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Midterm

CHM247H1 Study Guide - Midterm Guide: Alkene, Ketone, Wavenumber

5 Pages
86 Views
Summer 2017

Department
Chemistry
Course Code
CHM247H1
Professor
Cecilia Kutas
Study Guide
Midterm

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Property of the University of Toronto Page 1 of 4
UNIVERSITY OF TORONTO
Faculty of Arts and Science
CHEMISTRY 247H1S
Introductory Organic Chemistry II
Term Test 1 - ALTERNATIVE SITTING
February 5, 2015
8 - 9 am
Total Marks Available: 150
Total Time: 1 hour
Permitted Aid: Molecular Model Kit
Before beginning, PRINT your surname, given name(s), student number and
CHM247 laboratory demonstrator group number on the answer sheet.
All answers for credit must be entered legibly, preferably in blue or black ink or
in pencil, in the correct place on the answer sheet within the given time. Do not
write in the margin of the answer sheet. Do not write in red ink.
No extra time will be given to transfer answers to the answer sheet.
Please ensure that you have all 4 test pages. There are spectroscopic correlation
tables attached to the back of the exam for your reference. You may use the back
of the test pages for rough work.
Read all questions carefully before answering them.
Good luck
Property of the University of Toronto Page 2 of 4
CHM 247H1S Test 1: February 5, 2015
*Write all answers for credit on the answer sheet within the time allowed.*
1. Chemical Knowledge and Classification (8 marks)
(a) Consider the compounds below and circle (on the answer sheet), the ones that could have been made
in one transformation from an internal alkyne (including work-up, ex. 1. O3, 2. Zn/HOAc counts as one
transformation). (4 marks)
(b) On the answer sheet, identify the number of unique signals you would expect in the 1H NMR spectra
for each of the following compounds. (4 marks)
2. Nomenclature (11 marks)
On the answer sheet, draw an unambiguous structure for the name given below.
(S)-5-chlorohept-1-en-6-yne
3. Reactions (21 marks)
Draw the major product(s) or provide the required reagents for each of the following reactions on the
answer sheet. Be sure to show stereochemistry where appropriate (7 marks/reaction).

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Description
UNIVERSITY OF TORONTO Faculty of Arts and Science CHEMISTRY 247H1S Introductory Organic Chemistry II Term Test 1 ALTERNATIVE SITTING February 5, 2015 8 9 am Total Marks Available: 150 Total Time: 1 hour Permitted Aid: Molecular Model Kit Before beginning, PRINT your surname, given name(s), student number and CHM247 laboratory demonstrator group number on the answer sheet. All answers for credit must be entered legibly, preferably in blue or black ink or in pencil, in the correct place on the answer sheet within the given time. Do not write in the margin of the answer sheet. Do not write in red ink. No extra time will be given to transfer answers to the answer sheet. Please ensure that you have all 4 test pages. There are spectroscopic correlation tables attached to the back of the exam for your reference. You may use the back of the test pages for rough work. Read all questions carefully before answering them. Good luck Property of the University of Toronto Page 1 of 4
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