Practice Exam for Organic Chemistry I | CHEM 547, Exams of Organic Chemistry

Download Practice Exam for Organic Chemistry I | CHEM 547 and more Exams Organic Chemistry in PDF only on Docsity! Chemistry 547 Fall 2010 First Hour Exam Name _______________________________________ PLEASE PRINT 1. (12 pts) Nomenclature. Write a systematic name for a ‐ c. Draw a structure for d. a) b) d) 3 pts c) 3 pts 2. (10 pts) It is possible (but not plausible) that the structure below is an aggregation pheromone of cimex thompsonarius, a type of beetle that infects college administration buildings and leads to the proliferation of new administrative positions. Use this structure to answer the questions below. cis‐bicyclo[3.3.0]octane O O hybridization model bond angle bond angle hybridization model What is the molecular formula for this substance? Cl HO H3C H3C Cl 3 pts 3 pts 1 2 3 4 5 6 7 8 1 2 3 4 5 H H trans-1-chloro-3-methylcyclopentane 1-methylcycloheptanol 6-chloro-5-isopropyl-2-methyloctane sp2 sp120o 109.5o C15H14O2 KEY 3. (12 pts) Chemical reactions. Complete each reaction below with the expected product(s) 4. (12 pts) What term best describes the relationship between each pair of structures. Possible answers include: identical, resonance structures, constitutional isomers, stereoisomers or conformers. a) b) c) 3 pts 3 pts 3 pts and and H2 Pd/C catalyst OH HCl room temperature flame excess O2 d) and O O OH H3C OH H3C and Cl H H H3CH Cl CH3 H Cl + H2O + H2OCO2 identical identical constitutional isomers conformers