NOTE: this page last updated on March 25, 2008
For Foote&Brown 3rd Edition information, look here
- Material covered (along timeline of this course, along with extra material presented in lectures):
- Ch. 12 (Infrared Spectroscopy)
- Ch. 13 (NMR)
Midterm 1 Exam stops here
- Ch. 10 (Alcohols and Thiols)
- 10.3, 10.4, 10.5, 10.6, 10.7, 10.8 (oxidations), 10.9.A, 10.9.E,F,G (thiols)
- Ch. 11 (Ethers, Sulfides, Epoxides, except crown ethers)
- 11.4, 11.5, 11.6 (silyl ethers), 11.7 (epoxides), 11.8.A,B,C (not Sharpless), 11.9, 11.12 (thioethers)
- Ch. 15 (Organometallic compounds, 15.1 only)
- Ch. 16 (Aldehydes and Ketones)
- 16.2 (nomenclature)
- 16.4, 16.5 (Addition of Carbon Nucleophiles)
- 16.6 (Wittig reaction)
- 16.7 (Addition of Oxygen Nucleophiles)
Midterm 2 Exam stops here
- 16.8 (Addition of Nitrogen Nucleophiles)
- 16.11A (Reduction; covered this material together with 17.6/18.10A)
- Ch. 17 (Carboxylic Acids)
- (NO nomenclature)
- 17.5.A (Grignard reaction with CO2)
- 17.6 (Reductions)
- 17.7 (Esterifications including with diazomethane)
- 17.8 (Acid Chlorides)
- Ch. 15 (Organometallic compounds, cuprate reagents, 15.2 only)
- (Decarboxylation of ketoacids and malonic acids will not be included)
- Ch. 18 (Functional Derivatives of Carboxylic Acids)
- (NO nomenclature)
- 18.3 (General Reactivity)
- 18.4 (C,DE, Hydrolysis of Esters, Amides, Nitriles)
- 18.5 (A,B, Reaction with Alcohols)
- 18.6 (A,B,C Reaction with Amines)
- 18.9 (Grignard reagents, organolithium compounds, cuprates)
- 18.10 (Reductions of esters, amides, nitriles, including Dibal-H)
All mechanisms covered in class
- Exams:
- Midterm I: Friday, Feb 8, 2008 (CS50 + Dodd 147)
- Midterm II: Friday, Feb 29, 2008 (CS50; names in L-Z + Dodd 147; names in A-K)
- Final exam: Thursday, March 20, 2008, 3:00 - 6:00 pm
(CS50; names in A-K + Royce Hall 362; names in L-Z)
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Handouts
- Review material for reactions learnt in CHEM 30A and 30B (PDF)
- IR and NMR class handout (PDF)
- NMR: Graphical Table of Chemical Shifts for 1H (larger version)
- NMR: Graphical Table of Chemical Shifts for 13C (larger version)
Recommended problems from the book:
- You should work on problems from the book on a regular basis. Most of them are meant to be repetitive (to memorize new reactions), but some are much more difficult and too specific (in the last 1/3 of the series). I would recommend spending most of your study time doing the comprehensive problems below and those in the past exams. Use those of the book's as basic training.
- Problems for Ch. 12: 8, 10, 11
- Problems for Ch. 13: 16, 17, 18, 19-26
- Problems for Ch. 10: 15, 16, 31, 33-36, 38-43, 45
- Problems for Ch. 11: 15, 16, 24-27, 30, 33, 34, 37
- Problems for Ch. 15: 7, 8, 10, 11, 17
- Problems for Ch. 16: 14, 15, 17, 18, 19, 20, 21, 23, 24, 29, 30, 32, 37, 38, 42, 43, 50, 51, 54, 57, 59
- Problems for Ch. 17: 18 (a,b,d), 19, 22, 23, 32, 39
- Problems for Ch. 18: 20, 25 (not d), 27, 31, 32 (not f), 37, 48, 50
Comprehensive problem sets:
- Combined Spectroscopy Problems
- Problem Set 1 (NMR problems for Ch. 13)
- Problem Set 1 Answer Key
- Problem Set 2 (Chapters 10 and 11)
- Problem Set 2 Key
- Problem Set 3 (Chapter 16-18, combined NMR problems)
- Problem Set 3 Answer Key
WebSpectra, do Beginning and/or Intermediate 1 levels
The following exams are for practice. The exam format will not change much
in upcoming exams and will include Tables of the IR and NMR data
| Winter 2008 Midterm I (PDF) | Key (PDF) |
| Winter 2008 Midterm II (PDF) | Key (PDF) |
| Winter 2008 Final (PDF) | Key (PDF) |
| Fall 2006 Midterm I (PDF) | Key (PDF) |
| Fall 2006 Midterm II (PDF) | Key (PDF) |
| Fall 2006 Final (PDF) | Key (PDF) |
| Spring 2006 Midterm I (PDF) | Key (PDF) |
| Spring 2006 Midterm II (PDF) | Key (PDF) |
| Spring 2006 Final (PDF) | Key (PDF) |
| Winter 2006 Midterm I (PDF) | Key (PDF) |
| Winter 2006 Midterm II (PDF) | Key (PDF) |
| Winter 2006 Final (PDF) | Key (PDF) |
| Fall 2005 Midterm I (PDF) | Key (PDF) |
| Fall 2005 Midterm II (PDF) | Key (PDF) |
| Fall 2005 Final (PDF) | Key (PDF) |
| Spring 2005 Midterm I (PDF) | Key (PDF) |
| Spring 2005 Midterm II (PDF) | Key (PDF) |
| Spring 2005 Final (PDF) | Key (PDF) |
| Winter 2005 Midterm I (PDF) | Key (PDF pp.1-3, pp.4-5) |
| Winter 2005 Midterm II (PDF) | Key (PDF) |
| Winter 2005 Final (PDF) | Key (PDF) |
| PLEASE NOTE below: Spectroscopy used to be part of Chem 30C until Fall 2004. Only IR and NMR problems in the following exams are relevant to this course. |
|
| Winter 2004 Midterm I (PDF) | Key (PDF small, large (3.1 MB)) |
| Winter 2004 Midterm II (PDF) | Key (PDF small, large (4.7 MB)) |
| Winter 2004 Final Exam (PDF) | Key (PDF) |
| Fall 2003 Midterm I (PDF) | Key (PDF) |
Fall 2003 Midterm II (sorry, no file avail.) |
Fall 2003 Midterm II Key |
| Fall 2003 Final Exam (PDF) | Key (PDF) |
| Spring 2003 Midterm I (PDF) | Spring 2003 Midterm I Key |
| Spring 2003 Midterm II (PDF) | Spring 2003 Midterm II Key / PDF |
| Spring 2003 Final (PDF) | Spring 2003 Final Exam Key / PDF |
| Fall 2001 Midterm I / PDF | Fall 2001 Midterm I Key / PDF |
| Fall 2001 Midterm II / PDF | Fall 2001 Midterm II Key / PDF |
| Fall 2001 Final Exam / PDF | Fall 2001 Final Exam Key |
- O-H stretch
- C-H stretch
- C=O stretch
- C=C stretch
- C-O stretch
- C-H oop/1
- C-H oop/2
- Benzyne C∫C Stretch Frequency (shown also at left)
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