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siar2018 (CHEM205-Finalexam-Answers 1 | Which of he followings NOT abs component oa aspects Choose one ‘Aion source 8: mass anayaer Coetetor D. diffraction grating ¥ 2 |The most bund ona aspect which ane a elie abundance of 10, referred to he Choose one ‘A. Base peak ¥ 9. Reference pk €. Detection int 0. Bek caeaon 3 Temas spat of orne Choose one 4. s slr to te spec ofan and cline b. Const ony one ped, snes mrosotpe 6: Cons of we pats, separate by two De 4. Consists of two peaks, appearing at 19 Da and 38a Y 4 Thee pnt nat pec of cei sn bad So Choose one fos of leans ». Its oxidative ability The presence of 0 andar topes dot be ave X 5 Cron fa ase puto i Creose one a. Performed externally, with a known sample measured independently ». Paomed italy, wth a known sale ats remit he unnawn €-Umecssnry becase the mas detect highly stable 4. Boh a and ar cet cloraon canbe neal or eternal 6 The x-axis of a mass spectrum typically reports hitpsaylordotorg gu lll ogacyExams/CHENCHEM205/CHEM206-FinalExam-Answers hl 18 siar2018 10 a (CHEM205-Finalexam-Answers Choose one 2 Mass to charge (m2) ratios b. Parts per milion (ppm) « Wavenumbers (em!) 4, Wavelength (nm) contin peaks at 35 and 37 Ds, choose one ait mostly conta erie b. it can be identified as RBG «it was analyzed in a gas matrix containing argon X 4. twas analyzed in a gas matrix containing krypton |. MALDI and ES Grease one £2. Ionization methods commonly used for biochemical analysis b. Detection methods used for spectral fingerprinting «. Separation methods used prior to MS analysis 4. Mass analysis techniques requiring external clbration Tandern mass spectrometers Choose one Choose 2. Contain two or more mass analyzers X b, Can be used for structural studies Can be used for sequencing studies All of the above Y The molecular ion (M+) Cchoase one Choose 2. Is the highest molecular weight peak observed ina spectrum b, Has an assigned relative abundance of 100 ¢ Represents the parent molecule minus an electron dd, Both a and care correct Y Due to structural sail, the molecular ion peaks are strong in mass spectra of Choose one a. akcohols ». aromaties Y hitpsaylordotorg gu lll ogacyExams/CHENCHEM205/CHEM206-FinalExam-Answers hl 2128 siar2018 12 13 14 15 16 (CHEM205-Finalexam-Answers alkanes 4. carboxylic acids Time-offighe (TOF) mass analyzers Cchoase one Choose 2. Allow simultaneous detection of all species and have unlimited mass ranges », Measure the time required for an ion to travel a known cistance, dependent on the mass of the species «Require extremely high vacuum coneltions to avoid collsion of fons and are often paired with pulsed ionization sources 4d. All of the above Y Ina mass spectrum of an alcoho, the molecular ion is usally small oF nonsexistent de to Choose one Choose 2. Cleavage of the hydroxyl group , Rearrangement of the molecule to form an ester Cleavage ofthe C-C bond adjacent to the hydroxy! group 4d, Formation ofa dimeric species |W analysis ofa nicrogen-containing molecule shows a molecular ion peak with an od miz ratio. Cchoase one Choose ‘It contains an even number of nitrogen atoms . It contains an odd numberof nitragen atoms: Y «It has rearranged via the MeLafferty rearrangement 4. The mass analyzer needs to be recalbrated nitrogen containing molecules always give an even iz ratio X ‘Which ofthe following is true about sector mass analyzers? CChoase one Choose 2. They are inexpensive and compact. ». They have ow resolution and senstivity ‘They are incompatible with ESI and MALDI fonization methods Y d. They can detect only low mass ranges (Quadrupole and ion trap mass analyzers isolate ions for analysis by Choose one Choose 2. Varying the appt votage and adteqvency potenti b, Accelerating lons through an electric eld « Aecelerating ions through a magnetic field hitpsaylordotorg gu