(Solved): Consider the mechanism for the reaction of cyclohexene and bromine at \( -5^{\circ} \mathrm{C} \) i ...

Consider the mechanism for the reaction of cyclohexene and bromine at \( -5^{\circ} \mathrm{C} \) in \( \mathrm{CCl}_{4} \). The bromines in the equation are numbered to differentiate them in the mechanistic steps. Identify the curved arrows needed for the mechanism, then draw the key intermediate and product. Clearly show stereochemistry, by drawing a wedge and dash bond at each chirality center (including hydrogen atoms). Draw one enantio for any racemates. A. Select the curved arrow(s) needed for step 1. B. Draw 1 organic species and 1 inorganic species formed in step 1. Include charges and A curved arrow starts from the lone pair of bromine non-bonding electrons. 1 and points to an alkene carbon. A curved arrow starts from the alkene \( \pi \) bond and points to bromine 1. A curved arrow starts from the \( \mathrm{Br}-\mathrm{Br} \) bond and points to bromine 2. Two curved arrows start on bromine 1, each pointing to an alkene carbon. C. Select the curved arrow(s) needed for step 2. D. Draw a final product. Clearly show stereochemist Add non-bonding electrons where applicable. A curved arrow starts from a lone pair on bromonium and points to a carbon on the bromonium. A curved arrow starts from a bromide ion lone pair and points to a carbon on the bromonium. A curved arrow starts from the bond between the carbon and bromine in the bromonium and points to the bromide ion. A curved arrow starts from the bond between the carbon and bromine in the bromonium and points to the bromine.