Name_______________________________
Chem 2313
Organic Chemistry Lecture
Seton Hall University
Instructor: Prof. John R. Sowa, Jr.
November 17, 2006
Exam III
100 points
Q1________
Q2________
Q3________
Q4________
Q5________
Total_______
Good Luck!
Prepare for your exams
Study with the several resources on Docsity
Earn points to download
Earn points by helping other students or get them with a premium plan
Guidelines and tips
Prepare for your exams
Study with the several resources on Docsity
Earn points to download
Earn points by helping other students or get them with a premium plan
Community
Ask the community
Ask the community for help and clear up your study doubts
University Rankings
Discover the best universities in your country according to Docsity users
Free resources
Our save-the-student-ebooks!
Download our free guides on studying techniques, anxiety management strategies, and thesis advice from Docsity tutors
Organic Chemistry Exam III - Seton Hall University, Prof. John R. Sowa, Jr., Exams of Organic Chemistry
A past exam from seton hall university's organic chemistry course (chem 2313) taught by prof. John r. Sowa, jr. The exam, dated november 17, 2006, consists of multiple-choice and reaction mechanism questions. Students were required to write mechanisms, draw reaction coordinate diagrams, and identify products and reaction mechanisms.
Typology: Exams
2009/2010
1 / 6
This page cannot be seen from the preview
Don't miss anything!
Related documents
Partial preview of the text
Download Organic Chemistry Exam III - Seton Hall University, Prof. John R. Sowa, Jr. and more Exams Organic Chemistry in PDF only on Docsity!
Name_______________________________
Chem 2313
Organic Chemistry Lecture
Seton Hall University
Instructor: Prof. John R. Sowa, Jr.
November 17, 2006
Exam III
100 points
Q1________
Q2________
Q3________
Q4________
Q5________
Total_______
Good Luck!
1) (16 points) Reaction Mechanisms
a) (15 pts) Write a mechanism that explains the formation of the products I and II of the
following solvolysis reaction. Show all important intermediates.
OH
CH 3 OH
H 2 SO 4 (cat) OCH 3 OCH 3
I II
b) (1 pt) Does this above reaction occur by an SN1 or SN2 mechanism?
3) (25 Points, 5 pts ea) SN1 vs. SN2 Reactions
Write the product(s) of the following reactions and indicate whether the reactions follow an SN 1
or SN2 mechanism. Show stereochemistry.
i)
ii)
OH
HBr (conc.)
H 2 O
SN 1 or SN 2
KI
acetone
Br
iii)
KCN
acetone
H 3 C (^) Br H CH 3
iv)
CH 3 OH
v)
AgNO 3
CH 3 OH
Cl Cl
4) (24 points) Transformations.
Complete the following transformations by supplying the missing reagents, reactants or products.
Show correct stereochemistry where appropriate.
i)
ii)
iii)
OH S O O Cl
pyridine
A
KI, acetone
B
Br Br
xs CH 3 NH 2
C
(Hint: cyclic product, C 5 H 11 N)
OH CH 3 EtO 2 C N N CO 2 Et
PPh 3
Ph OH O
D
iv)
v)
F
E
PBr 3
Br
Cl (^) SPh