Link download test bank for organic chemistry 1st edition by klein

Test Bank for Organic Chemistry 1st Edition by Klein Chapter Topic: Introduction to Substitution Section Difficulty Level: Easy Which of the following is a substitution reaction? Ans: C Chapter Topic: Introduction to Substitution Section Difficulty Level: Easy Which of the following is a substitution reaction? Ans: D Chapter Topic: Introduction to Substitution Section Difficulty Level: Easy Which of the following is a substitution reaction? Ans: B Topic: Introduction to Substitution Section Difficulty Level: Medium Draw an example of a substitution reaction Ans: Numerous options! Topic: Introduction to Substitution Section Difficulty Level: Easy What is the nucleophile in the following reaction? Ans: B Topic: Introduction to Substitution Section Difficulty Level: Easy What is the electrophile in the following reaction? Ans: A Topic: Introduction to Substitution Section Difficulty Level: Easy What is the leaving group in the following reaction? carbon bromide hydrogen nitrogen Ans: B Topic: Introduction to Substitution Section Difficulty Level: Hard What are two features typical of a leaving group? Ans: A leaving group withdraws electron density from the adjacent carbon, and A leaving group can stabilize negative charge Topic: Introduction to Substitution Section Difficulty Level: Medium 10 For the following reaction, label the nucleophile, electrophile, and leaving group Ans: Topic: Introduction to Substitution Section Difficulty Level: Easy 11 What is the nucleophile in the following reaction? Ans: A Topic: Introduction to Substitution Section Difficulty Level: Easy 12 What is the electrophile in the following reaction? Ans: B Topic: Introduction to Substitution Section Difficulty Level: Easy 13 What is the leaving group in the following reaction? Sulfur Carbon Hydrogen Iodide Ans: D Topic: Alkyl Halides Section Difficulty Level: Easy 14 Which of the following is the correct IUPAC name of the following structure? Chlorocyclopentane 2-Chloro-1-methylcyclopentane 1-Methyl-2-chlorocyclopentane 1-Chloro-2-methylcyclopentane Ans: D Topic: Alkyl Halides Section Difficulty Level: Easy 15 Which of the following is the correct IUPAC name of the following structure? 3-Fluorobutane 2-Fluorobutane (S)-2-Fluorobutane (R)-2-Fluorobutane Ans: C Topic: Alkyl Halides Section Difficulty Level: Medium 16 Which of the following is the correct IUPAC name of the following structure? 2-Bromo-3-butylpentane (2S)-Bromo-4,5-dimethylheptane 3,4-Dimethyl-6-bromoheptane 2-Bromo-4-methylhexane Ans: B Topic: Alkyl Halides Section Difficulty Level: Easy 17 Which of the following is the correct structure for a compound with the IUPAC name of 2-bromo-3-methylbutane? Ans: A Topic: Alkyl Halides Section Difficulty Level: Easy 18 Which of the following is the correct structure for a compound with the IUPAC name of 1-iodo-3-ethylcyclohexane? Ans: B Topic: Alkyl Halides Section Difficulty Level: Medium 19 Which of the following is the correct structure for a compound with the IUPAC name of (2R)-2-fluorobutane? Ans: D Topic: Alkyl Halides Section Difficulty Level: Easy 20 Which of the following compounds has a tertiary carbon? Ans: B Topic: Alkyl Halides Section Difficulty Level: Easy 21 Provide an IUPAC name for the following compound Ans: 1,1-Dibromocyclopropane Topic: Alkyl Halides Section Difficulty Level: Medium 22 Provide an IUPAC name for the following compound Ans: 2-Chloro-5-fluorohexane Topic: Alkyl Halides Section Difficulty Level: Medium 23 On the following compound, label all of the primary, secondary, and tertiary carbons Ans: Topic: Alkyl Halides Section Difficulty Level: Medium 24 Identify the labeled carbon as primary, secondary, or tertiary Ans: tertiary Topic: Alkyl Halides Section Difficulty Level: Easy 25 Identify the labeled carbon as primary, secondary, or tertiary Ans: primary Topic: Alkyl Halides Section Difficulty Level: Easy 26 Identify the labeled carbon as primary, secondary, or tertiary Ans: secondary Topic: Possible Mechanisms Section Difficulty Level: Medium 27 Provide a definition of a concerted reaction Ans: All bond breaking and making occurs at the same time Topic: Possible Mechanisms Section 28 Which of the following is a reasonable definition of a concerted reaction? It is a reaction which takes place in a series of steps It is a reaction which produces a loud noise It is a reaction in which all bond-breaking and bond-forming occurs at the same time It is a substitution reaction Ans: C Topic: Possible Mechanisms Section Difficulty Level: Hard 29 Provide examples of the patterns for steps in the mechanisms of substitution