lll ogacyExams/CHENCHEM205/CHEM206-FinalExam-Answers hl 3128 siar2018 17 18 19 20 2a (CHEM205-Finalexam-Answers 4. Desorption from an electrode surface ‘Why i inductively coupled plasma (ICP) typically only used as an ionization method for elemental analysis? Choose one Choose 2. Only [ow molecular weight molecules can be analyzed, b, It requires the sample to be dissolved in a carrier gas prior to sample injection. «. All structural information is lost due to extremely high plasma temperatures, V 4. All of the above are limitations of ICP. Fast atom bombardment (FAB) and secondary ion mass spectrometry (SIMS) are useful techniques for Choose one Choose 2. Trace metal analysis Depth profiing Protein sequencing 4, Halide analysis |. The presence of M15, M-29, and Mu43 mass spectral peaks correspond to choose one Choose 2, Sequential loss of ay! oroups ». Carbocation rearrangements Loss of nitrogen atoms 4. Alcohol degradation [Although the molecular ion is usually absent, aliphatic nitro compounds are indicated by which fragment fon peaks! CChoase one Choose {m/z = 32 and m/z = 28, corresponding to Op and Np X bz = 30 and mye = 46, conespndng to NO* and NOt ne» 46 and my = 58, comesponding to NO;* and NO,” 4d. all ofthe above must be present to indicate an aliphatic nitro compound Which MS ionization cechnique is most useful for component analysis of metal-contaning cormpounds, leaving fragments Cchoase one Choose 2. Inductively coupled plasma (ICP) b. Electron impact (E1) ¥ Matric assisted laser desorption ionization (MALDI) d. Electrospray ionization (ESI) hitpsaylordotorg gu lll ogacyExams/CHENCHEM205/CHEM206-FinalExam-Answers hl 428 siar2018 22 23 25 26 (CHEM205-FinalExem-Answers The negative mode of chemical ionization is best suited for analyse of CChoase one 2. Carbocations b.Halides ¥ Amines «Aromatics The molecular ion for peak in a spectrum of io-butane Choose one ‘21s more abundant than the molecular ion peak in a spectrum of n-butane b. Is ess abundant than the molecular ion peak in a spectum of routane: ¥ «Is never observed due to stabilty ofthe resulting carbocation 4. Would appear with the same intensity as the molecular ion peak of mbutane Higher mass satellites of molecular lons occur as a result of Choose one 2. Naturally occurring isotopes », Formation of dimeric species «Reactions with the matric 4d, Rearrangement of carbocations ‘Which ofthe following setements about UV-Vsible spectrophotometers is NOT true? Cchoase one 2. Deuterium or tungsten lamps are commonly used as ight sources. b. A clode array detector eliminates the neee for a monachromator. X « Single-beam and double-beam instruments contain 2 fie fr selecting ane wavelength at a time. x 4. A simultaneous UV-Vis instrument contains mierors and a monachromator in arder to allow cus detection at various wavelengths, Basic UV.Visible spectroscopy is designed to analyze samples in what phase? choose one ‘2. Solid (or suspension) phase Gas phase , Solution (or liquid) phase ¥ 4, Plasma phase hitpsaylordotorg gu lll ogacyExams/CHENCHEM205/CHEM206-FinalExam-Answers hl 5128 siar2018 27 29 30 31 32 (CHEM205-Finalexam-Answers ‘When analyzing sample by UV-Vis spectroscopy, ifthe signal to noise rato is to low, the results may not be reliable, All of the Following are ways to counter this, except Choose one Choose 2. Dissolving more or the analyte in the solvent », Using a solvent with a lower UV cutott Using a smaller cuvette cell 4, Pre-concentrating the analyte solution 1. A sample of 0,10 M triethylamine in hexanes is prepared for analysis, What should be used as the blank reference? choose one Choose 20.10 M tiethylamine in water . Trethylamine cc Hexanes ¥ 4d. Heptane Which ofthe following would be the best solvent for a compound with @ max of 281 nm! You may assume that the ‘compound is completely soluble in each, Choose one Choose 