Midterm 1 Key

March 23, 2018 | Author: Thai Lai | Category: Oxygen, Chemical Reactions, Unit Processes, Chemical Elements, Atoms


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Chemistry  140C     Midterm-­1         Version  1     Winter  2011       Your  Name  (Please  Print)          _______________Key____________________________     Your  Student  ID#                                       ________________________________________________       Wednesday  January  26,  2011   11:00  am-­‐  12pm     Mark  your  final  answer  clearly  please!     Additional  blank  pages  are  at  the  end  if  you  need  them.    Please  indicate  if  the  final   answer  will  be  found  at  the  end  of  the  exam!         Good  Luck!   )  Question  3:  What  is  the  major  product  in  the  following  reaction?    Why?     One  sentence  maximum.    Please  CIRCLE  your  answer.)  Question  1:    What  is  the  product  of  the  following  reaction?               (5  pts.                                                                                                       or   .Name:   ID#   Signature:       (5  pts.)  Question  2:    What  is  the  product  of  the  following  reaction?             (10  pts.  the  labeled  oxygen  will  be  in  the  product.)    Devise  an  isotope-­labeling  experiment  that  might   distinguish  your  two  mechanisms.     Addition-­‐Elimination             O   O H OH HO OH HO +   H             O H O   HO OH HO OH   + H           O O O   O O HO OH2   H   Cl- .    If  the  reaction  goes  through  the  addition   elimination  mechanism.     (Hint:Consider  the  possible  sites  of  protonation  in  the  molecule  and  the  mechanistic   consequences  of  each.  the  two   mechanisms  are  easily  distinguished.  whereas  the   carbocation  (SN1)  type  pathway  will  result  in  product  free  of  isotopically  labeled   oxygen.                       HCl.Name:   ID#   Signature:   (35pts.)Question  4:  Propose  two  possible  mechanisms  for  the  following  reaction.  Δ             If  the  starting  material  is  isotopically  labeled  at  the  alcohol  oxygen  atom. Name:     Carbocationic  Pathway       ID#   Signature:   O OH HO H+ O OH2 HO O O H ClHO O O O . Name:   ID#   Signature:   (25  pts.)Question  5:  Draw a step-by-step mechanism for the following transformation:         N O N O H+ N OH N H+ O H H N O H N H OH O H O . Name:                 O N N O ID#   Signature:   N H OCH2CH3 O OCH2CH3 H O N N O N O H H2O N H H O H N H O H H2O O                                       . Name:   ID#   Signature:   (20  pts.)  Question  6:  Draw a step-by-step mechanism for the following transformation:                         HO O OH H+ HO H O OH O OH OH H O H OH OH H+ O O H O O .
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