The University of Missouri at Columbia
Chemistry 212 - Organic Chemistry II - Winter Semester 2000
SCHEDULE OF EXPERIMENTS
|Instructor||Professor Rainer Glaser|
|Office||321 Chemistry Building|
|Chemistry 212 Course Web Site||http://www.missouri.edu/~chemrg/RG_T_WS00.html|
|Expt. 1||MU||MP||Recrystallization of Acetanilide and Melting Point Determination.|
A. Determination of the distribution coefficient for the partitioning of acetic acid and hexanoic acid between 1-octanol and water.
B. Separation of a mixture of basic, acidic and neutral organic compounds by extraction.
|Expt. 3||CER 714||IR||SN1 and SN2
A. Synthesis of n-butyl bromide.
B. Introduction to IR analysis of product.
C. Factors affecting the rates of SN1 reactions.
a. Effect of leaving group.
b. Effect of alkyl group.
c. Effect of solvent polarity.
|Thin Layer Chromatography
and Column Chromatography.
A. Analysis of the crude pigment extract from tomato paste by TLC.
B. Separation of lycopene and b-carotene by column chromatography.
|Expt. 5||CER 716||MP
A. Nitrating Acetanilide or Methyl Benzoate (split class, maybe share results to see both meta and ortho/para directing effects).
B. TLC analysis of crude and recrystallized products. Identify solvent system necessary. Melting point analysis.
|Expt. 6||CER 715||MP
Reduction of Benzil.
A. Introduction to NMR analysis of product.
B. TLC, melting point and IR (KBr pellets) analysis.
C. The above analysis will be used to identify which stereoisomer(s) is (are) formed.
|Identification of an
Unknown Alcohol, Aldehyde or Ketone.
A. Qualitative chemical tests.
|Expt. 8||CER 713||GC
|Preparation of Isopentyl
Acetate by the Fischer Esterification.
A. Introduction to GC analysis of product.
B. IR and/or NMR analysis.
|Expt. 9||CER 726||MP
|Amide Synthesis of
Characterization by melting point, IR and NMR
|Expt. 10||CER 721||MP
|Wittig Reaction: Synthesis
of trans-9-(2-Phenylethenyl) anthracene.
A. Characterization by melting point, TLC, IR and NMR.
B. Perhaps monitor the reaction by TLC.
1-Phenylethanol: A Grignard Reaction.
A. Preparation of the Grignard reagent (phenylmagnesium bromide).
B. Reaction of the Grignard reagent with acetaldehyde.
C. Characterization by IR, and NMR.
|Analysis of an Unknown
A. Qualitative classification tests.
B. Preparation of the osazone derivative.
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