Starting from the wedge-and-dash structure below (sighting down the indicated bond), rotate the back carbon to provide the structure in the conformation that will be capable of an E2 elimination. R/S stereochemistry is graded. H3C CI K H Atoms, Bonds and Rings Charges

N,N-diethyl-m-toluamide (DEET) is the active ingredient in many insect repellent preparations. Following is one of the steps in its synthesis. In the box below draw the structure of the product of this reaction. H3C MgBr 1. CO2 2. H30* product • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • Do not include lone pairs in your answer. They will not be considered in the grading. • Draw the Grignard reagent as a covalent magnesium bromide. P ору aste O O O- []# Previous Next Email Instructor Save and Exit

Draw the structure for an alkene that gives the following reaction product. 1. Hg(OАc)2, Н2О ? -CHCH3 2. NABH4 ОН Ignore alkene stereochemistry. You do not have to explicitly draw H atoms. In cases where there is more than one answer, just draw one. Visited opy aste ChemDoodle

The reaction shown proceeds via a single transition state with a trigonal bipyramidal geometry. C1 C2 Br: + H3C 0: Two curved arrows are required to indicate all of the bond-making and bond-breaking processes in this reaction. Where should one of the arrows be drawn, if CH3O is the nucleophile? from a Br LP to the O atom from C1 to the O atom from C2 to the O atom from the C-O bond to Br from an O LP to C1 from an O LP to C2