CHEM 202 Practice Exam 2

CHEM 202 Practice Exam 2 - C HEM202 Practice Exam 2 Fall...

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CHEM202 Practice Exam 2 Fall 2010 NAME: Dr. Thomas Berg Total Points = 125 Questionsl-25 : 5 points each
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1. Which of the following structures is the most important contributor to the resonance hybrid fonned when toluene undergoes para nitration? IV. ~ H N02 n. Q $H ill. Q~ H~ NO::;! a) I b) II c) III d) IV e) V 2. Rank the following groups in order of increasing activating power in electrophilic aromatic substitution reactions: e) None of these is correct.
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3. What is the IUPAC name for the following compound? a) 1,5-dimethoxynaphthalene b) 2,7 -dimethoxynaphthalene c) 3,9-dimethoxynaphthalene d) 2,8-dimethoxynaphthalene e) None of these is correct. 4. best method for carrying out the following reaction? a) 1. "'COOH 2. RN0 3 / H2SO4 b) 1. CH3CC / AtC[3 3 / H 2 SO4 3. KMn04 / H+, heat c) 1. CH 3 Ce / AtCt 3 2. KMn04 / H+, heat 3. 3 / H 2 SO 4 d) 3 / H 2 SO4 2. CH 3 Ct / AtCt3 3. KMn04 / H-r-, heat e) 1. RN03 / H2SO4 2. +COOH 5. How many distinct nodal planes which are perpendicular to the molecular plane are present in the 1t6 * orbital of benzene? 0 b) 1 c) 2 d) 3 e) 4
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'! OH-Iheat 6. What would be the final major product ofthe following reaction sequence? p-Xylene ... CO~ I Br a) (( 2 ~ O C02H ~NO' ~l b) CO,H c) ~ Br ~ C0 2 H d) ~*& C01H &ro~ e) ~I I N0 2 7. Which best describes the HOMO of cyclobudiene? a) It is a half filled pair of degenerate nonbonding 1t molecular orbitals. b) It is a filled pair 1t c) is a half filled pair of degenerate antibonding d) is a half filled pair of degenerate bonding e) is a filled pair 1t molecular orbitals.
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8. Which of the following is most likely to be the first step in the general mechanism for electrophilic substitution reactions? N 0 ~t __ " ("fE + H(i, .~ 1 l~H O r41 IT. I+E- ~ ]00 cr::~ m ':::-. . I + E a) I b) II c) III d) IV e) V H (:r/E '-~ l£l C( H<9 + % H 9. How many constitutional isomers are possible for dibromophenoI? a) 2 b) 3 c) 4 d) 5 e) 6 10.
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  • Fall '10
  • ThomasBerg
  • Benzene, Nucleophilic Aromatic Substitution, Electrophilic aromatic substitution, aromatic substitution reactions

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CHEM 202 Practice Exam 2 - C HEM202 Practice Exam 2 Fall...

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