siar2018 saylordotorg.gthub ol egacyExams/CHEMICHEM205ICHEM205-FnalEXam.html |. Which of the following is NOT a basic component of a mass spectrometer? Choose one ‘Aion source answer. 8, mass analyzer detector D. difraction grating |. The most abundant ion in a mass spectra, which is assigned a relative abundance of 100, is referred to as the CChoase one A Base peak answer, 8, Reference peak . Detection tit D. Blank corelation The mass spectra of fluorine Choose one 2:15 similar to te spectra of bromine and chlorine answer, b. Consists of only one peak, since its moncisotopic Consists of two peaks, separated by two Da 4. Consists of two peaks, appearing at 19 Da and 38 Da The five peaks ina mass spectrum of chlorine can be attributed to Cchoose one 2. Loss of electrons answer. », ts oxidative abiity The presence of two abundant isotopes 4. All of the above CCalbration ofa mass spectrometer Is Choose one 2, Performed externaly, with @ known sample measured independently answer. b. Performed internally, with a known sample that is premixed with the unknawn «. Unnecessary because the mass detector is highly stable 4. Both a and b are correct; calibration can be internal or external The xeaxis ofa mass spectrum typlelly reports Choose one 2 Mass to charge (m/z) ratios answer. ». Parts per milion (ppm) « Wavenumbers (em) 4. Wavelength (nm) hitpsaylordotorg grub lil ogacyExamis/CHENCHEM205/CHEM206-FinalExam html sersiar2018 10 wn 12 saylordotorg.gthub ol egacyExams/CHEMICHEM205ICHEM205-FnalEXam.html Iva mass spectra contains peaks at 35 and 37 Da, Choose one {. it most kely contains chlorine answer. b. it can be identified as RbBr «twas analyzed in a gas matrix containing argon 4. itwas analyzed in a gas matrix containing krypton |. MALDI and ESI are CChoose one _2. Ionization methods commonly used for biochemical analysis answer, b, Detection methods used for spectral fingerprinting «. Separation methods used prior to MS analysis «Mass analysis techniques requiring external calibration Tandern rass spectrometers Choose one ‘2. Contain two or more mass analyzers answer, , Can be used for structural studies 6. Can be used for sequencing studies 4. All of the above The molecular ion (M+) Cchoose one 2a. the highest molecular weight peek observed ina spectrum answer, b, Has an assigned relative abundance of 100, Represents the parent molecule minus an electron 4. Both a and ¢ are correct Due to structural stably, the moleculi lon peaks are strong in mass spectra of, Choose one a. akeohols answer. ». aromatics «alkanes 4. carboxylic acids Timecoffight (TOF) mass analyzers Choose one 2. Allow simultaneous detection of all species and have unlimited mass ranges species «. Require extremely high vacuum conditions to avoid colisions of fons and are often paired with pulsed ionization sources hitpsaylordotorg grub lil ogacyExamis/CHENCHEM205/CHEM206-FinalExam html , Measure the time requied for an ion to travel a known dlstance, dependent on the mass of the 27siar2018 13 ey 15 16 7 18 saylordotorg.gthub ol egacyExams/CHEMICHEM205ICHEM205-FnalEXam.html 4d. All of the above Ina mass spectrum of an alcohol, the molecular ion i usually small or non-existent due to CChoase one 2. Cleavage of the hydroxy! group answer. b Rearrangement of the molecule to form an ester «Cleavage ofthe C-C bond adjacent tothe hydroxyl group 4, Formation ofa dimeric species |W analysis ofa nicrogen-containing molecule shows a molecular ion peak with an adé miz ratio. CChoase one 2. It contains an even number af nitrogen atoms answer. b, It contains an odd numberof nitrogen atoms «Teas rearranged via the MeLafferty rearrangement 4. The mass analyzer needs to be recalbrated; nitrogen containing molecules always give an even m/z ratio Which of te following i true about sector mss analyzers? Choose one 2. They are inexpensive and compact answer. b, They have low resolution and senstivty «They are Incompatiole with EST and MALDI ionization methods 4. They can detect only low mass ranges (Quadrupole and fon trap mass analyzers isolate ions for analysis by Choose one 2. Varying the applied voltage and radiofrequency potentials