2, Toluene (UV cutoft 85 rm) 278 nm) X «Acetone (UV cutoff = 329 nm) b. Benzene (UV cutof 4. Ethanol (UV cutoff = 205 nm) ¥ ‘Alkanes exhibit which of the folowing electronic transitions? Choose one actoor ¥ b.ntont X cntoo* X dintont x ‘Akenes and alkynes exhibie which of che following electronic transitions? Cchoase one aawor X b.ntont ¥ cntoo* X dintont x hitpsaylordotorg gu lll ogacyExams/CHENCHEM205/CHEM206-FinalExam-Answers hl 6128 siar2018 (CHEM205-Finalexam-Answers Which of the following do nos primary exhibit nto a * eleetrone transitions? Choose one 33 34 35 37 a.amines ¥ b aleahols alkenes 6. carbonyls Which ofthe following primarily exhibits n to 1 electronic transitions? Choose one carbonyls omer b. alcohols esters X d. alkynes If cll longth is held constant, a Beer's Law plot of given analyce will result ina linear relationship between Choose one Choose ‘2. Concentration and wavelength b. Transmission intensty and concentration «Absorbance an¢ concentration ¥ 4. Transmission intensity and wavelenath Increasing conjugation ina series of analogous compounds results in a Choose one Choose 2. Hypsochromic shift b. Bathochromic shift Y «¢ Hyperchromic effect 4. Hypochromic effect ‘Which ofthe following would resul in a hypsochromic shife in the UV spectra? Cchoase one 2, Saturation of a double bond Y b. Dehydration of an aleohal to form a double bond Cyclization ofan aliphatic compound 4d. Addition of an amino group % ‘Which ofthe following isa FALSE statement about molar abrorptvity coefficients! hitpsaylordotorg gu lll ogacyExams/CHENCHEM205/CHEM206-FinalExam-Answers hl 728 siar2018 (CHEM205-Finalexam-Answers Choose one £2. Molar absorptivtes will be the same for each peak, regardless of wavelength, for @ molecule’s answer, UV-Vis spectrum. ». Molar absorptivties can be used to compare the abilty to absors light at a given wavelength of different chromophores. Molar absorptivity coefficients are calculated based on absorbance and concentration of the solution. 4d. Molar absorptivity coeficents for organic molecules are typically 10,000 Mom. 38 ‘An absorbance value of 2r0 corresponds to 100% transmitance. What docs an absorbance value of 2 correspond tot Choose one 2086 ranamttance b. 1% transmittance 98% transmittance 4, 80% transmittance 39 ‘Which of the following deseribes the correct relationship between absorbance and transmission? Choose one A= log (T) b.A= tog (aT) ¥ T= bog (A) X 4.7 = 109 (1/8) 40 ‘Why does increased conjugation cause a shift to higher wavelengths? Choose one 2 It decreases the distance (AE) between the HOMO and LUMO levels. b, Tt ncreass the distance (AE) between the HOMO and LUMO levels. «It causes the vibrational and rotational levels of the molecules to become excited. 4. It changes the types of electronic tensions avaiable from n=n* ton =n*. a1 The Woodward-Feser Rules are sel for Choose one 2, Preicting where a maximum ebsoroance should occur % b. Differentiating between cs-and rans-conformations of dienes: Determining the postion ofa substivent relative to a carbonyl group 4d. All of the above ¥ a2 The peaks in a UV-Vis spectrum are broad because hitpsaylordotorg gu lll ogacyExams/CHENCHEM205/CHEM206-FinalExam-Answers hl 8128 siar2018 (CHEM205-Finalexam-Answers Choose one Shoose 2. The vibrational and rotalonaltransitons are supe-imposed upon the electronic transitions. b, The detectors cannot differentiate speciic wavelengths, but rather give a range of possible wavelengths. «Electronic transitions occur stowly with respect tothe instrumental time scale. 