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CHEM 3780 Organic Chemistry Lab II
     
    Labs begin the week of January 16.
     
    FIRST LAB SESSION:
No Pre-Lab is required on the first day of class, but Pre-Labs are necessary for all other lab sessions. On the first day, students need to bring 1) a valid WMU ID, 2) the lab manual, 3) the lab notebook, 4) safety goggles, and 5) wear appropriate clothes, see syllabus for details
     
    MOLECULAR MODELS:
Molecular models are required for Lab 2 (Exp 1). Effective, inexpensive models are available in the bookstore or online, such as the Molecular Vision Organic Model Kit (Darling Models), or the Aldrich CHEM-TUTOR Student Modeling System
   
     
    SYLLABUS/SCHEDULE:
Students need to carefully review the details of this syllabus, pdf
     
    LINKS:
Spectral Database for Organic Compounds here
     
    NOTEBOOK
It is important that students careflully read the material before entering the lab. The PreLab and the " Bulleted Outline" need to be completed ahead of time as well; see sample bulleted outline here or here.
     
   

Week of

Lab#

CHEM 3780

Jan 16

Lab 1

1) CHECK IN and Spectroscopy I: IR / 1H NMR (TECH 710 / TECH 711)
Bring 1) a valid WMU ID, 2) the lab manual, 3) the lab notebook, 4) safety goggles, and 5) wear appropriate clothes.
Exp 1:
PreLab Exp 1 (="In-Lab Worksheet" handout)
Lab Exp 1 (="Lab Report Instrucions" handout)
Comment: If you have trouble finding a structure on the database by name then use the molecular formula instead. Remember that structures may have a common name in addition to the IUPAC name.

Jan 23

Lab 2

2) Spectroscopy II: 1H NMR / 13C NMR (TECH 711)
Exp 2:
PreLab (= In-Lab Worksheet) Exp 2 (here)
Lab Exp 2 (TBA)
Students can already prepare for this lab by 1) reviewing spin-spin coupling, N+1 rule, and multiplicity and by 2) stdying new keywords: coupling constants, DEPT 13C NMR.

Jan 30

Lab 3

3) Reducing Benzil Using NaBH4 (REAC 715)
Pre-Lab Exp 3 (here)
In preparation for your lab, it is recommended that you first read the experiment description on pages 179-189. Take notes directly into your notebook. These excerpts will serve as a reference for future experiments and the final exam. It is good practice to look up structures, mechanisms, functional groups and hazards of all chemicals that are involved. Also remember to review the use of TLC (TECH 707, pp 29-38). Bring a ruler.
Lab Exp 3 (here)

Feb 6

Lab 4

4) Grignard Reaction with an Aldehyde
(REAC 718)
Students will benefit from reviewing the principle of extraction.

Pre-Lab Exp 4 (here)
Lab Exp 4 (here); additional spectra (here)

Feb 13

Lab 5

Grignard cont’d, no new PreLab or LabReportInstructions

Feb 20

Lab 6

5) Aldol Condensation (REAC 720) (IR)
Pre-Lab Exp 5 (here)
Lab Exp 5 (here)
Spectrum of benzaldehyde (here)

Feb 27

No Lab

 

Mar 5

No Lab

 

Mar 12

Lab 7

6) Fischer Esterification (SYNT 713) (IR and GC)
Pre-Lab Exp 6 (here)
Lab Exp 6 (here)

Mar 19

Lab 8

Fischer Esterification cont’d

Mar 26

Lab 9

7) Nitration of Acetanilide (REAC 716)
Lab Description (here)
PreLab (here)
LabExp (here)

Apr 2

Lab 10

8) Synthesis of Acetaminophen (SYNT 746) (IR)
PreLab (here)
LabExp (here)

Apr 9

Lab 11

9) Wittig Reaction (SYNT 721)
PreLab (here)
LabExp (here)

Apr 16

Lab 12

Lab Exam