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. Drawing Arrows -CO H Q H H +0 H Drag To Pan Curved arrows are used to illustrate the flow of electrons. Use the reaction conditions provided and follow the curved arrows to draw the reactant and product of this hydrohalogenation reaction. Include all lone pairs and charges as appropriate. H H Drawing HBr 1,2-hydride shift Br¯ Select to Draw Select to Draw H Q I

Curved arrows are used to illustrate the flow of electrons, Using the provided starting and product structures, draw the curved electon-pushing arrows for the following reaction or machnistic step(s). Be sure to account for all bond-breaking and bond-making steps

Draw the mechanism and the energy diagram for the reaction shown below. Include any resonance structures for the intermediates of the reaction. H3O+

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 Drawing Arrows NaOH, H₂O heat Na → H ધ H H H HE H. O H H :I:O :9: H Na + H

Add curved arrows to show the forming and breaking of bonds in the reaction below. C с Ċ Add/Remove step

Use curved arrows to keep track of the electrons shown in the following reaction. 1-iodomethylcyclohexane →→ tertiary cation + iodide anion

Draw both resonance structures of the most stable carbocation intermediate in the reaction shown HCI - You do not have to consider stereochemistry. -Do not include anionic counter-1ons, e.g., I, in your answer. - Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. - Separate resonance structures using the symbol from the drop-down menu. y自ノ ee P. opy aste [F CH

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. Na O Na O co Select to Add Arrows H H H po ² Select to Add Arrows 0:0

Draw both resonance structures of the most stable carbocation ntermediate in the reaction shown. +HBr • You do not have to consider stereochemistry. Do not include anionic counter-1ons, e.g., I, in your answer. Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate resonance structures using the → symbol from the drop-down menu, P. opy aste C. 000▼[片 vate Windows

Given the reactant Br−Br, add curved arrows to show homolytic bond cleavage, then draw the expected product. Be sure to add any charges and nonbonding electrons that result from the cleavage.