Final Exam Review

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mckenzielarmstrong
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201066
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Final Exam Review
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2013-03-17 21:45:38
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Final Exam Review
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  1. What is the thermodynamic product obtained from the addition of one rquivalent of HBr to 1,3-butadiene?
    A. 1-bromo-2-butene
    B. 3-bromo-1-butene
    C. 4-bromo-1-butene
    D. 3-bromo-2-butene
    A. 1-bromo-2-butene
    (this multiple choice question has been scrambled)
  2. Which of the following compouds is the thermodynamic product obtained from the rxn of 4-methyl-1,3-pentadiene with one equiv of HBr?
    A. 4-bromo-2-methyl-2-pentene
    B. 4-bromo-4-methyl-2-pentene
    C. 3-bromo-4-methyl-1-pentene
    D. 1-bromo-4-methyl-2-pentene
    E. 4-bromo-4-methyl-1-pentene
    A. 4-bromo-2-methyl-2-pentene
    (this multiple choice question has been scrambled)
  3. Spectrophotometers that expose organic molecules to light in the wavelegth range 170-390nm are using ___ spectral region?
    A. gamma ray
    B. ultraviolet
    C. infrared
    s. x-ray
    e. visable
    B. ultraviolet
    (this multiple choice question has been scrambled)
  4. Which iof the following relations is NOT valid as applied to UVVis spec?
    A. A=log(Io/I)
    B. A=eCl
    C. A=e(lamdmax)
    D. DeltaE=hv
    C. A=e(lamdmax)
    (this multiple choice question has been scrambled)
  5. How does the E of a photon depend on the characteristics of the electromagnetic wave?
    A. energy is proportioal to wavelength
    B. energy is inversely proportional to frequency
    C. energy is proprtional to the product of wavelength and frequency
    D. energy is proportional to ratio of wavelength & frequency
    E. energy is proportional to frequency
    E. energy is proportional to frequency
    (this multiple choice question has been scrambled)
  6. In which region would you look for C-H stretching modes?
    A. 3300-2700
    B. 2300-2200
    C. 2300-2000
    D. 1700-1600
    E. 1800-1600
    A. 3300-2700
    (this multiple choice question has been scrambled)
  7. Which of the following processes leads to the absorption of infrared radiation by a molecule?
    A. nuclear spin flip
    B. bond breaking
    C. bond vibration
    D. electron excitation
    C. bond vibration
    (this multiple choice question has been scrambled)
  8. In which region would you look for C=C double-bond stretching modes?
    A. 1200-1000
    B. 1700-1600
    C. 2300-2000
    D. 3300-2700
    E. 1900-1800
    B. 1700-1600
    (this multiple choice question has been scrambled)
  9. In which region would you look for CtriplebondC stretching modes?
    A. 1200-1300
    B. 2100-2300
    C. 1700-1800
    D. 2600-2800
    B. 2100-2300
    (this multiple choice question has been scrambled)
  10. Which of the following has the highest frequency for bond stretching?
    A. C=O
    B. C-O
    C. C-N
    D. C=C
    A. C=O
    (this multiple choice question has been scrambled)
  11. Which of the following compounds is a cumulated diene?
    A. CH2=CHCH=CHCH2CH3
    B. CH2=CHCH2CH2CH=CH2
    C. CH3CH=CHCH2CH=CH2
    D. CH3CH=C=CHCH2CH3
    E. CH3CH=CHCH=CHCH3
    D. CH3CH=C=CHCH2CH3
    (this multiple choice question has been scrambled)
  12. What kind of rxns do dienes most commonly undergo?
    A. nucleophilic substitution
    B. electrophilic substitution
    C. nucleophilic addition
    D. electrophilic addition
    D. electrophilic addition
    (this multiple choice question has been scrambled)
  13. What offers the most convenient & accurate measure of relative stabilities of unsaturated hydrocarbons?
    A. dipole moments
    B. heats of hydrogenation
    C. rates of free radical chlorination
    D. boiling points
    B. heats of hydrogenation
    (this multiple choice question has been scrambled)
  14. Which of the following has the SMALLEST heat of hydrogenation?
    A. 1-pentyne
    B. trans-1,3-pentadiene
    C. 1,4-pentadiene
    D. 1,2-pentadiene
    E. trans-1,4-hexadiene
    B. trans-1,3-pentadiene
    (this multiple choice question has been scrambled)
  15. Which of the following is the thermodynamic product obtained from the rxn of 
    4-methyl-1,3-pentadiene + HBr
    A. 4-bromo-2-methyl-2-pentene
    B. 4-bromo-4-methyl-2-pentene
    C. 1-bromo-4-methyl-2-pentene
    D. 4-bromo-4-methyl-1-pentene
    E. 3-bromo-4-methyl-1-pentene
    A. 4-bromo-2-methyl-2-pentene
    (this multiple choice question has been scrambled)
  16. Which set o conditions does NOT result in allylic halogenation of an alkene?
    A. Cl2 in ROOR, hv
    B. Br2 at v. low concentration in CCl4
    C. N-bromosuccinimide in CCl4, ROOR
    D. Cl2 in CCl4 at 20*C
    E. Cl2 at 400*C
    D. Cl2 in CCl4 at 20*C
    (this multiple choice question has been scrambled)
  17. Which reagents would serve as the basis for a simple checmical test that would distinguish btwn benzene and 1-hexene?