4d. They represent a Boltzman distribution, wnere some molecules become excited before others. x 43 Bas-carctane gh absorbing hromophons Which shat woul be the es hl for rat Grease one a. Methylene bromide b. Beene e-Hogne X 4. Ethanol ¥ a4 In gira when leit pe vale for the ren of dng sbstuee group isa Crees one 2. Bathochromic shift 4 b.hypsocromie shit €.hypetcvami eet 4. Hypocromic eet 45 The Woodward esr Rule for conjptd carbonyl compounds Choose one 2. the same a the les or ens b. Include a solvent correction value 6. Only nue substaes det alacent 0 he carbonyl aoup X 4.Can ao be apod to benzene devatves 46 ‘When preparing a calibration curve for sample analysis, itis best to Choose one 2. repre ech spl “rom srt to ved ross ataminatin, X. b. Prepare a stock solution and use serial dilution for the remaining standards. V 6: Oy eo tapi to ers a tai ne, 4. Use vr concentated solitons to nse a god sal. a7 The x-axis of a UV-Vis spectrum is usually reported as wavelength in nm, The y-axis can be reported as Choose one Choose 2. Molar absorptivity (©) hitpsaylordotorg gu lll ogacyExams/CHENCHEM205/CHEM206-FinalExam-Answers hl 9i28 siar2018 49 50 sa 52 (CHEM205-Finalexam-Answers b.log(e) x Absorbance (A) d.allof the above ¥ Which of the following sample cells should be used if you wish to meature a carbonyl transition sroune 300 nm? rover a.tused ties Y b. plastic glass d. Any ofthe above would work % ‘Which ofthe following lists the electromagnetic radiation in correct order by increasing wavelengths? Choose one Choose 2. Xrays, microwave, infrared radiation, radio waves , Gamma rays, ultraviolet radiation, microwaves, radio waves V Microwaves, visible radiation, gamma rays, Xerays 4, Radio waves, gamma rays, infrared raciation, microwaves Instrumentation for infrared analysis closely resembles Choose one Crosse 2. Ava pecrophatameter . An NMR spectrometer c Amass spectrometer 4d. An electrochemical cll Hooke’s law dictates thatthe IR stretching frequencies are dependent on CChoase one Crosse 2. Bor seat na elarmases of the atoms ». The number of lone pals and dipole moment ofthe bond The effective nuclear charge and polarizabity of the bond 4. The magnetic spin and hybridization of the atoms Keeping all other variables the same, as bond strength decreases, Choose one 2. Wavenumber of the IR stretch decreases Y b, Wavenumber of the IR stretch increases «¢ Wavelength and wavenumber of the IR stretch decrease hitpsaylordotorg gu lll ogacyExams/CHENCHEM205/CHEM206-FinalExam-Answers hl 10128 siar2018 53 54 56 57 (CHEM205-Finalexam-Answers 4. Wavelength ofthe IR stretch decreases. oping all other variables the same, which ofthe following bonds would have the lowest IR stretching frequency? Ghoase one GNX v.cad cox ach xX Which of the following isin correct order of decreasing IR stretching frequency? Choose one Choose 2. Alkynes > alkenes > alkanes Alkane > alkynes > akenes ¢ Alkenes > alkynes > akanes 4d, Akynes > alkanes > alkenes In non-linear molecules, how many fundamental vibrations may exist (len = the number of atoms)? Choose one aan-6¥ om bans cin6 X 4.205% ‘Why are some fundamental vibrations not observed? CChoase one Choose 2, They exist outside ofthe mid-IR (observed) region, ». They are too weak or overlap with other vibrations. They are degenerate with other vibrational modes. 4. All of the above are correct. ¥ In order for an IR vibration to be allowed, what condition must be met? Choose one Choose 2. There must be a change in dipole moment of the molecule. There must be a change in the polarizability of the molecule, {¢ The spin state ofthe molecule must ip. 4d. There must be @ chromophoric species. hitpsaylordotorg gu lll ogacyExams/CHENCHEM205/CHEM206-FinalExam-Answers hl 11128 siar2018 (CHEM205-Finalexam-Answers 58 ‘Wh of he flowing sates bout spectroscopy is FALSE Crees one a. Absorptions due to C=O bond stretching are generally weak. ¥ b. Stein reuences re Hohe ten conesporing bend equenes, €. Single bonds have ler stetching fequences than ple Bonds. 