Download Portage Learning Module 4 Exam ||Chem 219 Principles of Organic Chemistry Dr David Gallaha and more Exams Organic Chemistry in PDF only on Docsity!
Question 1 Name each of the following using the IUPAC systematic nomenclature methodology. bd +r A B. Your Answer: A.(1R,3R) -1-bromo-3-chlorocyclopentane B. 5-Bromo-3-Chloro-3-Ethylheptane C. 1,2,4-trichlorobenzene Answer: A. trans-1-bromo-3-chloro-cyclopentane B. 5-bromo-3-chloro-3-ethylheptane | C.1,2,4-trichlorobenzene Lo -———- Question 2 a ci 10/10 pts 10/10pts CamScanner Question 2 => Classify each alkyl halide as primary, secondary. or tertiary: A. secondary B. primary C. tertiary D. primary Answer 1: secondary Answer 2: primary 10/10 pts Question 4 In the following reaction, identify the nucleophile, substrate, and leaving group. Oo NS a + o- acetate ion 1-brom opropane Acetate lon 1-bromopropane Bromine Question 5 Nucleophile Substrate Leaving Group 5/5 pts For the following reaction, predict what functional group the product of the reaction would contain. Note that you are not being asked | to generate the IUPAC name of the product, simply to state what functional group it would contain. Br CamScanner + HO - —_—_—> 2-brom opropane hydroxide ton Your Answer: Alkene | answer: Alcohol (2°) For the following reaction, predict what functional group the product of the reaction would contain. Note that you are not being asked to generate the IUPAC name of the product. simply to state what functional group it would contain. oO NN + o — 1-brom opropane mettet Your Answer: When acetone ion reacts with 1-bromopropane, the reacts proceeds with substitution and ester is synthesized. Question 8 2/2pts Determine if the following statement regarding substitution and elimination mechanisms are true or false. The “2" in Sy2 means that this mechanism occurs in a series of steps. Question 9 2/2pts Determine if the following statement regarding substitution and elimination mechanisms are true or false. “Inversion” of geometry is typically associated with the Sy2 mechanism. +e | False Question 10 Determine if the following statement regarding substitution and elimination mechanisms are true or false. The use of weak bases as nucleophiles promotes elimination over substitution in most cases. Question 11 Determine if the following statement regarding substitution and elimination mechanisms are true or false. Bulky substrates prefer to react by $1 or E1 mechanisms when a weak nucleophile is used. Question 12 2/2 pts 2/2 pts 2/2 pts Question 14 7.5 / 10 pts Classity the following solvents as protic or aprotic. Would this solvent enhance the rate of an’Sy1 or an Sx2 reaction? a bd c a sa as) Hyc—on \ / J 4 H a H tetrahydrofuran methanol (THA, acetonitrile formamide Your Answer: A. Protic solvent and it enhacnes the rate of Sn1 reaction B. Aprotic and they enhance the rate of Sn2 C. Aprotic and they enhance the rate of Sn2 D. Aprotic and they enhance the rate of Sn2 Answer: a. Protic, Sxy1 b. Aprotic, Sy2 c. Aprotic, Sy2 d. Protic, Sy1 Question 15 10 / 10 pts Rank the following substrates according to their increasing rate of reaction in an Sy2 substitution reaction. Briefly explain your ranking. wt H,C—c) YK Your Answer: cl C