answer. », Accelerating lons through an electric felé «. Aceleratng ions through a magnetic fla 4, Desorption from an electrode surface ‘Why i inductively coupled plasma (ICP) typically only used as an ionization method for elemental analysis? Choose one 2. Only low molecular weight molecules can be analyzed. answer. b, It requires the sample to be clssolved in a carrier gas prior to sample injection. alkenes > alkanes answer. b Alkanes > alkynes > alkenes 6 Alkenes > alkynes > alkanes 4d. Alkynes > alkanes > alkenes In nor-tinear molecules, how many fundamental vibrations may exist (letn = the number of stom)? Choose one 230-6 answer. bones cn 2m ‘Why are some fundamental vibrations not observed? Choose one 2. They exist outside ofthe mid-IR (observed) region, answer, b, They are too weak or ovetap with other visations, They are degenerate with other vibrational mades. 4. All of the above are correct. In order for an IR vibration o be allowed, what condition must be met? CChoose one ‘2. There must be a change in dipole moment ofthe molecule, answer, b, There must be a change in the polarizability of the molecule «The spin state ofthe molecule must fp. 4. There must be @ chromopharie species, ‘Which of the following statements about IR spectroscopy is FALSE? Choose one 2, Absorptions due to C=0 bond stretching are generally weak answer, b, Stretching frequencies are higher than corresponding bending frequencies, «Single bonds have lower stretching frequencies than triple bonds. 4. Conjugation lowers the energy required to cause a bond to stretch. The stretching frequency of which funeslonal group would be most useful in the detection of metal ligand complexes? Choose one 20H answer, bco hitpsaylordotorg grub lil ogacyExamis/CHENCHEM205/CHEM206-FinalExam html 0127siar2018 61 62 63 65 saylordotorg.gthub ol egacyExams/CHEMICHEM205ICHEM205-FnalEXam.html coca ocH The shife in the C=O stretching frequency in a metaligand complex i influenced by all ofthe following except CChoase one 12. The electron density of the metal center, answer. b, The geometry ofthe molecule, «The electron-donating or electron-nithdrawing effects of other ligands. 4d. The intensity ofthe infrared source used. Pump-probe experiments in infrared spectroscopy can result in information about Choose one 2 The molecular functional group vibrational fetes. answer. b, The mechanisms of radiaactve decay. «The amount of p-backbonting cheracter in a metaligand bond, 4d. The electronic transition levels within a molecule. The vibrational ifetime of molecular functional groupe is dificult to study directly because Choose one ‘2, They occur on the picoseconds timescale. answer, », The funcional groups undergo rapid isomerizations. «The electron donating abllties interfere with detection. 4. The intense olor of the molecules does not allow transmission of the source radlation. The fingerprint region of the IR spectra correspond to CChoose one 2. Bending frequencies answer, b, Stretching frequencies «Symmetric made frequencies 4. Asymmetric mode frequencies How many fundamental vibrations would exist for ethyne (HCCH)? Choose one a7 answer. bs <8 a ‘Within the 3500-3300 en region, how can primary, secondary, and tertary amines be distinguished? Choose one 2. Primary amines have two bands, secondary amines have one ban¢, and tertiary amines have answer. no NH stretch, hitpsaylordotorg grub lil ogacyExamis/CHENCHEM205/CHEM206-FinalExam html sarsiar2018 66 67 69 70 saylordotorg.gthub ol egacyExams/CHEMICHEM205ICHEM205-FnalEXam.html ». Primary amines have one band, secondary amines have two bands, and tertiary amines have three bands «Primary amines have no bands, secondary amines have one banc, and tertiary amines have ‘wo bands, 4, Primary and tertiary amines have intense single bands, while secondary amines have two weak bands Hydrogen bonding causes the hydroxyl IR band to do what? Choose one 2. Shift to lower frequencies and broaden answer: », Shift to higher frequencies and sharpen «Shift to higher frequencies and broaden 4, Shift to lower frequencies and sharpen Which ofthe following regions would be most useful