Topic 55: Cyclic hexoses: pyranose and furanose forms, anomeric centers

55.1What is a pyranose?
 
55.2What is an anomeric center? an anomer?
 
55.3What is the difference between α-D-glucopyranose and β-D-glucopyranose?
 
55.4What is so special about the β-D-glucopyranose structure?
 
55.5Are sugars generally found in the open form, the α-pyranose form, or the β-pyranose form?
 
55.6What is a furanose? A ribofuranose? The compound 2-deoxyribofuranose?
 

Topic 56: Haworth projections

56.1What is a Haworth projection? What aspects are critical in drawing it?
 
56.2Why is it generally unnecessary to show hydrogens on carbon on a Haworth projection?
 
56.3When would a Haworth projection be more useful than a Fischer projection?
 
56.4What‘s the trick for translating from a Fischer projection to a Haworth projection?
 

Topic 57: Glycosides

57.1What is a glycoside?
 
57.2What is a glycopyranoside? a glycofuranoside?
 
57.3What is wrong with the mechanism in your book (i.e. extremely unlikely)? [Hint: what does “HCl in EtOH” mean?]
 
57.4What does hydrolysis mean?
 
57.5Why are acidic conditions necessary both for the formation of a glycoside and for its hydrolysis?
 
57.6What four products are formed in the process of glycoside formation?
 

16 questions
472 questions for Organic II

472 Questions for Organic II

Dearest Student. This web page is a set of questions I call Detailed Intended Learning Outcomes For Organic Chemistry (Part II). Some time ago I asked myself, "Bob, what do you think are the key questions that you hope students will be able to answer after taking Chemistry 248 at St. Olaf College?" So here you have them. Some are very simple; some require more thought. All are good questions to be thinking about as you read, discuss, and master the practical aspects of organic chemistry. They are discussion starters and review tips. There are no answers here (though there are some clues). The questions are here to help you focus on what's important (to me, at least!) and organize your learning process. The questions are grouped into topics. Bite-size chunks. Take them a few at a time. Don't feast on them all at one sitting!

(preliminary version 2021.01.15 feeback: Bob Hanson)