Chem 140a Midterm
Chemistry 140A TOTAL POSSIBLE: 250
Fall, 2009 POINTS MISSED: - 0
Second Midterm Exam-250 points
11/19/09 TOTAL: 250
DO NOT OPEN THIS EXAM UNTIL INSTRUCTED TO DO SO.....FILL OUT THE FOLLOWING INFORMATION NOW:
.
LAST NAME (Print): KEY
FIRST NAME (Print): Ima
PID: __________________________________________________
SIGNATURE: __________________________________________
ID checker initials: ____________________
If you wish to have any answers considered for a re-grade, your exam must be completed in INK.
[pic] 1. (65 points) For each compound shown, write the chiral designation (R or S) for the labeled carbon. If the indicated carbon is not a chiral center, write “NC” (not chiral) in the space provided. If the atoms are not numbered on the molecule shown, you are to use IUPAC numbering to identify the chiral centers.
[pic]
[pic]
2. (25 points) Consider the compound below and answer the questions that follow:
[pic]
Write the IUPAC name for the compound. Use the numbering scheme shown in te dagram:
(1R, 2R)-1,2-Dimethylcyclobutane (5 pts)
How many unique monochloro compounds would result from free radical chlorination of this molecule? Be sure to consider absolute stereochemistry when formulating your answer.
FIVE (10 pts)
Of all the dichloro derivatives which could form, write the structure of any meso compounds below. If none would form, write the word “NONE” below.
[pic]
3. (25 points) The following reaction produces a major alkene product. First, on the Newman template provided draw the conformation from which the raction will occur. Then, on the product alkene template provided, draw the product that will form from this reaction. Finally, indicate the stereochemical designation of the major product.
Fall, 2009 POINTS MISSED: - 0
Second Midterm Exam-250 points
11/19/09 TOTAL: 250
DO NOT OPEN THIS EXAM UNTIL INSTRUCTED TO DO SO.....FILL OUT THE FOLLOWING INFORMATION NOW:
.
LAST NAME (Print): KEY
FIRST NAME (Print): Ima
PID: __________________________________________________
SIGNATURE: __________________________________________
ID checker initials: ____________________
If you wish to have any answers considered for a re-grade, your exam must be completed in INK.
[pic] 1. (65 points) For each compound shown, write the chiral designation (R or S) for the labeled carbon. If the indicated carbon is not a chiral center, write “NC” (not chiral) in the space provided. If the atoms are not numbered on the molecule shown, you are to use IUPAC numbering to identify the chiral centers.
[pic]
[pic]
2. (25 points) Consider the compound below and answer the questions that follow:
[pic]
Write the IUPAC name for the compound. Use the numbering scheme shown in te dagram:
(1R, 2R)-1,2-Dimethylcyclobutane (5 pts)
How many unique monochloro compounds would result from free radical chlorination of this molecule? Be sure to consider absolute stereochemistry when formulating your answer.
FIVE (10 pts)
Of all the dichloro derivatives which could form, write the structure of any meso compounds below. If none would form, write the word “NONE” below.
[pic]
3. (25 points) The following reaction produces a major alkene product. First, on the Newman template provided draw the conformation from which the raction will occur. Then, on the product alkene template provided, draw the product that will form from this reaction. Finally, indicate the stereochemical designation of the major product.