in determining the substcution patterns ofan alkene? Choose one 2. The =CH stretch, occuring between 3100 - 3010 wavenumbers answer. b. The =C+H out-ofplane bend, occurring between 1000 - 650 wavenumbers «The C=C stretch, curring at 1660 - 1600 wavenumbers 4, None ofthe above would indicate substitution pattems, The aromatic overcanelcombination bands (occurring between 2000 and 1667 em!) can be useful in determining CChoase one 2. The rng substitution pattern (ortho, meta, para, ett) answer: b, The number of carbons present in the aromatic ring «The rate of proton exchange between the solvent and the analyte 4d, The cegree of resonance within the aromatic ng Ethers, esters, and alcohols all contain C-O stretching bande. How can an ether be distinguished from the other wo compounds? Cchoase one The absence of answer. b, Alcohols and esters have spt C-0 bands, while ethers show only one bend. «The CO band of an ether appears ina ifferent region than that af an alcohol or ester 4d, Alcohols and esters have very broad C-O bands due to hydrogen bonding, while ethers have & very sharp band. ‘and 0-H bands eliminate esters and alcohols. Identify tis compound Terms of Use: This image is used with permission for non-profit, non-commercial use. SDBSWeb : (National Instcute of ‘Advanced Industrial Science and Technology, 6/29/2011) hitpsaylordotorg grub lil ogacyExamis/CHENCHEM205/CHEM206-FinalExam html yorsiar2018 saylordotorg.gthub ol egacyExams/CHEMICHEM205ICHEM205-FnalEXam.html 1004 8 i i & 1 Relative Intensity & L 20+ 20 40 60 80 100 120 140 160 180 200 220 m/z Choose one 2.2,4,6-trinivotoluene answer. », 3-aminatoluene 2aminestyrene 4. pritrotoluene 7 Identify this compound Terms of Use: This image is used with permission for non-profe, non-commercial use, SDBSWeb : (National Instcute of Advanced Industral Science and Technology, 6/29/2011) woe Cchoose one 2. methanol answer, b. methane hitpsaylordotorg grub lil ogacyExamis/CHENCHEM205/CHEM206-FinalExam html 1327siar2018 saylordotorg.gthub ol egacyExams/CHEMICHEM205ICHEM205-FnalEXam.html « formaldehyde 4d. acetone 72 Identify this compound Terms of Use: This image is used with permission for nonprofit, non-commercial use, SDBSWeb : (National Institute of ‘Advanced Industrial Science and Technology, 6/291201 1) Be. i CChoase one 2, ethylsothiocyanate answer. ». isoamyl alcohol «propylene glycol 4d. ethypropylether 73 Identify this compound Terms of Use: This image is used with permission for non-profit, non-commercial use. SDBSWeb : (National Institute of ‘Advanced Industral Science and Technology, 6/29/2011) hitpsaylordotorg grub lil ogacyExamis/CHENCHEM205/CHEM206-FinalExam html s4izrsaylordotorg.gthub ol egacyExams/CHEMICHEMZ05ICHEM205-FnalEXam.html sisnots ‘ , Bs De A i ie 4 i K ( a 7 gay a = choose one 2. ghenphosphine ansver b. doo eer «. benzyl bromide 4 heraturoberzene ry Identify this compound Terms of Use: This image Is used with permission for non-profit, non-commercial use, SDBSWeb : (National Instcute of ‘Advanced Industral Science and Technology, 6/29/2011) hitpsaylordotorg grub lil ogacyExamis/CHENCHEM205/CHEM206-FinalExam html 1927siar2018 saylordotorg.gthub ol egacyExams/CHEMICHEM205ICHEM205-FnalEXam.html 1004 204 & L Relative Intensity & L 20+ | anced | Ihe dreclthetieredl mM o T T 1 T T T Tey T T ry 2 406080 100 120 «14 469 tg0 200. 230 m/z CChoase one 2. dbromochlorefluorometane answer. ». carbon tetrachioride «, bromochlorofluroiadomethane «methylene bromide 75 The electromagnetic radiation used for NMR spectroscopy fills in which region? CChoase one 2. Microwave answer. boxy Gemma ray 4, Radio wave 76 Cand '60 nuclei cannot be observed by NMR spectroscopy. Why! Choose one 2. They have zero spin and yield no signal answer. b, They have ow natural abundance. «. They interact too strongly withthe magnetic fel 4. They cause complex spin-spin interactions, which cannot be interpreted. 