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    Chemistry Contest Review
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  • What is the major product when 1-methylcyclohex-1-ene is reacted with hydrogen iodide
    1-iodo-1-methylcyclohexane
  •  10
  • Which alkene would you use to prepare (1-bromoethyl)cyclohexane
    ethenylcyclohexane
  •  20
  • What type of reaction is this?
    addition/hydration
  •  15
  • What reagent(s) can be used for this reaction?
    BH3, THF H2O2, NaOH, H2O OR just water in acid
  •  10
  • What reagent can be used
    CH2I2, Zn(Cu)
  •  20
  • Consider the acidity constants below to answer the following question. Which acid will be almost completely deprotonated by NaOH?
    phenol
  •  15
  • How many resonance forms can be drawn for the NO3– ion?
    3
  •  5
  • How many bridgehead carbons are there in camphor?
    2
  •  5
  • Are these: conformational isomers, stereoisomers, constitutional isomers OR identical
    stereoisomers
  •  10
  • Are these: conformational isomers, stereoisomers, constitutional isomers OR identical
    identical
  •  15
  • Is furan aromatic? Why or why not?
    Furan is a planar and conjugated. Furan has 6 π electrons. The additional electron pair of the oxygen atom is not part of aromatic π system. It is aromatic
  •  20
  • Which reaction would be faster and WHY
    −SH is a better nucleophile than −OH because nucleophilicity usually increases in going down a column of the periodic table and sulfur is below oxygen in group
  •  25
  • The hybridization of the nitrogen atom
    sp3
  •  5
  • The stereochemical configuration at C3 (one answer to be given only)
    R
  •  10
  • The stereochemical configuration of the C4-C5 alkene is
    Z
  •  15
  • Which of these compounds would you expect to be water soluble?
    propanoic acid and naproxen
  •  25