Chapter 20, Problem 32P

CHEM 310 Quiz 8 Organic Chemistry II Due: Tuesday, April 25th, at 11:59 pm. This quiz is open textbook / open notes - but you must work alone. You cannot use the internet or the solutions manual for the book. Scan in your work and record an explanation of your mechanism. You may record this any way that you like. One way would be to start an individual Zoom meeting, start recording, "share your screen" and then talk through the problem. This will be converted to an .mp4 file that you can upload into Canvas using the "record/upload media" feature. Pyridine, benzoic acid and benzene are dissolved in ethyl acetate. Design and provide a plan / flow chart for separating and isolating each of these components. Pyridine and benzene are liquids at room temperature. Benzoic acid is a solid. You have ethyl acetate, 2M NaOH, 2M HCI and anhydrous MgSO4 available, as well as all the glassware and equipment that you used in the organic lab this year. Provide accurate acid/base reactions for any…

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Please draw the mechanism for this Friedel-crafts acylation reaction using arrows

Draw the Fischer projection of D-fructose. Click and drag to start drawing a structure. Skip Part Check AP 14 tv SC F1 F2 80 F3 a F4 ! 2 # 3 CF F5 75 Ax MacBook Air 894 $ 5olo % Λ 6 > W F6 K F7 &

Consider this step in a radical reaction: Y What type of step is this? Check all that apply. Draw the products of the step on the right-hand side of the drawing area below. If more than one set of products is possible, draw any set. Also, draw the mechanism arrows on the left-hand side of the drawing area to show how this happens. ionization propagation initialization passivation none of the above

22.16 The following groups are ortho-para directors. (a) -C=CH₂ H (d) -Br (b) -NH2 (c) -OCHS Draw a contributing structure for the resonance-stabilized cation formed during elec- trophilic aromatic substitution that shows the role of each group in stabilizing the intermediate by further delocalizing its positive charge. 22.17 Predict the major product or products from treatment of each compound with Cl₁/FeCl₂- OH (b) NO2 CHO 22.18 How do you account for the fact that phenyl acetate is less reactive toward electro- philic aromatic substitution than anisole? Phenyl acetate Anisole CH (d)

Show how to convert ethyl benzene to (a) 2,5-dichlorobenzoic acid and (b) 2,4-dichlorobenzoic acid.

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22.7 Predict the monoalkylated products of the following reactions with benzene. (a) AlCl3 Ya (b) AlCl3 (c) H3PO4 (d) 22.8 Think-Pair-Share AICI3 The reaction below is a common electrophilic aromatic substitution. SO3 H₂SO4 SO₂H (a) Draw the reaction mechanism for this reaction using HSO,+ as the electrophile. (b) Sketch the reaction coordinate diagram, where the product is lower in energy than the starting reactant. (c) Which step in the reaction mechanism is highest in energy? Explain. (d) Which of the following reaction conditions could be used in an electrophilic aro- matic substitution with benzene to provide substituted phenyl derivatives? (i) AICI3 HNO3 H₂SO4 K2Cr2O7 (iii) H₂SO4 (iv) H₂PO₁