Dr. Yves Rubin

Link to my research group

NOTE: this page last updated on Friday, January 11, 2008

• Material covered (along timeline of this course, along with extra material presented in lectures):
  • Ch. 12 (Infrared Spectroscopy, starting Winter 2006, I will cover spectroscopy first)
  • Ch. 13 (NMR)
  • Ch. 10 (9 for F&B 3rd Ed) (Alcohols and Thiols)
  • Ch. 11 (Ethers, Sulfides, Epoxides)
  • Ch. 15 (Organometallic compounds, 15.1 and 15.2 only) NEW
  • Ch. 16 (Aldehydes and Ketones, all except 16.9 (S-nucleophiles), 16.12.C (alpha-halogenation), 16.13 (oxidation of aldehydes or ketones, and 16.14.a/c)
  • Ch. 17 (Carboxylic Acids)
    • 17.5.A
    • 17.6 (A,B,C) NEW as of 12/9/05
    • 17.7(A,B)
    • 17.8
    • (skip 17.9)
  • Ch. 18 (Functional Derivatives of Carboxylic Acids)
    • 18.4
    • 18.5 (C,D,E) NEW as of 12/9/05
    • 18.6 (A,B) NEW as of 12/9/05
    • 18.7 (A,B) NEW as of 12/9/05
    • 18.9 (A,B,C; Grignard reagents, orgranolithium compounds, cuprates) NEW as of 12/9/05
    • 18.11 (Reduction of esters, amides, nitriles) NEW as of 12/9/05

All mechanisms covered in class

For the final exam, please study also the nomenclature of alcohols, ketones/aldehydes.

• Exams:
  • Midterm I: Wednesday, Feb 6, 2008 (CS50 + Room TBA)
  • Midterm II: Wednesday, Feb 27, 2008 (CS50 + Room TBA)
  • Final exam: Thursday, March 20, 2008, 3:00 - 6:00 pm (location TBA)

A Cram
Carcerand
(click on picture)

2D NMR

Recommended Problems from Foote&Brown (3rd Edition):

• Problems for Ch. 9: 15, 16, 32, 34-37, 39-42, 43, 46
• Problems for Ch. 11: 15, 16, 25-28, 31, 34, 38
• Problems for Ch. 12: 8, 11, 12
• Problems for Ch. 13: 16, 17, 19-29, 31, 32
• Problems for Ch. 15: 9, 10, 12, 13
• Problems for Ch. 16: 15, 17, 18, 20, 25, 27, 28, 30, 33, 34, 42, 47, 50, 53, 54, 56, 59, 63, 64, 68
• Problems for Ch. 17: 15, 18 (a,b,d), 19 (b.c.d), 23, 32, 39
• Problems for Ch. 18: 20, 26 (not d), 28, 31, 32, 33 (not f), 38, 47, 52

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 Scream 
by E. Münch

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 the 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, I've lost the original file, use key)	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