Download Organic Chemistry - Exam 2 with Answers | CHEM 2536 and more Exams Organic Chemistry in PDF only on Docsity! Chem 2536 Exam 2 Thursday March 26, 2015 1 Name _____________________________ ID Number ___________________________ Instructions: Please write your name above and sign the pledge below. Fill in the Opscan sheet for the multiple choice questions with your name, date, and ID number. You are not permitted any outside resources on this exam. You have 60 minutes to complete the exam. Virginia Tech Honor Pledge Virginia Tech Honor Pledge: I have not given or received assistance during this exam Signed __________________________________________________ The table below may help you in interpreting IR spectra The truncated periodic table below may help you in interpreting mass spectra. Chem 2536 Exam 2 Thursday March 26, 2015 2 Multiple Choice Section (Questions are with X points each) 1. Which compound corresponds to the ESI (soft ionization) spectrum shown below? 2. Which compound corresponds to the IR spectrum below? Chem 2536 Exam 2 Thursday March 26, 2015 5 10. Which of the following reactions will yield ethyl propanoate? 11. Choose the correct reagents for boxes 1 and 2 in the synthesis below. 12. Which of the following compounds could be hydrolyzed to generate glutamic acid? Chem 2536 Exam 2
Thursday March 26, 2015
13. Fill in the boxes with reagents and products:
NON
0°
one
SOU
Nn —“ wi a
9 e (2 equiv.) a ane
o
™~on (excess) wo
HCI, A : \"° HCI, A
0.
NON oT oC
o
Howey. 3
I) O
CH3OH (excess) Ho
HCl, A HCl, A
14, Complete the mechanism for the following amide hydrolysis reaction by adding curved
arrows and filling in the missing structures. Include all formal charges.
Chem 2536 Exam 2
Thursday March 26, 2015
15. Determine the structure of an unknown organic compound with the chemical formula
Cs3H;ClO based on its ‘Wand °C NMR spectra below. For the ‘HNMR spectrum, integral
values for each signal are shown above/beside the peaks. The inset shows a blewn up image
of the spectrum in the range of 7.5-8 ppm. Circle your final answer.
|
\ 2
2
. 1
10 , 8 , 6 4 2 6
PPM
i '
| \
a
| | | }
| |
| i 1 t
i | i | :
{ i Lio L 1
ey oy ae
200 «4180 «©6160 140,120 100 80 60 40 20 0
PPM