Organic Chemistry II Exam 2 for CHEM241 at SINTIM University - Prof. Herman O. Sintim, Exams of Organic Chemistry

Download Organic Chemistry II Exam 2 for CHEM241 at SINTIM University - Prof. Herman O. Sintim and more Exams Organic Chemistry in PDF only on Docsity! CHEM241 (SINTIM) Organic Chemistry II Exam 2 November 6, 2007 NAME . (Last, First) Discussion Section# . Initial of last name Instructions  Please fill in your name in the space above and on the next page  Please put your discussion section number in the space provided.  Print the initial of your last name in the box above  Please sign your name under the Honor Code acknowledgment on the next page 1 Name . Chem241 Exam 1 November 6, 2007 University Honor Code Acknowledgment I have neither given nor received assistance during this exam. . Your Signature Question 1 (20) Question2 (35) Question 3 (25) Question 4 (20) Question 5 (20) Question 6 (20) Question 7 (30) Question 8 (30) Total points (out of 200) . 2 NMe2 O 9 e) The pKa of compound 9 is 26 True False 3) Draw the structure of each of the following: (25 points) a) trans-2-fluorocyclopentanecarboxylic acid b) ethanoic methanoic anhydride c) 3-methyl-2-oxacyclohexanone d) N-ethyl-N-methylpentanamide e) 3-chlorobutanal 5 4) Propose a reasonable mechanism for each of the following reactions (20 points) MeO O O O MeO NH OH + O HH N OH HCl heat A) B) 6 7 10 7) Identify the major product in each reaction (30 points) O H O O A) B) Br O OMe 1 equiv. MgBr OH Pyridine 1 equiv. Oc) HN excess LiAlH4 11 8) Indicate the two combinations of reactants by filling the boxes with appropriate structures (30 points). + Alcohol Protecting group reagent Pyridine O Si + ylideKetone + Ketone O O protecting group reagent H+ 12