C400 Problem Set 7: Chemical Synthesis or Reaction Information

Department of Chemistry

Fall 2004
Updated: 17 November 2004 OK TO PRINT OUT

Your name:

1. Find a description of the Curtius rearrangement reaction in one of the books specifically designed to identify name reactions. (Be sure to re-shelve it in the proper place.)

[1] List the title, year of publication, and page(s) where you found the reference.

[2] Briefly describe what goes on in a Curtius reaction.

2. Use the Organic Syntheses Collective Volume VI to find an instance where the Curtius reaction was used to prepare 1-Phenylcyclopentylamine.

[3] Write down the page number on which you found the information
and also the years covered by the sixth Collective Volume.

Be sure to re-shelve it in the proper place.

4. Use the Organic Syntheses databases to find a preparation for 1-Phenylcyclopentylamine.

[4] Print out the entire procedure and notice how detailed it is.

Choose the "Browse Reactions" option in the database and note the general types of reactions found in this source.

[5] How many rearrangements reactions are found in collective volume X?

5. Using Beilstein CrossFire, find a reference that uses the reagent LiAlH4 in a reaction to make 1-Phenyl-cyclopentylamine.

[6] Obtain a printout of your answer.

6. Use the Gmelin CrossFire database to find the following product that is made from the reagent indicated:

Make all of the nodes in the reactant free sites, but NONE of the nodes in the product. (HINTS: See the Query option while in structure building mode. Draw all bonds explicitly connected to the Pt)

[7] Obtain a printout of your answer.

7. Connect to SciFinder Scholar.

Find articles that deal with preparation of the compound with Registry Number 91-56-5.

[8] Write down how you went about searching for this information.

How many records (hits) did you find?

[9] What period of time did your search cover?

Limit your previous answer set to the year 1997.
[10] How many records did you find? (Should be under 5)

[11] Print out the records in the full format and hand them in.
Be sure to write your name on all printouts.

8. Use the IP Login for SPRESI database to do a reaction substructure search for isatin as a product.


[12] How many pages of reactions did you find?

[13] Select the first reference in the output and obtain a printout that has the bibliographic information for one of the journal articles in which the compound appeared.

6. Use IUCAT to search for the series "The Chemistry of Functional Groups." How many entries are found that are held by any library in the system.

[14] Number of entries found:

[15] Title of the third entry on the list: