Exam 3 Practice Exam

Answer the following question below for the reaction of (R)-1-bromo-1-phenylethane with sodium azide in a water/ethanol solution. a) Kinetics experiments have determined that the reaction is only dependent on the concentration of 1-bromo-1-phenylethane. Is this an SN1 or SN2 mechanism? b) Draw an energy diagram for the reaction. Label all parts. Assume that the products are lower in energy than the reactants.

Zaitsev's rules predicts generally formed preferentially by both E1 and E2 mechanisms. A) more substituted alkenes B) less substituted alkenes C) tertiary alkyl halides D) primary alkyl halides are

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Rank the following groups in order of their ability to activate an aromatic compound to electrophilic aromatic substitution.

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In both examples below the reactants shown are combined to bring about a nucleophilic substitution (SN1, SN2) and/or elimination (E1, E2) reaction. What is the major reaction that takes place in each case?

[Review Topics] [References] Acyl transfer (nucleophilic substitution at carbonyl) reactions proceed in two stages via a "tetrahedral intermediate." Draw the tetrahedral intermediate as it is first formed in the following reaction. %3D H3C CH3 HO-CH3 • You do not have to consider stereochemistry. • Include all valence lone pairs in your answer. • Do not include counter-ions, e.g., Na*, I', in your answer. • In cases where there is more than one answer, just draw one. C P. opy Bste C. Previous Next Email Instructor Save and Exit Cengage Learning | Cengage Technical Support 5:50 PM arch 82°F 3/28/2022

Which of these statements is correct? A) Sn1 and Sn2 reactions create and break a bondto carbonB) Sn2 and E2 reactions create a carbon-carbondouble bondC) Sn2 and E2 reactions must have a Lewis baseD) The alkene in electrophilic additions of alkenesis the electrophileE) None of the above statements is correct

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4:36 LTE X Discussion Assignment: Unit 6:.. Topic # 1: List the three requirements for a substitution reaction to proceed via the SN1 mechanism. Topic # 2: What structural and reactivity factors are necessary for an E2 reaction to occur? Topic # 3: What structural and reactivity factors are necessary for El reactions to occur? Additional Content? You can add text and files that support your answers. Add Content Save for Later Submit

Draw the products resulting from addition of a Grignard reagent to an aldehyde. Use a dash or wedge bond to indicate stereochemistry of substituents on asymmetric centers, Ignore any inorganic byproducts. 1) PhMgCl (C6H5MgCl) 2) HCI/H₂O Type here to search H

1) Provide an arow-pushing mechanism for the reaction shown below. NH3, [H₂SO4] NaBH3CN NH₂

What alkene is needed to synthesize the following 1,2-diol using the given reagents? Be sure to answer all parts. CH3CH₂CH2 [1] OsO4 followed by NaHSO3 in H₂O: [2] CH3CO3H followed by "OH in H₂O: H OH OH CH₂CH₂CH3 draw structure... draw structure ...

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Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electron-pushing arrows for the following reaction or mechanistic steps. Be sure to account for all bond-breaking and bond-making steps. 1 I I :O: H Select to Add Arrows ether EN: CH2N2 :O: NEN: Problem 13 of 20 Please select a drawing or reagent from the question area Submit

Please answer this NEATLY, COMPLETELY, and CORRECTLY for an UPVOTE. Supply the reagent for the reaction shown below.

8. A) B) Provide the reagents necessary to carry out the following conversion. 1. H₂O/ H₂SO4, 2. PCC/CH₂Cl2 PCC/ CH₂Cl2 1. BH3, 2. H₂O2/NaOH/H₂O 1. 03, 2. Zn/acetic acid 1. BH3, 2. H₂O2/NaOH/H₂O, 3. PCC H

Alkyl halides 1-chlorobutane 2-chlorobutane Allyl chloride 2-chloro-2-methylpropane 1-chloro-2-methylpropane 2-bromobutane SN1 conditions = Silver Nitrate in Ethanol 1. Rank the alkyl halides according to their SN1 reactivity. If compounds are similar in reactivity, you may group them in your ranking. Considering substitution, leaving group, temperature, solvent, etc... provide an explanation for each pairwise ranking.

Electrophilic aromatic substitutions proceed in two stages. 1. Attack of the aromatic ring on the electrophile. 2. Regeneration of the stable aromatic system by loss of a positively charged unit, usually a proton. Br Br₂/FeBr3 Draw one resonance structure for the intermediate formed when the electrophile is attacked by benzene in the reaction above. • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • Do not include lone pairs in your answer. They will not be considered in the grading.

Review topics] [References) 1. CI NaOH NH2 NaCI H20 2. OH NAHCO3 12 H20 CO2 Nal a = Proton transfer d = Electrophilic addition g = SN1 Nucleophilic substitution b = Lewis acid/base c = Radical chain substitution e = El Elimination h = SN2 Nucleophilic substitution f= E2 Elimination Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a - i for your answers. 1. 2. Retry Entire Group 9 more group attempts remaining nswer

[Review Topics] [References) In both series below the three aromatic compounds illustrated undergo the electrophilic substitution reaction shown NHČCH3 Reaction: Bromination Which compound (A, B, or C) reacts the fastest? Which compound (A, B, or C) reacts the slowest? C-H CH2CH2CH,CH3 Reaction: Chlorination Which compound (A, B, or C) reacts the fastest? Which compound (A, B, or C) reacts the slowest?E

choose from the compounds below

Which of these statements is correct?A) Sn1 reactions but not Sn2 reactions create andbreak a bond to carbonB) E1 and E2 reactions create a carbon-carbondouble bondC)Sn2 and E2 reactions must have a Lewis baseD) The alkene in electrophilic additions of alkenesis the electrophileE) None of the above statements is correct

Reagent Table Dicyclopentadiene Cyclopentadiene Maleic Anhydride Ethyl Acetate Hexanes cis-norbornene-5,6- endo-dicarboxylic anhydride Melting Point (°C) N/A N/A N/A N/A Boiling Point (°C) N/A N/A Density (g/cm³) Solubility in Water Choose... Choose... Choose... Choose... Choose... Choose... Choose... Choose... Choose... Choose... Choose... Choose... Table view Choose... Choose... ✓ Choose... Liquid Organic Waste Bottle Solid Chemical Waste Bucket Sink with Copious Water Choose... Choose... Choose... Choose... List view Choose... Choose... Disposal