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Chemistry 102 Term Examination No

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					                                                                             1
Chemistry 102                                       Term Examination No. 1
February 23, 2000                                   100 Points



Name____________________________________________________________________



ID#__________________________
                                                                                                        2
I.    PART I       TRUE OR FALSE:        20 POINTS            Circle TRUE (T) or FALSE (F):

      1.    T      F       2,6-dimethyl-2,5-octadiene has three (3) vinylic hydrogen atoms..

      2.    T      F       isohexyl bromide is the same as 1-bromo-2-methylpentane.

      3.    T      F       cis-1,2-dimethylcyclohexane and trans-1,4-dimethylcyclohexane are
                           constitutional isomers.

      4.    T      F       3,3-dimethyl-1-pentene has no allylic hydrogen atoms.

      5.    T      F       3-methyl-1-hexen-4-yne has two (2) pi () bonds.

      6.    T      F       sec-butylcyclohexane has two (2) tertiary carbon atoms.

      7.    T      F       3-methyl-1-hexyne will discolor a red-brown solution of bromine in carbon
                           chloride (solvent).

      8.    T      F       p-nitrotoluene is the same as 1-methyl-4-nitrobenzene

      9.    T      F       a free-radical is a highly reactive particle with an odd electron and a charge
                   .       of minus one.

      10.   T      F       physical properties of a polymer do not depend upon the molecular weight
                           of the polymer.



II.   PART II       MULTIPLE CHOICE:          45 POINTS           Circle the correct answer for
      each of the following questions. Each question only has only one best answer.

      1.    How many monochlorinated derivatives would you expect from the following
            photochlorination?

                                                           light
                                                  + Cl2



            A.     one                   D.     four

            B.     two                   E.     five

            C.     three                 F.     no answer shown
                                                                                                   3
2.   Identify the isomer of      C6H14   that only has primary and tertiary carbon atoms:

     A.     hexane                          D.      3-methylpentane

     B.     2,3-dimethylbutane              E.      2,2-dimethylbutane

     C.     isoheptane                      F.      no answer shown

3.   Vitamin A is:


                                     OH




                     Vitamin A




     The molecular formula of Vitamin A is:


     A.     C19H30O                         D.      C20H32O

     B.     C20H30O                         E.      C20H33O

     C.     C20H31O                         F.      no answer shown

4.   How many mols or equaivalents of Hydrogen would be needed to fully saturate Vitamin A?

     A.     three                           D.      six

     B.     four                            E.      seven

     C.     five                            F.      no answer shown


5.   When 1-ethylcyclohexene reacts with         H20 in the presence of sulfuric acid, the major
     organic product formed
      is:

     A.     1-ethylcyclohexanol             D.      4-ethylcyclohexanol

     B.     2-ethylcyclohexanol             E.      no answer shown

     C.     3-ethylcyclohexanol
                                                                                          4
6.   What is an acceptable name for:




     A.    2,5-diisopropylnonane

     B.    7-isopropyl-2-methyl-3-propylheptane

     C.    2,3,7-trimethyl-6-propyloctane

     D.    1,1,2,6-tetramethyl-5-propylheptane

     E.    6-isopropyl-2,3-dimethyldecane

     F.    no answer shown

7.   How many secondary hydrogen atoms does the following compound have?

                       (CH3) 3CCH(C2H5)CH 2(CH 2) 3CH(CH3) 2

     A.    six                 D.      ten

     B.    seven               E.      twelve

     C.    eight               F.      no answer shown


8.   How many constitutional isomers are there for   C4H9Br?

     A.    two                 D.      five

     B.    three               E.      no answer shown

     C.    four


9.   How many Geometric Isomers (cis/trans) are possible for 2-methyl-2,4,6-octatriene?

     A.    none                D.      four

     B.    two                 E.      five

     C.    three               F.      six
                                                                                             5
10.   An acceptable name for the following compound is:

                            H 3C   CH 3




      A.     3,3-dimethylcyclohexene          D.       1,1-dimethylcycloheptene

      B.     1,1-dimethylcyclohexene          E.       3,3-dimethylcycloheptene

      C.     2,2-dimethylcyclohexene          F.       no answer shown

11.   The presence of a carbon-carbon triple bond in a molecule results in a ___________
      arrangement for the two atoms attached to the carbons of the triple bond.

      A.     tetrahedral                      D.       square planar

      B.     linear                           E.       triangular

      C.     trigonal planar                  F.       no answer shown

12.   Markovnikov's Rule is needed to predict the product in the reaction between HCl and:

      A.     cyclohexene                      D.       trans-2-butene

      B.     ethene                                    E.     1,2-dimethylcyclopentene

      C.     cis-2-butene                     F.       1-pentene

13.   In addition polymerization:

      A.     pi bonds but not sigma bonds are broken

      B.     sigma bonds but not pi bonds are broken

      C.     the monomers are saturated alkanes

      D.     pi bonds and sigma bonds are broken

      E.     the physical properties of the polymer formed does not depend on the
             stereochemistry of the polymer.
                                                                               6

14.   How many different isomeric trichlorobenzenes are there?

      A.    two                                D.    five

      B.    three                              E.    six

      C.    four                               F.    no answer shown

15.   Which of the following is not a correct name for a benzene derivative?

      A.    m-bromofluorobenzene

      B.    o-nitrotoluene

      C.    1,3-diiodobenzene

      D.    p-dimethylbenzene

      E.    4-bromophenol

      F.    o-chloro-p-methylbenzoic acid
                                                                      7
III.   PART III      35 POINTS

12 Pts
1.     Give an acceptable name for the following organic compounds:




       a.




       b.




                     NH2




               C(CH 3) 3
                                                                                                    8
23 Pts
2.     Draw the structural formulas for the major organic product formed or the organic
       starting reagent used in each of the following organic reaction:

      a.
                  CH 3 CH 3
                                                  light
       CH 3       C   C       CH 3     +   Br2
                                            (monobromination)
                  CH 3 CH 3



      b.

                                           CCl4 (solvent)
                                + Cl2
                                       (excess)



      c.
                       H         HCl              H2
                              ( one mol)          Ni




      d.

              .                                                              H 2SO4
                                                             +      H 2O
                                                                                               OH




      e.
                                                                                  Cl      Cl
                                                                 Addition
                                                                                      C   C
                                                            Polymerization
                                                                                   Br H        X
                                                                                  Polymer

                           Monomer

				
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