Chem Draw Lab Exercises - Fall 2020 PDF

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This was lab 5 which involved using chemdraw...

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ChemDraw Lab Exercises – Fall 2020 1. Draw the skeletal structures of the compounds Lipitor® and Remdesivir (Veklury). a. Add a text box next to each functional group present in both of the compounds listed above and label them appropriately. Next, color the bonds of each functional group a color unique to that functional group. (Ex: all alcohols are red, all esters are blue, etc.) Be sure to include a color legend. b. Determine the molecular weight and the chemical formula for both compounds. c. When drawing Lipitor®, why does ChemDraw create two large compounds instead of one?

2. Draw the structures for the compounds Dexamethasone and Penicillin G indicating the stereochemistry of each stereocenter. Color all carbonyls red and make them noticeably larger in font.

3. Given the Fischer projections below, draw the skeletal structures in ChemDraw. Important – the parent chain for each skeletal structure must be drawn in the plane of the page. a. Indicate (in red) the stereochemistry of each stereocenter. b. Draw the enantiomer of the skeletal structures. c. Are any of these meso compounds? If so, indicate which one(s).

4. Using the 1H NMR below, predict the chemical structure of this C10H22O compound. Draw the structure in ChemDraw and predict your proposed structure’s 1H NMR. Print the full ChemNMR 1 H Estimation page that confirms your proposed structure and include it in your lab report.

12H

4H 4H 2H

5. Using the 1H NMR below, predict the chemical structure of this C9H21N compound. Draw the structure on ChemDraw and predict your proposed structure’s 1H NMR. Print the full ChemNMR 1 H Estimation page that confirms your proposed structure and include it in your lab report.

3H 6H 6H

2H

4H

6. Predict the product for the following reaction by completing the line reaction below.

7. The mechanism for the addition of hydrobromic acid to cyclobutylethene occurs through a ring expansion mechanism. Draw the mechanism of this reaction in ChemDraw using the ACS style template. Indicate the transition state of the ring opening step using brackets and the ‡ symbol, dashed lines for bonds breaking and forming, indicate all partial charges with a δ+/-. Also, indicate the “H” that is added in Markovnikov fashion to the double bond with blue color. Be sure the reaction is neat and all bonds have proper angles....