reactions Ans: Nucleophilic attack, Loss of a leaving group, Proton transfer, and Rearrangement Topic: Possible Mechanisms Section 30 Which of the following is not a possible step in a substitution reaction? Ans: D Topic: Possible Mechanisms Section Difficulty Level: Medium 31 Provide an arrow pushing mechanism for the following reaction 32 Provide an arrow pushing mechanism and product for the following reaction Ans: Topic: Possible Mechanisms Section Difficulty Level: Easy 33 When drawing an arrow-pushing mechanism, the tail of the arrow starts where? At the bond that is being formed At the bond that is being broken At the source of electrons that is being moved At the location to which the electrons are being moved Ans: C or B Topic: Possible Mechanisms Section Difficulty Level: Easy 34 When drawing an arrow-pushing mechanism, the head of the arrow goes where? At the bond that is being formed At the bond that is being broken At the source of electrons that is being moved At the location to which the electrons are being moved Ans: D Topic: Possible Mechanisms Section Difficulty Level: Easy 35 Which of the following shows the correct arrow for loss of a bromide leaving group? Ans: A Topic: Possible Mechanisms Section Difficulty Level: Hard 36 Provide an arrow-pushing mechanism for the following (intramolecular) reaction 37 Which of the following is the rate law for the following SN2 reaction? Rate = k[1-bromopropane] Rate = k[NaCN] Rate = k[NaCN][1-bromopropane] Rate = k[NaCN]2 38 Write the rate law for the following SN2 reaction Ans: Topic: SN2 Mechanism Section Difficulty Level: Easy 39 Which of the following is the product of the following SN2 reaction? SN1 SN2 Protonation Elimination Ans: B Topic: Drawing the Complete SN2 Mechanism Section Difficulty Level: Easy 92 For the following reaction, which of the following is the product? Ans: D Topic: Drawing the Complete SN2 Mechanism Section Difficulty Level: Easy 93 For the following reaction, which of the following is the rate law? k[HBr] k[1-pentanol] k[HBr][1pentanol] k[HBr]2 94 Draw an energy diagram for the following reaction Ans: Topic: Drawing the Complete SN2 Mechanism Section Difficulty Level: Easy 95 For the following reaction, which of the following is the mechanism? A SN1 B SN2 C Protonation D Elimination Ans: B Topic: Drawing the Complete SN2 Mechanism Section Difficulty Level: Easy 96 For the following reaction, which of the following is the product? Ans: B Topic: Drawing the Complete SN2 Mechanism Section Difficulty Level: Easy 97 For the following reaction, which of the following is the rate law? Rate = k[MeI] Rate = k[t-butanol] Rate = k[MeI][t-butanol] Rate = k[OH] Ans: C Topic: Drawing the Complete SN2 Mechanism Section Difficulty Level: Medium 98 Draw an energy diagram for the following reaction Ans: Topic: Drawing the Complete SN2 Mechanism Section Difficulty Level: Hard 99 For the following reaction, provide the mechanism Ans: Topic: Drawing the Complete SN2 Mechanism Section Difficulty Level: Medium 100 For the following reaction, draw the product Ans: Topic: Drawing the Complete SN2 Mechanism Section Difficulty Level: Medium 101 For the following reaction, provide the rate law Ans: Topic: Drawing the Complete SN2 Mechanism Section Difficulty Level: Medium 102 For the following reaction, provide an energy diagram Ans: Topic: Determining Which Mechanism Section Difficulty Level: Easy 103 What set of reaction conditions should favor an SN2 reaction on 2-bromo3-methylbutane? weak nucleophile in a protic solvent weak nucleophile in an aprotic solvent strong nucleophile in a protic solvent strong nucleophile in an aprotic solvent Ans: D 104 What set of reaction conditions should favor an SN1 reaction on 2-bromo3-methylbutane? A weak nucleophile in a protic solvent B weak nucleophile in an aprotic solvent C strong nucleophile in a protic solvent D strong nucleophile in an aprotic solvent Ans: A Topic: Determining Which Mechanism 105 What reaction mechanism is most likely for substitution on the following compound? SN1 SN2 Either Neither Ans: C Topic: Determining Which Mechanism Section Difficulty Level: Easy 106 What reaction mechanism is most likely for substitution on the following compound? A SN1 B SN2 C Either D Neither Ans: B 107 What reaction mechanism is most likely for substitution on the following compound? A SN1 B SN2 C Either D Neither Ans: C Topic: Determining Which Mechanism Section Difficulty Level: Easy 108 What reaction mechanism is most likely for substitution on the following compound? A SN1 B SN2 C Either D Neither Ans: A Topic: Determining Which Mechanism Section 109 What reaction mechanism is most likely