CHEMISTRY 351 CAL ASSIGNMENTS WINTER 2012 Last modified:

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There will be four graded assignments for completion in Chem 351, each assignment carries equal weight. The content basis of each one is described below. These assignments must be completed under exam conditions in SA 204 (CAL) in the week specified. You are required to complete the assignment in your registered tutorial time slot (that way we can guarantee each student a seat). These assignments will be approximately every 3 to 4 weeks, exact dates will depend on progress through lecture materials. Dates will be confirmed on this page at least one week before each assignment and you will be notified via email through Blackboard and via in lecture notices if the dates given below are changed for any reason.

All the assignments have a 50 minute time limit and the questions will be of a similar type to those of Chem 351 examinations and the practice problems we will be providing for discussion in CAL and SI sessions. This could include synthesis problems and structure determination problems.

If you have any further queries about these assignments, please contact the CAL coordinator, Dr Ian Hunt.

"under exam conditions" = closed book, no notes or "cheat" sheets. No electronic devices.
Model kits are allowed, spectroscopic data tables will be provided if required.

CAL 351.A1: NOMENCLATURE I

To be completed during tutorial session Week 3, Jan 23-27 2012, 50 minute time limit.

CAL 351.A1covers basic functional group recognition and the nomenclature of alkanes, alkenes, alkynes and alkyl halides.

Most of this material should be review from Chem 201/203, but it is important, as it is the basis of organic nomenclature.

In order to be ready to complete the assignment, you should work through the CAL materials and / or the appropriate material from the course textbook as you require. Self assessment 351.1 is recommended preparation for this assignment.

The following materials on NOMENCLATURE are available:

• Our own WWW site: Basic Organic Nomenclature, sections 1-9 ( 1-5 general background plus 6 alkanes, 7 alkenes, 8 alkynes and 9 alkyl halides)
  

However, Chem 351 Nomenclature is also covered by the following sections in the textbook:

CAL 351.A2: NOMENCLATURE II, STRUCTURE & BONDING

To be completed during tutorial session Week 5, Feb 6-10 2012, 50 minute time limit.

CAL 351.A2  expands on the previous nomenclature by application to other functional groups (e.g. alcohols, ethers, ketones,  etc) and also includes structure and bonding i.e. essentially reviews lecture materials covered.

In order to be ready you should work through the CAL materials and / or the appropriate material from the course textbook as you require. You should also review your mistakes in CAL 351.A1. Self assessments 351.2 and 351.3 are recommended preparation for this assignment.

The following materials on NOMENCLATURE are available:

• Our own WWW site: Basic Organic Nomenclature, sections 10-23
  

However, Chem 351 Nomenclature is also covered by the following sections in the textbook:

CAL 351.A3: SPECTROSCOPY

To be completed during tutorial session Week 10, March 19-23 2012, 50 minute time limit.

CAL 351.A3 requires that you deduce the structure of a compound from its MS, IR, 13C and H-NMR data.

• Note that on an examination you should be solving this type of problem in about 15-20 minutes!
• There are three levels to choose from EASY (max grade = 8 out of 10) or STANDARD (max grade = 10 out of 10) or HARD (max grade = 12 out of 10)
• You get to SELECT THE PROBLEM LEVEL FOR YOURSELF. Once you have select a problem you can't change the level.

In order to be ready you should work through the CAL materials and / or the appropriate material from the course textbook as you require. Self assessment 351.5 is recommended as basic preparation for this assignment.

Suggestions of materials to review to help you understand the topics are:

1.  Read Solving Spectral Problems

2. A good way to learn about H nmr is to practice sketching spectra

3.  Work through our Spectroscopy Problems for PRACTICE !

4.  Other WWW Materials:
Useful materials can be located at the following sites:

• University of Illinois - Organic Chemistry On-Line  and particularly the INTEGRATED SPECTROSCOPY PROBLEMS. Caution: Some problems contain DELIBERATE ERRORS for students to track down !!!!
• An electronic Organic Textbook
• UCLA - Webspectra

• Notre Dame - Organic Structure Elucidation workbook

5. Textbook:

CAL 351.A4: ALCOHOLS, ALKYL HALIDES AND ALKENE and their REACTIONS

To be completed during tutorial session Week 13, April 9-13 2012, 50 minute time limit.

CAL 351.A4 covers topics such as nomenclature, physical properties, acidity and basicity, stability and the substitution and elimination reactions that involve alcohols, alkyl halides and alkenes.

In order to be ready you should work through the CAL materials and / or the appropriate material from the course textbook as you require. Self assessments 351.4, 351.6 and 351.7 are recommended as preparation for this assignment.

1.  Links to important materials in the Organic Chemistry On-Line Learning Center (but you should look at Ch4, Ch8 and Ch5 for the more general issues)

• Properties of Alcohols, Alkyl halides, and Alkenes
• Nucleophilic Substitution reactions
• Nucleophiles, Leaving Groups, Carbocations
• SN1 and SN2 reactions
• Nucleophilic substituion reactions of alkyl halides and alcohols
• Radical Substitution reactions
• Elimination reactions
• E1 and E2 reactions
• Elimination reactions of alkyl halides and alcohols

2.  Other WWW Materials:
Useful materials can be located at the following sites:

• University of Illinois -Organic Chemistry On-Line
• Virtual Textbook (Michigan State University)

3. Textbook:

"Organic Chemistry" by Jones 4th ed.	"Organic Chemistry" by Carey 8th ed.
Chapter 7 Chapter 11	Chapter 4 Chapter 8