44 Conjugation lowes the eneay required to cause a bond to seth. 59 The setching aque of whch funcional group woud be mos stn te detection of mela somes Choose one 2.08 x pcov ecax acon x 60 The shin he C=O stretching requecy in ata complex isin by al of he following except Choose one 2. The electron density ofthe metal ctr, b. The geome othe mole, 6. Te elecron-dnaing or lecvon-ithaving eles of ater igen. . The intensity of the infrared source used. 4 61 Purp-pobe experimen in intared spectroscopy cn rut mormon sbout Shoose one ‘a. The molecular functional group vibrational lifetimes. 4 b. The mechnims of raoaive decay. 6. Te arent of phbecteondg character ina tabard bond. 4. The eco tanstion levels in ame, 62 The vain! Heine of molecular fant rous is clo sy dec becuse Choose one a. Tey ocr othe seca scale, b. The unto groups undergo ap omerzatons. 6. Te elton dns ales ier with dtecton, 4. The nese loro the molecules dos not alow transmission of the source radon. 63 The fingerprint region of the IR spectra corresponds to hitpsaylordotorg gu lll ogacyExams/CHENCHEM205/CHEM206-FinalExam-Answers hl 1228 siar2018 (CHEM205-Finalexam-Answers Shoose one 2. Bending frequencies. V b, Stretching frequencies «. Symmetric made frequencies X 4, Asymmetric mode frequencies 64 How many fndamenal vations woul exit for ethyne HECH)? Choose one a7v vox cox anx 65 ‘Within the 3500-3300 cm’! region, how can primary, secondary, and tertiary amines be distinguished? choose one 2. mary ines ave wo bends, ondary aries have on bn neta amines have nove non seth, b. Primary anes have ne bad, sonar amines have We beds ar etary amines hve thee bands. 2 €. nary anes have no bands, conday amines hive one band, nd etary amines have two bands. 4. Pinay ar tertiary ines have nese snl bonds, whl sendy amines have to weak bends. 6s byéropen bonding cues he hydro band odo wise Choose one 2. shitta lower eens an broaden b. Sito higher frequencies and sharpen «: St to hohe eqns and broaden 4. Sito lower Requeris and sharpen 67 ‘Wich of he flowing ron: would be mos sil in drm she tbstson ater ofan akan! Choose one The CH svete, ccring between 3100 — 3010 wavenumbers b. The =C-H out-of-plane bend, occurring between 1000 - 650 wavenumbers 4 €:The CeCe, ecring a 1650-1600 wavenumbers 4. None ote above would nate sbstuton pats. 68 The aromatic overtonelcombination bands (occurring between 2000 and 1667 em!) can be useful in determining hitpsaylordotorg gu lll ogacyExams/CHENCHEM205/CHEM206-FinalExam-Answers hl 13128 siar2018 Choose one 69 (CHEM205-Finalexam-Answers 2. The rng substitution pattern (ortho, meta, para, etc.) , The number of caroons present in te aromatic ing The rate of proton exchange between the solvent and the analyte 4d, The egree of resonance within the aromatic ring Ethers, esters, and alcohols all contain C-O stretching bands. How can an ether be distinguished from the other ewo compounds? Cchoase one 70 Identity this compound ‘2, The absence of C=0 and O-H bands eliminate esters and alcohols. b, Alcohols and esters have spt C-0 bands, while ethers show anly one bend, «The CO band of an ether appears ina afferent region than that af an alcohol or ester, X 4, Alcohols and esters have very broad C-O bands due to hydrogen bonding, while ethers have 2 very sharp band. 1004 04 604 40 Relative intensity 20+ 20 Choose one m Identify this compound 40 60 80 100 120 140 160 180 200 220 m/z 2.2,4,6+trinitrotoluene b. 3aminotoluene X ¢ 2aminostyrene 4. poltrtoluene hitpsaylordotorg gu lll ogacyExams/CHENCHEM205/CHEM206-FinalExam-Answers hl 14128 siar2018 (CHEM205-Finalexam-Answers woe Choose one 2 methanol b. methane % « formaldehyde 4. acetone X n Identy hs cormpound i | Wn i uous ene 2. ethylsatocyanate b.eoamy aeshol «propylene gyal X 4 etnyroplether 73 hitpsaylordotorg gu lll ogacyExams/CHENCHEM205/CHEM206-FinalExam-Answers hl 19128 siar2018 (CHEM205-Finalexam-Answers Identify this compound wo Be é ws z Leet Bertin , ee ee ian To im on ae hens one 2. cpheniposohine b.dihexyl ether benzoyl bromide 4d. hexafuorobenzene 74 Identify this compound hitpsaylordotorg gu lll ogacyExams/CHENCHEM205/CHEM206-FinalExam-Answers hl 16128 siar2018 (CHEM205-Finalexam-Answers 1004 204 & L Relative Intensity & L 20+ | anced | Ihe dreclthetieredl mM o T T 1 T T T T T T T ry 2 406080 100 120 «14 469 tg0 200. 