CHEM 237_Wi17 Midterm 2

Silvia Antonia Rus

TOTAL POINTS

64 / 83
✓ + 1 pts c. Correct arrows
QUESTION 1
✓ + 1 pts c. Acid and base labeled correctly
1 Predicting Products & Reactants, Part 1 9 /
   + 6 pts All Correct
15
   + 0 pts None Correct
✓ + 3 pts a. Correct
✓ + 3 pts b. Correct a) arrow points to F rather than B
✓ + 3 pts c. Correct
   + 3 pts d. Correct QUESTION 4

   + 3 pts e. Correct 4 E2 Elimination Reactants 4 / 8

   + 15 pts All Correct    + 2 pts 1 out 4 correct
   + 0 pts None correct ✓ + 4 pts 2 out of 4 correct
   - 1 pts A structure on this page has poor    + 6 pts 3 out of 4 correct
stereochemistry / molecular drawing.    + 8 pts All correct
   + 0 pts Click here to replace this description.    + 0 pts None correct
   - 2 pts Included an incorrect structure along with a a&b) left and right structures are identical
correct one.
QUESTION 5
QUESTION 2
5 Mechanism, Part a 3 / 5
2 Predicting Products & Reactants, Part 2 15
   + 5 pts Correct and complete mechanism with no
/ 15
missing arrows, formal charges, or steps.
   + 3 pts f. Correct
✓ + 3 pts Mechanism is mostly complete and correct,
   + 3 pts g. Correct
but some small errors and/or missing parts.
   + 3 pts h. Correct
   + 1 pts Mechanism is missing key steps or parts or
   + 3 pts i. Correct
demonstrates little knowledge of the process.
   + 3 pts j. Correct
   + 0 pts Question is blank
✓ + 15 pts All Correct
   + 0 pts None Correct Elimination step is missing.

   - 1 pts A structure on this page has poor

QUESTION 6
stereochemistry / molecular drawing.
6 Mechanism, Part b 3 / 5
QUESTION 3    + 5 pts Correct and complete mechanism with no
3 Lewis Acids & Bases 5 / 6 missing arrows, formal charges, or steps.
   + 1 pts a. Correct arrows ✓ + 3 pts Mechanism is mostly complete and correct,
✓ + 1 pts a. Acid and base labeled correctly but some small errors and/or missing parts.
✓ + 1 pts b. Correct arrows    + 1 pts Mechanism is missing key steps or parts or
✓ + 1 pts b. Acid and base labeled correctly demonstrates little knowledge of the process.
    + 0 pts Question is blank    + 1 pts Student made more than 3 mistakes in

K and I have an ionic bond, not a covalent bond. mechanism

   + 0 pts Question is unanswered
QUESTION 7
QUESTION 11
7 Unknown Compounds 9 / 9
11 Elimination Mechanism 1 / 5
   + 3 pts 1 structure correct
   + 5 pts A complete and correct E1 mechanism is
   + 6 pts 2 structures correct
given with all arrows, formal charges, and steps
   + 7 pts All structures correct but switched major /
shown.
minor compounds
   + 3 pts A mostly correct E1 mechanism is shown, but
✓ + 9 pts All structures correct including major/minor
some small errors are made.
assignment
✓ + 1 pts An E2/SN2/SN1 mechanism is shown, the
   + 0 pts No answers correct
mechanism is mostly incorrect, or no arrow-pushing
QUESTION 8 is present.
   + 0 pts No mechanism is given
8 Synthesis, Part a 5 / 5
✓ + 5 pts A simple, correct synthesis is proposed that
gives the desired product with correct
stereochemistry in high yield.
   + 3 pts Synthesis is mostly correct, but has some
errors - e.g., incorrect stereochemistry or product,
inefficient steps, used incorrect reagents, etc.
   + 1 pts Synthesis is incorrect in many ways and
would not result in the desired product.
   + 0 pts No answer given

QUESTION 9

9 Synthesis, Part b 5 / 5
✓ + 5 pts A simple, correct synthesis is proposed that
gives the desired product with correct
stereochemistry in high yield.
   + 3 pts Synthesis is mostly correct, but has some
errors - e.g., incorrect stereochemistry or product,
inefficient steps, used incorrect reagents, etc.
   + 1 pts Synthesis is incorrect in many ways and
would not result in the desired product.
   + 0 pts No answer given

QUESTION 10

10 Mechanism Arrows and Charges 5 / 5

✓ + 5 pts All 6 arrows and 5 formal charges are
correct
   + 3 pts Student made 1-3 mistakes in mechanism

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