7 All of the following are |= 4 systems, except CChoose one a answer. bie oMNn hitpsaylordotorg grub lil ogacyExamis/CHENCHEM205/CHEM206-FinalExam html 627siar2018 78 79 81 82 83 saylordotorg.gthub ol egacyExams/CHEMICHEM205ICHEM205-FnalEXam.html dH [Nuclei with even masses and odd numbers of protons and nevtrans Cchoase one 2. Have integral spins and can be observed by NMR. answer. b, Have fractional spins and can be observed by NMR. «Have integral spins and cannot be observed by NMR. 4d. Have fractional spins and cannot be observed by NMR. Which ofthe following is NOT a reason why tetramethylsline (TMS) is often used for a reference in NMR spectroscopy? Cchoase one 2: Itis chemically inert and miscible with organic solvents. answer. b. It gives a single, snarp peak in 2 region where other organic molecules do nat have signals «Its signal appears atthe same frequency regardless of the applied magnetic fed. 4. Itis easily removed from the sample after analysis. Which ofthe following would be a poor choice a a proton NMR solvent? CChoase one 2. Restone-d6 answer b, Deuterium oxide «Carbon tetrachloride 4d. otoluene ‘What structural information does 'H-NMR spectroscopy NOT provide Choose one 2. The numberof diferent types of hydrogens in a molecule, answer, », The relative numbers of cfferent types of hydrogens, «. The electronic environment of differen types of hydrogens: 4. The relative abundance of afferent isotopes of hydrogen. The universal sale for reporting chemical shifts in NMR is Choose one ae answer. ppm Mie denn ‘An NMR spectrum is acquired by Choose one 2. Varying the magnetic field with @ constant rf signal answer. ». Varying the rf signal with @ constant external magnetic fe. Varying the signal and the external magnetic fel, simultaneously itpsaylordotorg grub lil ogacyExamis/CHENUCHEM205/CHEM206-FinalExam html aversiar2018 saylordotorg.gthub ol egacyExams/CHEMICHEM205ICHEM205-FnalEXam.html 4 ‘a and bare correct. 84 Which of the following appears the most lowfield? Choose one 2. Aldehydes answer. », Alcohols Alkanes <. Aromaties| 85 Iva proton fs more "shielded" ie will appear CChoase one 2. Lowfied, at 8 low ppm or Hz answer, b. Highfield, at alow ppm or Hz Lowfield, ata high ppm or He 4. Highfield, at @ high ppm or He 86 Which of the following correctly describes the relative intensities of splitng an NMR peak? Choose one 2. Thiplet-1:3:1 answer, , Quartet - 1:4:4:1 «.Pentet = 1:3:5:3:1 4, 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 Choose one 2. Rapid relaxation and unreliable integration results answer, b. Spin-spin coupling, resulting in peak spiting Increased shielding, forcing the chemical shift to be lower 4. Decreased shielding, forcing the chemical shift to be higher 88 By irradiating two dissimilar nucle, an increase in the difference in population between the “spin-aligned” and "spin-opposed” states occurs and increases the signal inensiy. This is referred to as Choose one ‘2 Nuclear Overhauser Enhancement (NOE) answer, b, Heteronudear Correlation Spectroscopy (HETCOR) «Correlation Spectroscopy (COSY) 4d. Distortionless Enhancement by Polarization Transfer (DEPT) 89 Discortionless Enhancement by Polarization Transfer (DEPT) would allow which of the following NMR peaks to be Aistinguished from ene another? hitpsaylordotorg grub lil ogacyExamis/CHENCHEM205/CHEM206-FinalExam html 1627siar2018 saylordotorg.gthub ol egacyExams/CHEMICHEM205ICHEM205-FnalEXam.html Choose one ‘2 Methylene groups from methyl groups answer. b. Hydroxyl groups from amine groups «Othe, meta, and para substituent groups an a benzene tng 4. Aromatic carbons from aliphatic carbons 90 Ina COSY spectrum, the datk spots along the diagonal Choose one 2. Do not yield structural information because they correspond to the same peak on each answer. coordinate axis. b. Allow distinctions to be made between heteronuclear coupling constants «. Do not give any structural identifiation because they are too intense to be deconvoluted. 4d. Give the most structural information because they diferentate between diferent hybrizations a1 ‘Aralysis of two peaks in a proton NMR spectrum gives a 3:2 integration. This means that Choose one '. There are three hydrogens on one carbon end two on another. answer, b. The ratio between the two types of hydrogen environments is 3:2. «One of the peaks is @ methyl group and the other isa methylene group. 