<p> SciFinder Scholar – Practice Examples – Substances & Reactions</p><p>Substances cyclohexanol 1. Use the “Locate” feature to the substance called “cyclohexanol.”</p><p>Number of substances = ______</p><p>Look at what the record for this substance contains:</p><p>CAS Registry Number Synonyms (i.e., Naxol, Anol, etc.) Experimental properties Predicted properties Number of references to this substance STN Files (other databases with data on this substance)</p><p>Get References  References associated with … Preparation (all years) Spectral properties (all years) Properties (all years) Note: All other options only go back to 1966!!!</p><p>2. Search for substances that have the exact structure for cyclohexanol as O drawn on the left. </p><p>Number of substances = ______</p><p>Why so many substances?</p><p>Repeat the exact structure search, but put a check by the box for “Only return substances that are single components.” </p><p>Number of substances = ______</p><p>Why so many substances?</p><p>Find references for all 18O isotope-containing isomers.</p><p>Select substances  Tools  Keep substances = ______3. (a) Draw the substance shown on the left. Search for substances that:</p><p>Number of substances = ______</p><p>3. (b) Search for this substance using the MF = C11H18</p><p>Number of substances = ______[Yikes!]</p><p>Substructure Searching</p><p>4. (a) Draw the substance shown on the left. Search for substances that: have this “substructure” “ … that are single components” </p><p>Number of substances = ______S Cl</p><p>4. (b) Repeat the search but modify the structure by: “Locking out” the sulfur atom from further bonds Drawing a hydrogen atom as shown. H Number of substances = ______S Cl</p><p>Cl 5. Draw the substance shown on the left. Search for substances that: have this “substructure” Cl O “ … that are single components” Why are aromatic moieties found?  Perform “Analyze by Precision”. Look at … “Conventional Substructure” versus “Closely Associated Tautomers and Zwitterions”</p><p> Perform “Analyze by Ring skeletons” Choose “Ring skeletons with atoms”</p><p>Cl 6. Do a substructure search chlorobenzene. What does SciFinder Scholar force you to do? Organometallic Substances – Analyze by Precision</p><p>1. Draw the desired structure or substructure 2. Run the search. 3. Analyze results by Precision. 4. Choose “Conventional structures” or “Conventional substructures”.</p><p>You may widen your search to include tautomers or zwitterions, but often you do not need to.</p><p>For example, draw two thioacetates attached to an iron atom, and do a substructure search on a more complex substance.</p><p>S S Fe</p><p>S S Do a substructure search and limit to substances that are single components.</p><p>Number of structures = ______</p><p>Analyze by Precision gives: “Conventional substructures” = ______</p><p>“Closely associated tautomers and zwitterions” = ______</p><p>Look at the kind of structures that are described by these two terms: “Conventional substructures” (best for most purposes) “Closely associated tautomers and zwitterions” “Loosely associated tautomers and zwitterions”</p><p>Analyze by Real-atom attachments</p><p>Analyze the above structure (limited to “conventional substructures) … by Real-atom attachments. You can limit by atoms or by groups such as: A – any (not H) Q – any (not C, H) Cb – any carbocycle Cy – any cycle Ak – any alkyl chain X – any halogen M – any metal Click on the methyl group to see what substances have nitrogen attached at that carbon. Reaction Searching</p><p>Get reactions where the structures are “variable only at the specified positions.”</p><p>N</p><p>S N S S</p><p>S Product</p><p>Note that the earliest reaction that is found is from 1985. But this is “Antabuse” – a drug that is used to treat people who want to quit drinking (it makes you feel nauseous if you ingest alcohol. It has been used for many years before 1985.</p><p>Click on the drawn substance Antabuse in one of the reactions. Choose References  References associated with “Preparation”.</p><p>Number of references = ______</p><p>Year of earliest preparation = ______</p><p>Get reactions where the structures are “substructures of more complex structures.”</p><p>N</p><p>S N S S</p><p>S Product</p><p>Number of reactions = ______More Reaction Searching & Substructure Searching</p><p>Draw bipyridine. Label it as a product. To do an exact search for reactions in which this is a product, click on get reactions where this structure is “substructure of more complex structures”.</p><p>N N product Number of reactions = ______</p><p>Repeat the search, but limit to those in which the bond between the rings is formed.</p><p>N N product Number of reactions = ______</p><p>Refine these reactions to just those that involve tin by: 1. Select “Refine by Reaction structure” 2. Draw the following pyridine / tin substructure and label as “reactant or reagent”</p><p>N Sn Reactant/Reagent</p><p>3. Get reactions where the structures are substructures of more complex structures </p><p>It is not necessary to have the bipyridine structure in the “Refine by Reaction structure” search. However, a substructure search is necessary to find substances which contain Sn.</p><p>Number of reactions = ______</p><p>Analyze these reactions “by catalyst”. What catalysts are used most often? ______</p>