6. The reaction shown below was conducted in Tert-butanol with potassium tert-butoxide. After heating for 1 hour, a white precipitate formed and the reaction was cooled down before performing the workup. The workup consisted of diluting the reaction in diethyl ether and washing the organic layer with water. Answer the following questions about this reaction below. a. What is the white precipitate? b. Draw the elimination product: Br & tBuOH Ходк c. Draw the substitution product: d. What mechanism (SN1 or SN2) is responsible for the formation of the substitution product? e. What mechanism (E1 or E2) is responsible for the elimination product? f. What is the purpose of washing the crude reaction with water?

A. Draw the products of the reaction shown below. Use wedge and dish bonds to indicate the dicarbonyl starting material of the reaction shown below. Ignore inorganic stereochemistry. Ignore inorganic byproducts. byproducts. Draw the products resulting from addition of a Grignard reagent to an aldehyde. D. Draw the products resulting from addition of a Grignard reagent to an aldehydom Use a dash or wedge bond to indicate the stereochemistry of substituents on asymmetric centers, where applicablelgnore any inorganic byproducts. Use a dash or wedge bond to indicate the stereochemistry of substituents on asymmetric centers, where applicablelgnore any inorganic byproducts. 1.00 2. NHSO HO 2.HO Select to Draw 1) PhMgCl (CHMgC CH 2) HCI/H:O ++ 1) vinylmagnesium chloride (CH=CHC 2HC/H.O Select to Edit OH Select to Edit Select to Ede

Draw the major product of this reaction. Ignore inorganic byproducts, methanal (H₂CO) or CO2. 1. OSO4, H2O 2. NaIO4 3. Na2S2O3, H2O Drawing I I

Draw the major product of this reaction. Ignore inorganic byproducts and the alkoxide side product. N. H 1. excess LIAIH4 2. H2O Select to Draw w 近