4. The peaks belong to a straight cha aliphatic compound 92 Magnetic Resonance Imaging (MRI) isan application of NMR spectroscopy in which ofthe following ways? Choose one 2 Tt measures the distrbution of hydrogen nuclt in the boy. answer, b. It measures the distribution of carbon nucle in the body. «Tt seans fer unique nuclei within human tissues. 4. Itallows a non-invasive measure of bone dent. 93 Identify this compound Terms of Use: This image is used with permission for non-profit, non-commercial use. SDBSWeb hitpsaylordotorg grub lil ogacyExamis/CHENCHEM205/CHEM206-FinalExam html 9127siar2018 saylordotorg.gthub ol egacyExams/CHEMICHEM205ICHEM205-FnalEXam.html 200 T T T T T T T T 180 160 140 120 100 80 60 40 pen 2. 2-butanone », butanol butane . 2utene 94 Identify thie compound Terms of Use: This image is used with permission for non-profc, non-commercial use. SOBSWeb hitpsaylordotorg grub lil ogacyExamis/CHENCHEM205/CHEM206-FinalExam html 2oi27siar2018 saylordotorg.gthub ol egacyExams/CHEMICHEM205ICHEM205-FnalEXam.html 100-4 804 8 L 20+ Relative Intensity 8 1 a 8 150 175 2. 2,2-dichloropropane . 2,2-dibromopropane . 2,2-dichloropropanol 4d, 2,2-libromopropanol Identify this compound Terms of Use: This image Is used with permission for non-profe, non-commercial use, SDBSWeb : (National Instcute of ‘Advanced Industral Science and Technology, 6/29/2011) hitpsaylordotorg grub lil ogacyExamis/CHENCHEM205/CHEM206-FinalExam html 2aiersiar2018 96 saylordotorg.gthub ol egacyExams/CHEMICHEM205ICHEM205-FnalEXam.html eo we T T T 1 T T r J i ' 10 3 8 7 6 & 4 3 2 af oO weneo-222 BR choose one a. actatenyce Dnsver b. acetic ai ethane 4. det eter Identify this compound Terms of Use: This image is used with permission for non-profit, non-commercial use. SDBSWeb : (National Institute of ‘Advanced Industral Science and Technology, 6/29/2011) hitpsaylordotorg grub lil ogacyExamis/CHENCHEM205/CHEM206-FinalExam html zorsonore sy oti gn xaalCHEWICHEMEOSHEMDIS Pala 100-| 20 > ‘D te B | g % 404 PETE rrrreri é & ae - 20 , LJ I, ih oe oe ; a a e e ae ie vile crioseone ant answer. b. ethanethiolate 4. samy oete 97 Identify this compound Terms of Use: This image is used with permission for non-profit, non-commercial use, SDBSWeb : (National Instcute of ‘Advanced Industrial Science and Technology 6/29/201 |) hitpsaylordotorg grub lil ogacyExamis/CHENCHEM205/CHEM206-FinalExam html 2si27siar2018 saylordotorg.gthub ol egacyExams/CHEMICHEM205ICHEM205-FnalEXam.html 1008 8 u 6 5 4 3 2 1 ° wen-02-218 ppm Choose one 2. ethylvinyl ether answer. ». Isopropyl ether «. Pbutylacetate . butyric acid 98 Identify this compound Terms of Use: This image is used with permission for non-profit, non-commercial use. SDBSWeb : (National Institute of ‘Advanced Industral Seience and Technology, 6/29/2011) hitpsaylordotorg grub lil ogacyExamis/CHENCHEM205/CHEM206-FinalExam html 2aiarsiar2018 saylordotorg.gthub ol egacyExams/CHEMICHEM205ICHEM205-FnalEXam.html 100] 20+ > 2 5 60-4 g ie fen . 3B 404 3 g 20 Meech Ll ik ° ' pete ert cerry ' potty 2 OO Oe m/z choose one 2. methylene corde answer. b. 1,1-dicholoroethane: «carbon tetrachloride 4d. dlbromomethane 99 Identify this compound Terms of Use: This image Is used with permission for non-profit, non-commercial use, SDBSWeb : (National Instcute of Advanced Industral Science and Technology, 6/29/2011) hitpsaylordotorg grub lil ogacyExamis/CHENCHEM205/CHEM206-FinalExam html 2si27siar2018 saylordotorg.gthub jolLegacyxams/CHEMICHEMZ05ICHEM205-FinalExam.html Choose one 2, Putyleyclohexane answer b, ebutybenzene «. ebutythexanol 4d. tbutylyclohexanone 100 Identify thie compound. Terms of Use: This image is used with permission for non-profit, non-commercial use. SDBSWeb : (National Instcute of ‘Advanced Industrial Science and Technology, 6/29/20! |) hitpsaylordotorg grub lil ogacyExamis/CHENCHEM205/CHEM206-FinalExam html 26127siar2018 saylordotorg.gthub jolLegacyxams/CHEMICHEMZ05ICHEM205-FinalExam.html Choose one 2. triethylamine answer ». tributyiamine «.dinitroethane 4. ammonium acetate hitpsaylordotrg gu lil ogacyExamis/CHENUCHEM205/CHEM206-FinalExam html rier