Download Organic Chemistry Functional Groups, Nomenclature, and Reactions - Prof. Don Davies and more Study notes Organic Chemistry in PDF only on Docsity! Page 1 of 6 I. Nomenclature 1. Provide an example of each of the following functional groups. (6 points) amine oxide hemiacetal nitrosoamine 2. Provide a common name for each of the following structures. (4 points) 3. Identify the correct systematic name for each of the following structures. (6 points) a) 1-methyl-1-hydroxybenzaldehyde a) 3,N,N-trimethyl-5-amino-2-pentanone b) 1-formyl-1-phenylethanol b) 5-(dimethylamino)-3-methyl-2-pentanone c) 2-hydroxy-2-methyl-2-phenylethanal c) 3-methyl-5-(dimethylamino)-2-pentanone d) 2,2-hydroxyphenylpropanal d) 3,N,N-trimethyl-4-oxo-1-pentanamine e) 2-hydroxy-2-phenylpropanal e) 4-oxo-3,N,N-trimethyl-1-pentanamine Page 2 of 6 II. Theory 1. Natural products that contain nitrogen are called _____________________. (2 points) b a2. If a basic substance has a pK of 15, the pK of its conjugate acid is ________. (2 points) 3. Circle all of the following carbonyl compounds that could be formed from the 1,3- dithiane of formaldehyde? (3 points) a) benzophenone b) MVK c) acetaldehyde d) 1-phenyl-2-propanone 4. Circle all of the following reagents that will yield a hydrazone when reacted with an aldehyde or ketone? (3 points) 2 2 2 2 3 2a) NH OH b) NH NHPh c) NH NHC(O)NH d) CH NH 5. Given a mixture of benzoic acid, benzylamine and naphthalene, provide a scheme similar to the one in your text (p.847), showing how benzylamine can be separated from the other two components by an extraction method. (5 points) 6. Which sulfur functional group is contained in all sulfa drugs? (2 points) a) sulfoxide b) sulfone c) disulfide d) sulfonamide e) thiol 7. Which compound would react most rapidly with sodium methoxide and heat? (2 points) a) chlorobenzene b) 2-chloropyridine c) 3-chloropyridine d) 2-chloropyrrole Page 5 of 6 IV. Mechanisms 1. Using correct arrow pushing provide a detailed mechanism for the transition shown below. Include all intermediate structures and formal charges. (8 points) V. Synthesis: 1. Complete the following series of reactions by providing the missing reagents and structures. (13 points) Page 6 of 6 2. Fill in the missing reagents that are needed for the following transformation. (4 points) VI. Extra Credit (5 points possible) 1. Starting with phenylacetylene, show how the $-aminoalcohol product may be formed. You received __________ points out of 100 points possible. For an update of your overall lecture grade go to http://courses.weber.edu/.
