Chapter 5, Problem 5.115AE

Macmillan Learnin When an unknown amine reacts with an unknown acid chloride, an amide with a molecular mass of 163 g/mol (M* = 163 m/z) is formed. In the infrared spectrum, important absorptions appear at 1661, 750 and 690 cm-1. The 13C NMR and DEPT spectra are provided. Draw the structure of the product as the resonance contributor lacking any formal charges. 13C NMR DEPT 90 200 160 120 80 40 0 200 160 120 80 DEPT 135 200 160 120 80 40 0 Draw the unknown amide. 40 40 0

Draw the major product karmed when I reach with the epoxide. Use walge dah bonds, including hydrogen al alcach genic center, to show the chemistry of the product Beeldraw any hydrogen akams on coxygen where applicable

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 step(s). Be sure to account for all bond-breaking and bond-making steps. H I Select to Add Arrows + H H 'H Q H2O H2O CI:O .H H H H I Select to Add Arrows I : C H2O H H H Select to Add Arrows 'H

+ Draw an alkyl halide that produces ONLY the following alkene in an E2 elimination. Ignore any inorganic byproducts. Drawing Strong Base Q Atoms, Bonds and Rings Charges HO Br H2N Undo Reset Remove Done Drag To Pan

For the dehydrohalogenation (E2) reaction shown, draw the major organic product. Хок Br tert-butanol heat Select Drew Templates More Erase CH QQQ

Macmillan Learning Draw the major, neutral organic product for each substitution reaction. For this question, assume that each substitution reaction goes to completion. Disregard elimination. Reaction A. CI H₂O Select Draw Templates More Erase C H

Macmillan Learning Reaction B: CI HO_ 곳으 / Select Draw Templates More с € H D Erase

When 2-bromo-93-dimethylbutane is heated with sodium methoxide, one majors.. në la formed. 4th attempt Part 1 (0.5 point) t Ji See Periodic Table See Hint Draw the major alkene product and all other byproducts. Be sure to include lone-pair electrons and charges. Part 2 (0.5 point) What type of mechanism is occuring? Choose one: AS1 3rd attempt X H 41 See Hint Part 1 (0.5 point) Feedback See Periodic Table See Hint

Complete the mechanism for the E1 reaction below by following the directions written above each of the five boxes. Be sure to include lone pair electrons and nonzero formal charges. 2nd attempt 1 Provide the missing curved arrow notation. E+ RUDDA 1st attempt Feedback See Periodic Table See Hint Iir See Periodic Table See Hint