    A. NaOH in H2O
    B. Br2 in CCl4
    C. NaHSO3 in H2O
    D. AgNO3 in C2H5OH
    B. Br2 in CCl4
    (this multiple choice question has been scrambled)
  18. A class of aromatic compounds whose molecules have 2+ benzene rings fused together
    Benzenoid
  19. Monocyclic hydrocarbon characterized by a completely conjugated system of double bonds, which may or may not be aromatic
    Annulene
  20. Which electron transition is apparent in the UV-Vis spectrum of 1,3-butadiene?
    A. pi-->pi
    B. n-->pi*
    C. pi-->pi*
    D. sigma-->pi*
    C. pi-->pi*
    (this multiple choice question has been scrambled)
  21. The longer the chain of conjugated double bonds, the ____ the wavelength of UV absorption
    Longer
  22. Which is false?
    A. A chromophore is the part of a molecule responsible for a UV Vis spectrum
    B. conjugation raises the energy of the LUMO and lowers the E of the HOMO
    C. more E is required for a pi--pi* transition than for an n to pi*
    D. UV light is higher in E than visible light
    E. A pi to pi* transition has a smaller lamda max than an n to pi* 
    B. conjugation raises the energy of the LUMO and lowers the E of the HOMO
    (this multiple choice question has been scrambled)
  23. The IR spectrum of which will NOT show evidence of H-bonding?
    A. aldehyde
    B. alcohol
    C. primary amine
    D. carboxylic acid
    E. phenol
    A. aldehyde
    (this multiple choice question has been scrambled)
  24. The HNMR spec of compound X shows methyl & methylene signals in the intensity ration 3:1. Which is compound x?
    A. CH3-CH2-Br
    B. CH3-C(CH2Br)3
    C. (CH3)2CBr-CH2Br
    D. (CH3)2C-CH2Br
    E. (CH3)2C(CH2Br)2
    C. (CH3)2CBr-CH2Br
    (this multiple choice question has been scrambled)
  25. Which appears in the H NMR spec of 2,3-dimethylbutane?
    A. a singlet and 2 doublets
    B. 2 doublets
    C. a doulbet and an octet
    D. a doublet and a septet
    D. a doublet and a septet
    (this multiple choice question has been scrambled)
  26. Which of the following is NOT a META-directing subsitutent when present on a benzene ring?
    A. NO2
    B. COOH
    C. N+(CH3)3
    D. C☰N
    E. NHCOCH3
    E. NHCOCH3
    (this multiple choice question has been scrambled)
  27. Which is the only one of these eragenets that will react with benzene under the specified conditions?
    A. Br2, CCl4, 25*, dark
    B. H2, 25*C
    C. Cl2, FeCl3, heat
    D. H3O, heat
    E. KMnO4, H2O, 25*
    C. Cl2, FeCl3, heat
    (this multiple choice question has been scrambled)
  28. Which reagent(s) could be used to convert toluene into benzyl bromide?
    A. NaBr, H2SO4
    B. HBr
    C. Br2/ CCl4
    D. NBS, ROOR, light
    E. Br2, FeBr3
    D. NBS, ROOR, light
    (this multiple choice question has been scrambled)
  29. Which reagent would you use to convert ethylbenzene into (1-chloroethyl)benzene [aka 1-chloro-1-phenylethane)?
    A. SOCl2, 
    B. Cl2, light and heat
    C. Cl2, FeCl3
    CH3CH2Cl, AlCl3
    B. Cl2, light and heat
    (this multiple choice question has been scrambled)
  30. The carbocation, R2C+CHCH2+, stabilized by delocalizatio of the positive charge through resonance
    Allylic cation
  31. The resonance-stabilized cation: R-C+=O<-->R-C☰O+
    Acylium ion
  32. A planar cyclic conjugated ion that is stabilized by electron delocalization, and its pi electron energy is less than that of a corresponding open-chain ion
    Aromatic ion
  33. A nonaromatic, resonance stabilized cyclohexadienyl carbocation intermediate that is formed when the pi system of benzen attacks an electrophe
    Arenium ion
  34. An unusally stable carbocation, in which the side-chain carbon atom that is directly attached to a benzene ring has a positive charge, Ph-C+R2-
    Benzylic cation
  35. LiAlH (LAH) cannot be used to convert carboxylic acids to the corresponding aldehydes becuase
    A. RCOOH is converted into RCOOLi
    B. RCOOH is reduged to RCH3
    C. LAH is unreactive
    D. RCOOH is reduced to RCH2OH
    D. RCOOH is reduced to RCH2OH
    (this multiple choice question has been scrambled)
  36. Select the best reagent to convert CH3(CH2)6COOH into CH3(CH2)6CH2OH
    A. PCC in CH2Cl2
    B. Zn, H3O+
    C. LiAlH4 in ether, then H3O+
    D. NaBH4 in H2O
    C. LiAlH4 in ether, then H3O+
    (this multiple choice question has been scrambled)
  37. Select the best reagent for the following rxn: 
    CH3CH2CH2COCl-->CH3CH2CH2CHO
    A. Li/liq NH3
    B. NaBH4, CH3OH
    C. H2/Ni
    D. LiAlH [OC(CH3)3], ether
    E. LiAlH4, ether
    D. LiAlH [OC(CH3)3], ether
    (this multiple choice question has been scrambled)
  38. A vinyl amine, usually generated by the acid-catalyzed rxn of a 2* amine with an aldehyde or keton, with the structure R2C+C(NR'2)R
    Enamine
  39. A compound with a carbon-nigrogen double bond, R2C=NR', formed by the rxn of an aldehyde or ketone with a primary amine
    Imine

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