230 m/z CChoase one 2. dibromocilorofluoremetane Y b. carbon tetrachloride «, bromochlorofluoroiademethane «d. methylene bromide 75 The electromagnetic radiation used for NMR spectroscopy fall in which region? Choose one a Microwave b.Xray X ‘c, Gamma ray Radio wave V 76 "2 and !80 nuclei cannot be observed by NMR spectroscopy. Why? Ghoose one 2. They have zero spin and yield no signal. ¥ b, They have low natural abundance. They interact too strongly with the magnetic field. dd, They cause complex spin-spin interactions, which cannot be interpreted. 7 All of the following are |= Ys systems, except hitpsaylordotorg gu lll ogacyExams/CHENCHEM205/CHEM206-FinalExam-Answers hl 17128 siar2018 (CHEM205-Finalexam-Answers Choose one aK bBo x Mud dH x 7 Nucl wit ven mises and od numbers of proton and euro Choose one 2. Hove tga sins and can be observed ay NMR. b. Have atonal spn and can beshserved by NAR. «. Have tga spins a cant be bee by NR. X 4. Rave faction spn nl canot be observed by NMR. X. 79 Which of the following is NOT a reason why tetramethylsilane (TMS) is often used for a reference in NMR spectroscopy? Ghoase one 2. It is chemically inert and miscible with organic solvents. b. Teves a sl, sap pena reson where oer orga mses do not ave nal. 15 Sel appear atthe sae eavency ears of he apps magnet i, 4. ei eal removed a he sample ater ana. 80 ‘Wich ofthe allowing would be a oor choice a proton NMR soe? Choose one 2. Acetone-d6 b. Deter nde Carbon teaarde 4. otsuene Y a1 ‘What structural information does 'H-NMR spectroscopy NOT provide? Croose one a. The number of different types of hydrogens in a molecule. X b. The lve numbers of ieret peso hyroens, X 6. Te ectonic envronment of een yes of ydeges. 4. The relive abundence ferent Stopes orhyrogen. 82 The universal sale for aor chan sin NMR i choose one wel hitpsaylordotorg gu lll ogacyExams/CHENCHEM205/CHEM206-FinalExam-Answers hl 18128 siar2018 (CHEM205-Finalexam-Answers b. ppm ¥ Mi x dam % 83 ‘An NMR spectrum is acquired by Choose one 2. Varying the magnetic fel witha constant rf signal. b. Varying the signal with a constant external magnetic field. «. Varying the rf signal andthe external magnetic fel, simuiteneousiy. 4. Botha and b are correct. 84 ‘Which ofthe following appears the moss lowfeld? Shoose one 2. Aldehydes ¥ b Alcohols €.Allanes X 4. Aromatics 85 Ifa proton is more “shielded” ie wil appear Choose one 2. Lonfiel, ata low ppm or Hz X Highfield, at a low ppm or Hz -Lowfeld, ata high ppm or He 4, Highfield at high pom or He 86 ‘Which of the folowing correctly describes the relative incensities of sping an NMR peak? Choose one a. Tiplet—1:3:1 Quartet — 14:4:1. c Pentet = 1:3:5:3:1 d. Sextet - 1:5:10:10:5:1 ¥ 87 ‘Adjacent protons can act as magnets and affect the amount of radiation required for proton resonance in NMR. This CChoase one Choose ‘2. Rapid relaxation and unreliable integration results b. Spin-spin coupling, resulting in peak spitting hitpsaylordotorg gu lll ogacyExams/CHENICHEM205/CHEM206-FinalExam-Answers hl 19128 siar2018 (CHEM205-Finalexam-Answers Increased shielding, forcing the chemical shit to be lower 4, Decreased shielding, forcing the chemical shift to be higher 88 By iradiatng wo dissimilar nucle, an increase in the diference in population between the “spinaliged” and “spin-opposed” states curs and increases the signal ncn. This referred to a8 Choose one 2. Nuclear Overhauser Enhancement (NOE) ¥ 'b. Heteronudear Correlation Spectroscopy (HETCOR) c. Correlation Spectroscopy (COSY) 4, Distoonless Ennancement by Polarization Transfer (DEPT) 89 