Test 1 Review

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mckenzielarmstrong
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197631
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Test 1 Review
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2013-02-03 18:13:59
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Test 1 Review
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  1. Which of the following is not formed by the addition of 1 mole of HCl to 2-methyl-1,3-cyclohexadiene?
    A. 6-chloro-1-methylcyclohexene
    B. 3-chloro-3-methylcyclohexene
    C. 3-chloro-1-methylcyclohexene
    D. 1-chloro-6-methylcylohexene
    D. 1-chloro-6-methylcylohexene
    (this multiple choice question has been scrambled)
  2. Which of the following terms describes the mechanism for the Diels-Alder reaction of 3-butene-2-one with butadiene?
    A. nucleophilic addition
    B. cycloaddition
    C. electrophilic substitution
    D. electrophilic addition
    B. cycloaddition
    (this multiple choice question has been scrambled)
  3. 1
  4. What range of wavelengths corresponds to the ultraviolet region of the electromagnetic spectrum?
    200-400nm
  5. Which of the following relationships is not valid as applied to ultraviolet-visible spectroscopy?
    A. deltaE = hν
    B. A = eCl
    C. A = log (Io/I)
    D. A = lamdamaxl
    D. A = lamdamaxl
    (this multiple choice question has been scrambled)
  6. Which term applies to the difference in stability between a compound with conjugated double bonds and one with isolated double bonds?
    A. bond energy
    B. molecular energy  
    C. resonance energy  
    D. hybrid energy  
    E. pi energy  
    C. resonance energy  
    (this multiple choice question has been scrambled)
  7. What product is formed in the light-induced reaction of cyclohexene with NBS in CCl4?
    A. bromocyclohexane
    B. 1,2-dibromocyclohexane  
    C. 4-bromocyclohexene  
    D. 3-bromocyclohexene  
    E. 1-bromocyclohexene  
    D. 3-bromocyclohexene  
    (this multiple choice question has been scrambled)
  8. What is the product of the free-radical allylic bromination of 1-butene?
    A. only 3-bromo-1-butene  
    B. a mixture of 3-bromo-1-butene and 1-bromo-2-butene  
    C. a mixture of 3-bromo-1-butene and 2-bromo-2-butene
    D. only 1,4-dibromo-2-butene  
    E. only 2-bromo-1-butene  
    B. a mixture of 3-bromo-1-butene and 1-bromo-2-butene
    (this multiple choice question has been scrambled)
  9. In which of the following are there exactly two electrons in the second pi molecular orbital?
    A. propene  
    B. both propene and the allyl free radical
    C. the allyl anion  
    D. the allyl cation  
    E. the allyl free radical  
    D. the allyl cation
    (this multiple choice question has been scrambled)
  10. Which would you expect to react fastest in an SN2 reaction with bromide anion?
    A. CH2=CH-CH2-Br  
    B. CH2=CH-Br  
    C. CH2=CH-CH2-CH2-Br
    D. CH2=CH-CH=CH-CH2-CH2-Br  
    E. CH3-CH2-CH2-Br  
    A. CH2=CH-CH2-Br
    (this multiple choice question has been scrambled)
  11. Ignoring the node in the plane of the atoms, how many nodes are in the LUMO of ethylene?
    One
  12. The longer the chain of conjugated double bonds, the _____ the wavelenght of UV absorption
    longer
  13. What produces an ultraviolet spectrum?
    electronic transitions of a conjugated system
  14. What results in an interconversion of the s-cis and the s-trans conformations of 1,3-butadiene?
    Rotation around the C2-C3 bond
  15. Which is more stable--
    a. tertiary carbocation
    b. resonance-stabilitzed carbocation (+CH2-CH=CH2)?
    b. resonance-stabilitzed carbocation (+CH2-CH=CH2)?
  16. In the allylic bromination of an alkene to produce an allylic bromide, what condition favors allylic, the substitution of bromine rather than the addition of Br2 to the C=C double bond?
    a low concentration of Br2
  17. Which of the following serves as the best dienophile in a Diels-Alder reaction?
    A. CH2=CH-CN  
    B. CH2=CH-O-CH3  
    C. CH2=CH2  
    D. CH2=CH-N(CH3)2
    E. CH2=CH-CH3  
    A. CH2=CH-CN  (Electron withdrawing groups (carbonyls, nitriles, etc.) lower the gap between the MOs of the dienophile and the diene.)
    (this multiple choice question has been scrambled)
  18. Electron-withdrawing substituents of the dienophile tend ______
    to prefer the endo position in adduct.
  19. What is the location of the positive charge of the allylic cation?
    shared equally by C-1 and C-3: The resonance hybrid is an average of the resonance structures. There are two major resonance structures, each with a positive charge on one terminal carbon.
  20. The Woodward-Hoffmann rules were formulated to predict:
    the results of pericyclic reactions
  21. Which of the following shows the correct relative priorities of functional group suffixes? 
    A. OH > NH2 > CtripleC > C=O  
    B. C=O < OH < NH2 < CtripleC  
    C. OH > NH2 > C=O > CtripleC  
    D. C=O > OH > NH2 > CtripleC
    E. OH < NH2 < C=O < CtripleC 
    D. C=O > OH > NH2 > CtripleC
    (this multiple choice question has been scrambled)
  22. Which of the following compounds is the least stable?
    A. 2,3-heptadiene  
    B. 2,4-heptadiene  
    C. 1,2-heptadiene  
    D. 1,5-heptadiene  
    E. 1,4-heptadiene
    C. 1,2-heptadiene
    (this multiple choice question has been scrambled)
  23. How is a UV/Vis spectrum affected by increasing the number of conjugated double bonds in a compound?
    Both the lambda max and the molar absorptivity increase.
  24. Which of the following compounds is not a dienophile?
    A. CH2=CH-CN  
    B. CH2=CH-CH=CH2  
    C. CH2=CH-O-C(=O)R  
    D. CH2=CH-C(=O)CH3  
    E. CH2=CH-CH=O
    C. CH2=CH-O-C(=O)R
    (this multiple choice question has been scrambled)
  25. Which of the following dienes is locked in an s-trans conformation?
    A. 3-methylenecyclohexene  
    B. 2-methoxy-1,3-butadiene  
    C. 1,3-cyclopentadiene  
    D. 1,3-butadiene
    E. 1,3-cyclohexadiene  
    A. 3-methylenecyclohexene 
    (this multiple choice question has been scrambled)

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