsTiTuenTs 1,2»disubsTiTuTed: one axial and one equaToriaI 1,3—disubsTiTuTecl: one axial and one equaTorlaI 1,3~disubsTiTuTed: Two axial subsTiTuenTs 1,4«disubsTiTuTed: one axial and on equoToriai WhaT is The correcT name for CHgCHZCH(NHCHZCl—l3)-CH2CH2<3H3 WhaT is The common name of N~meThyl«1‘propanamine? e. Which of The following sTaTemenTs is noT True? propyl alcohol is more soluble Than buTyl alcohol in waTer a haif~chair conformer is more sTable‘ Than a boaT conformer a gauche conformer is less sTable Than an anTi conformer dipoleudipole i'nTeracTions are sTronger Than van der Waals a chair conformer is more sTable Than a boaT conformer f. WhaT aTomic orbiTals are used To form The CnO bond in an alcohol? 9. Which of The following is noT an appropriaTe name? isohexyl alcohol 3~meThyl-2-penTanol 3-meThyI—3-penTanol 2-meThylcyclohexanol 1—meThyl—2—cyclohexanol h. SelecT The molecule wiTh The lowesT concenTraTion of The subsTiTuenT in The axial posiTion. Isopropylcyclohexane Propylcyclohexane TerT~buTylcyclohexane Sec~buTylcylohexane E'lhylhexane i. An axial meThyl group in cyclohexane suffers from who? disadvanToge? 9-.“ ...
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