Distoronless Enhancement by Polarization Transfer (DEPT) woud allow which ofthe following NMR peaks to be distinguished from one anther? Choose one _2, Methylene groups from methyl groups. b. Hydroxyl groups from amine oroups «Ortho, meta, and pare substuert groups on a benzene ring 4, Aramatle carbons from aliphatic carbons 90 Ins COSY spectrum, the dark spot along the diagonal Choose one 2. Do not yield structural information because they correspond tothe same peak on each answer, ‘coordinate axis. b. Allow distinctions ta be made between heteronuclear couping constants. Do not give any structural identification because they are too intense tobe deconvoluted. 4, Give the most structural information because they ditferentate between diferent hybrceations. o1 ‘Acalyss of two peal in a proton NMR spectrum gives 33:2 integration Tht means that Choose one 2, Tere are three hytrogens on oe carbon and wo on acter. b. The rato between the two types of hydrogen environments is 3:2. One ofthe peaks @ methyl group and the other isa methylene group. 4. The peaks belong toa staight chan alghatc compound. 92 Magnetic Resonance Imaging (MRI) is an application of NMR spectroscopy in which ofthe following ways? Choose one Choose 2. Tt measures the distrbution of hydrogen nuclel in the body. b, Te measures the distribution of carbon nucle in the body, hitpsaylordotorg gu lll ogacyExams/CHENCHEM205/CHEM206-FinalExam-Answers hl 20128 siar2018 (CHEM205-Finalexam-Answers It scans for unique nuclei within human tissues. 4d, Itallows @ non-invasive measure of bone density. 93 Identify tis compound T T T T T T T T T T 200 180 160 140 120 100 8 60 40 2 oO coe-o0-one pen Choose one arses a-pstanone ¥ b, mbutanol butane 4. 2-butene 94 Identify this compound hitpsaylordotorg gu lll ogacyExams/CHENCHEM205/CHEM206-FinalExam-Answers hl 21128 siar2018 (CHEM205-Finalexam-Answers ta) rectal 804 04 404 Relative Intensity : 20+ 2s 50 75 100 125 150 175 ‘Choose one answer: a. 2,2-dlchloroprapane .2,2-dibromopropane 22-dichloropropanol 4. 2,2-tibromapropanal 95 Identity tis compound hitpsaylordotorg gu lll ogacyExams/CHENCHEM205/CHEM206-FinalExam-Answers hl 22128 (CHEM205-Finalexam-Answers en siar2018 T 1008 wen-09-252 96 Identity this compound hitpsaylordotorg gu lll ogacyExams/CHENCHEM205/CHEM206-FinalExam-Answers hl a. acetaldehyde V b. acetic acid ethanol 4. diethyl ether 23128 siar2018 (CHEM205-Finalexam-Answers te) rectae3851, 204 20+ Relative Intensity & & L L T 25 50 7 100 1s 150 Chooieoneanewer a. ethanethiol ». ethanetholate acetone 4. isoamyl acetate 7 Identity this compound hitpsaylordotorg gu lll ogacyExams/CHENCHEM205/CHEM206-FinalExam-Answers hl 24128 (CHEM205-Finalexam-Answers siar2018 T 1008 wen-02-218 98 Identify this compound hitpsaylordotorg gu lll ogacyExams/CHENCHEM205/CHEM206-FinalExam-Answers hl 2 ethylvinyl ether b. isopropyl ether . Pbutylacetate d. butyric acid 25128 siar2018 (CHEM205-Finalexam-Answers 100] 20+ > 2 5 60-4 g ie i“ oF 3B 404 3 g 20 Meech Ll ik ° ' pete ert cerry : potty 2 OO Oe m/z ‘2, methylene chloride 4 b.1,1-icholoroethane carbon tetrachloride 4. dbromomethane 9 Identity this compound hitpsaylordotorg gu lll ogacyExams/CHENCHEM205/CHEM206-FinalExam-Answers hl 26128 siar2018 (CHEM205-Finalexam-Answers zo age! ee ay ae we sto ab urea fen T T T T T T T T T T T T 1 1006808 F]CUMGHCSC HB HeP-o1~656 Bem cseoreanier ——g. uyconrane ». Abutylbenzene «6. butynexanol 4d. bbutylyclohexanone 100 Identity this compound hitpsaylordotorg gu lll ogacyExams/CHENCHEM205/CHEM206-FinalExam-Answers hl 27128 siar2018 (CHEM205-Finalexam-Answers cr (I | rT \ yf T T T T T T T T T T 1008 8 u 6 5 4 3 2 1 0 Hen-02-18 ppm cseoreanner ——gttyanine Y b. trbutylamine dinitroetnane ammonium acetate hitpsaylordotorg gu lll ogacyExams/CHENUCHEM205/CHEM206-FinalExam-Answers hil 28128

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