The following reactions occur via SN1, E1, SN2, or E2. material paying attention to regio- and stereochemistry, (2) one of the pathways is míssing, provide an example of the missing reaction, and (3) provide the complete reaction mechanism including curved arrows and intermediates for one of the reactions. indicate the reaction pathway. 1) provide the product(s) or starting CH HCOH C(CH CH,O Na" low temp H3C CH CH A CH,OH CH,O Na Na' Cr CH,OH CH,OH only alkene isomer

a) Provide a mechanism for the following reactions. Be complete in your answer accounting for all product(s) and pay attention to stereochemistry where applicable. b)Show the mechanism for the steps of the following reaction and how they give the final product. Note: There is only one step in this reaction

Predict the product, draw the mechanism, and plot the reaction coordinate diagram for the Sw1 reaction. میل MeOH

Predict the products for the following reactions by showing complete reaction mechanisms. Also, identify the nucleophilic attack, loss of leaving group, proton transfer, rearrangement in the mechanism steps. Show curved arrows in the reaction mechanisms.

Draw the missing reactants/ intermediates in this E1 mechanism. Include all lone pairs. Ignore byproducts.Ignore stereochemistry. I H3O+ : OH H+ Select to I Draw I I Intermediate heat dissociation Select to Draw Intermediate elimination Q Q 1,2-hydride shift I I I I I I I I I

5) Please provide a synthesis of the following molecule from the given starting material. (1¸ Show the reagents and product after each step (you do not need to show mechanisms). You may ignore stereochemistry for this question. ⚫ Complete the synthesis in four steps or less.

Scheme 1: Reagents: (a) acetic anhydride, sulfamic acid, 60°C,30min,91%; (b) Et3SiH,I2,0-5°C,30min,82%. 1) Draw the FULL, ARROW-PUSHING MECHANISM 2) Provide a verbalization of the mechanism for your reaction mechanism 3) What is happening at each step? What atom is nucleophilic? Which atom is electrophilic? Which bonds are made? Which bonds are broken? 4) Imagine you are trying to describe the reaction mechanism and I can't see your display - how would you describe the mechanism in a way that I know, that you know, what you are talking about.

Predict the product(s) and provide a full arrow-pushing mechanism for the reaction of4-methyl-1-hexyne with two equivalents of hydrobromic acid. If necessary, label majorand minor products.