Final Exam Review

  1. What is the thermodynamic product obtained from the addition of one rquivalent of HBr to 1,3-butadiene?

    B. 1-bromo-2-butene
  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?

    C.  4-bromo-2-methyl-2-pentene
  3. Spectrophotometers that expose organic molecules to light in the wavelegth range 170-390nm are using ___ spectral region?

    s. x-ray
    e. visable
    C. ultraviolet
  4. Which iof the following relations is NOT valid as applied to UVVis spec?

    B. A=e(lamdmax)
  5. How does the E of a photon depend on the characteristics of the electromagnetic wave?

    B. energy is proportional to frequency
  6. In which region would you look for C-H stretching modes?

    A. 3300-2700
  7. Which of the following processes leads to the absorption of infrared radiation by a molecule?

    D. bond vibration
  8. In which region would you look for C=C double-bond stretching modes?

    B. 1700-1600
  9. In which region would you look for CtriplebondC stretching modes?

    B. 2100-2300
  10. Which of the following has the highest frequency for bond stretching?

    B. C=O
  11. Which of the following compounds is a cumulated diene?

  12. What kind of rxns do dienes most commonly undergo?

    C. electrophilic addition
  13. What offers the most convenient & accurate measure of relative stabilities of unsaturated hydrocarbons?

    C. heats of hydrogenation
  14. Which of the following has the SMALLEST heat of hydrogenation?

    D. trans-1,3-pentadiene
  15. Which of the following is the thermodynamic product obtained from the rxn of 
    4-methyl-1,3-pentadiene + HBr

    E.  4-bromo-2-methyl-2-pentene
  16. Which set o conditions does NOT result in allylic halogenation of an alkene?

    D. Cl2 in CCl4 at 20*C
  17. Which reagents would serve as the basis for a simple checmical test that would distinguish btwn benzene and 1-hexene?

    A. Br2 in CCl4
  18. A class of aromatic compounds whose molecules have 2+ benzene rings fused together
  19. Monocyclic hydrocarbon characterized by a completely conjugated system of double bonds, which may or may not be aromatic
  20. Which electron transition is apparent in the UV-Vis spectrum of 1,3-butadiene?

    D. pi-->pi*
  21. The longer the chain of conjugated double bonds, the ____ the wavelength of UV absorption
  22. Which is false?

    E. conjugation raises the energy of the LUMO and lowers the E of the HOMO
  23. The IR spectrum of which will NOT show evidence of H-bonding?

    B. aldehyde
  24. The HNMR spec of compound X shows methyl & methylene signals in the intensity ration 3:1. Which is compound x?

    C. (CH3)2CBr-CH2Br
  25. Which appears in the H NMR spec of 2,3-dimethylbutane?

    B. a doublet and a septet
  26. Which of the following is NOT a META-directing subsitutent when present on a benzene ring?

    C. NHCOCH3
  27. Which is the only one of these eragenets that will react with benzene under the specified conditions?

    D. Cl2, FeCl3, heat
  28. Which reagent(s) could be used to convert toluene into benzyl bromide?

    C. NBS, ROOR, light
  29. Which reagent would you use to convert ethylbenzene into (1-chloroethyl)benzene [aka 1-chloro-1-phenylethane)?

    CH3CH2Cl, AlCl3
    A. Cl2, light and heat
  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

    D. RCOOH is reduced to RCH2OH
  36. Select the best reagent to convert CH3(CH2)6COOH into CH3(CH2)6CH2OH

    C. LiAlH4 in ether, then H3O+
  37. Select the best reagent for the following rxn: 

    E. LiAlH [OC(CH3)3], ether
  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
  39. A compound with a carbon-nigrogen double bond, R2C=NR', formed by the rxn of an aldehyde or ketone with a primary amine
Card Set
Final Exam Review
Final Exam Review