1) Predict the product(s) and propose a detailed mechanism for the following. Please redraw the substrate to begin your answer. Please illustrate ALL species involved, and include lone pairs, formal charges, and (perfect) curved arrows in your mechanism. Illustrate and name your product(s) (use perspective diagrams (dash/wedge) notation as appropriate). H-Br он Hints: To start, ask yourself whether HBr is an acid or a base, and how that might help out in this reaction. Please don't make stuff up (4 possible that's it)

1) Predict the product(s) and propose a detailed mechanism for the following. Please redraw the substrate to begin your answer. Please illustrate ALL species involved, and include lone pairs, formal charges, and (perfect) curved arrows in your mechanism. Illustrate and name your product(s) (use perspective diagrams (dash/wedge) notation as appropriate). H-Br он Hints: To start, ask yourself whether HBr is an acid or a base, and how that might help out in this reaction. Please don't make stuff up (4 possible that's it)

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter20: Acidity And Pka Of Phenols

Section: Chapter Questions

Problem 9E

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Give a complete arrow-pushing mechanism for the following reactions. Show all important resonance structures of the intermediates and show exactly where each proton comes from and goes to. Indicate the Lewis acid and Lewis base (LA or LB) and whether they are also Bronsted acids and bases (BA or BB) for each intermolecular reaction. To preview image Click Here. EtOH HCI (cat.) OEt OEt H₂O
Draw the organic product of the Lewis acid-base reaction shown below. Include all lone pairs and charges as appropriate.
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Curved arrows are used to illustrate the flow of electrons. In this reaction, a pi bond acts as a Bronsted base. Using the provided starting structures, draw the curved electron- pushing arrows for the acid-base reaction. Be sure to account for all bond-breaking and bond-making steps. Then draw the organic product of the reaction. + Include all lone pairs in the structures. Ignore inorganic byproducts and counterions. I I HH :CI. co THE I Select to Edit Arrows
Using curved arrows, show the deprotonation mechanism of phenol with hydroxide (-OH). Also, provide the structure of the product of this deprotonation. Start answering this question by drawing the structure of phenol. Then write they hydroxide ion. Find your most reactive electrons and draw the curved arrow that shows where they would go to deprotonate phenol. Then make a bond break a bond™ - Provide valid resonance structures for the product of the previous question that show the charge moving onto the ortho- and para positions. Use curved arrow(s) in the structures to show how the charge resonates to the next structure in your scheme. Be sure to use all the proper notations for depicting resonance.
G. (a) Identify the acid and base in each of the following reaction. (b) Show the mechanism by using arrows. (c) For each reaction, what acid-base concept (or definition) is applicable in classifying them? Explain why. Label the acid and base below the structure. Acid-base concept. Explanation Draw arrow (You may copy/paste the reaction in paint or powerpoint to be able to draw the arrow. You may also draw the arrow manually.) 1. :0: II CHIC-H + CH30: :ö: CH3C-H :OCH3 H 2. :0: :0: + H CH3-C-CH3 + CH3-C-CH3 H-
The product in this reaction is basic enough to be protonated by a dilute HCl solution. Draw the protonated species, clearly showing where protonation occurs. Draw all possible resonance structures of the conjugate acid of the product, and use these to explain why the product is so much more basic than a typical ester, like ethyl acetate.
Curved arrows are used to illustrate the flow of electrons. In this reaction, a pi bond acts as a Bronsted base. Using the provided starting structures, draw the curved electron-pushing arrows for the acid-base reaction. Be sure to account for all bond-breaking and bond-making steps. Then draw the organic product of the reaction. Include all lone pairs in the structures. Ignore inorganic byproducts and counterions. H. | H H :CIⒸ Select to Add Arrows
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