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

5 pages101 viewsSummer 2017

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Cecilia Kutas
Study Guide

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Faculty of Arts and Science
Introductory Organic Chemistry II
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
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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.
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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