for substitution on the following compound? A SN1 B SN2 C Either D Neither Ans: C Topic: Determining Which Mechanism Section Difficulty Level: Easy 110 What reaction mechanism is most likely for substitution on the following compound? A SN1 B SN2 C Either D Neither Ans: D Topic: Determining Which Mechanism Section 111 Is the following nucleophile strong or weak? I– 112 Is the following nucleophile strong or weak? H2O A Strong B Weak C Not a nucleophile Ans: B Topic: Determining Which Mechanism Section Difficulty Level: Easy 113 Is the following nucleophile strong or weak? Li+ A Strong B Weak C Not a nucleophile Ans: C Topic: Determining Which Mechanism Section Difficulty Level: Easy 114 Is the following nucleophile strong or weak? HO– A Strong B Weak C Not a nucleophile Ans: A Topic: Determining Which Mechanism Section Difficulty Level: Easy 115 Is the following nucleophile strong or weak? H2S A Strong B Weak C Not a nucleophile Ans: A Topic: Determining Which Mechanism Section Difficulty Level: Easy 116 Provide an example of a strong nucleophile Ans: There are many possible answers Topic: Determining Which Mechanism Section Difficulty Level: Easy 117 Is the following nucleophile strong or weak? A Strong B Weak C Not a nucleophile Ans: A Topic: Determining Which Mechanism Section Difficulty Level: Easy 118 Is the following nucleophile strong or weak? Na+ A Strong B Weak C Not a nucleophile Ans: C Topic: Determining Which Mechanism Section Difficulty Level: Hard 119 Why polar aprotic solvents favor SN2 reactions? Ans: They raise the energy of the nucleophile, giving a smaller energy of activation for the SN2 pathway OR They can solvate cations, making the anion more “naked” and thus more nucleophilic Topic: Determining Which Mechanism Section Difficulty Level: Medium 120 What type of solvent would be best for obtaining an optically active product in the following reaction? polar protic polar aprotic apolar aprotic water Ans: A Topic: Determining Which Mechanism Section Difficulty Level: Easy 121 Which of the following leaving groups would you expect to be the best? Ans: D Topic: Determining Which Mechanism Section Difficulty Level: Easy 122 Which of the following solvents is not protic? EtOH H2O NH3 hexane Ans: D Topic: Determining Which Mechanism Section Difficulty Level: Easy 123 What type of solvent is ethanol (EtOH)? polar aprotic apolar aprotic polar protic Ans: C Topic: Selecting Reagents Section Difficulty Level: Easy 124 Which reagents would you use for the following reaction? H2S in water H2S in DMSO NaSH in water NaSH in DMSO Ans: D Topic: Selecting Reagents Section Difficulty Level: Easy 125 Which reagents would you use for the following reaction? HN3 in water HN3 in acetonitrile NaN3 in water NaN3 in acetonitrile Ans: D Topic: Selecting Reagents Section Difficulty Level: Easy 126 Which reagents would you use for the following reaction? HCl in water HCl in ether NaCl in water NaCl in DMF Ans: A or B Topic: Selecting Reagents Section Difficulty Level: Medium 127 Which reagents would you use for the following reaction? HBr in water NaBr in water Ethyl bromide Ethyl iodide Ans: C Topic: Selecting Reagents Section Difficulty Level: Medium 128 Which reagents would you use for the following reaction? NaOH in water NaOH in acetonitrile Water HCl in water Ans: C Topic: Selecting Reagents Section Difficulty Level: Easy 129 Which reagents would you use for the following reaction? methanol methanol in acetonitrile NaOMe in water NaOMe in acetonitrile Ans: D Topic: Selecting Reagents Section Difficulty Level: Hard 130 How would you accomplish the following transformation? Ans: MeOH (SN1 mechanism) Topic: Selecting Reagents Section Difficulty Level: Medium 131 How would you accomplish the following transformation? Ans: NaSH in a polar aprotic solvent Topic: Selecting Reagents Section Difficulty Level: Medium 132 How would you accomplish the following transformation? Ans: H3CCH2Br Topic: Selecting Reagents Section Difficulty Level: Hard 133 How would you accomplish the following transformation? Ans: Topic: Selecting Reagents Section Difficulty Level: Medium 134 How would you accomplish the following transformation? Ans: HBr Topic: Selecting Reagents Section Difficulty Level: Medium 135 How would you accomplish the following transformation? Ans: Topic: Selecting Reagents Section Difficulty Level: Easy 136 Which of the following sets of reagents would best accomplish the following transformation? 137 Which of the following sets of reagents would best accomplish the following transformation? 138 Which of the following sets of reagents would best accomplish the following transformation? Ans: D