InfoSurf Logo Chemical Literature (Chem 184/284)
 You are here: Home > Library Services > Library Instruction > Chemical Literature (Chem 184/284) > Lecture 15 Quiz Questions

Lecture 15: SciFinder Scholar/Web, Part IV and V
Structure Searching and Reaction Searching
Quiz Questions

Note: Check ALL correct answers to each question. There may be more than one correct answer.

Question 1: Below is the structure of heme, the oxygen carrying complex that is part of hemoglogin, in red blood cells.

Which one of the following tools or combinations of tools would be the MOST efficient wau to build the ring structure shown?

  1. _____ Pencil tool, Atom tool, Double bond.
  2. _____ Benzene ring, Cyclopentane ring, Atom tool, Double bond.
  3. _____ Template tool (Coordination cmpd), Atom tool, Double bond.
  4. _____ Template tool (Steroids), Atom tool, Double bond.

Question 2: Below is an example of an omega-3 fatty acid, which may be of importance in controlling blook cholesterol levels.

In SciFinder Scholar, which of the following tools would be useful in drawing this structure?

  1. _____ Shortcut tool.
  2. _____ Variable tool.
  3. _____ Variable points of attachment.
  4. _____ Repeating tool.
  5. _____ Stereo double bond tool.

Question 3: When you search a structure with stereo bonds drawn in (like the one above), SciFinder Scholar comes back with a histogram of different stereo options. Why might that logically be?

  1. _____ The system assumes that you may not know what you're doing in drawing the structure.
  2. _____ If you are doing a substructure search, different substituents may, according to the rules of stereochemical nomenclature, give different assignments of R vs S or E vs. Z..
  3. _____ Since some authors may have been dealing with stereoisomers of interest without labeling them as such, you might want to look at their papers even though CAS didn't assign the stereospecific Registry Numbers for those documents.
  4. _____ If you are using a structure from a Registry Number as a template, you may want stereochemistry other than that displayed in the starting molecule.
Question 4: Suppose you wanted to find all the different possible hexahalobenzenes, with no other subtituents allowed, using SciFinder Web. Which tools would be useful?
  1. _____ Variable tool.
  2. _____ Variable points of attachment.
  3. _____ Lock atoms tool.
  4. _____ Repeating tool.
  5. _____ Rotate structure tool.
Question 5: The reaction diagram below is an example of a retro-Diels-Alder reaction.

Which of the following tools may have been used to draw the reaction?

  1. _____ Benzene ring tool.
  2. _____ Cyclopentane ring tool.
  3. _____ Reaction arrow tool.
  4. _____ Reaction atom mapping tool.
  5. _____ Reaction site mapping tool.
  6. _____ Lock out rings tool.
Question 6: Some common functional groups, such as the nitro group, are tautomeric, making the way to draw their structures ambiguous. What are possible efficient was to check on how SciFinder draws such groups?
  1. _____ Try drawing the group in each possible way, then search them to see which one works properly.
  2. _____ Look up a compound which contains the group you're interested in, then view the structure to see how it's drawn.
  3. _____ Check the Functional Groups tool to see if the group you want is listed, then click on it to see how SFS draws it.
  4. _____ Check an good organic chemistry textbook to see how the structure is drawn.
The following question has multiple parts and requires searching on SciFinder Scholar or SciFinder Web. You may do them on your own before class, or do them in class on lecture day before handing them in.

Question 7: Draw the retro-Diels-Alder reaction shown above. Now, search for reactions with open substitution, and Refine the answer set to reactants containing phosphorus.

  1. How many such reactions are there? ___________________________
  2. How many different documents do they appear in?_______________
  3. For the most recent of these documents, how many cited references does it have? _______________
  4. For the same document, how many citing references does it have? ________________
  5. How many reactions, other than the ones you found by structure searhcing, does the document have? ______________

This page created by Chuck Huber (huber@library.ucsb.edu).
Updated: 02/21/08 12:56:29