Question

draw the major substitution products you would expect for the reaction shown below. if substitution would not occur at a significant rate under these conditions, check the box underneath the drawing area instead. be sure you use wedge and dash bonds where necessary, for example to distinguish between major products. note for advanced students: you can assume that the reaction mixture is heated mildly, somewhat above room temperature, but strong heat or reflux is not used.

Explanation:

Step1: Identify the reaction type

This is an $S_N2$ substitution reaction as we have a good nucleophile ($SH^-$) and a primary - alkyl halide (the carbon - bromine bond is on a primary carbon).

Step2: Determine the product structure

The nucleophile $SH^-$ will attack the carbon - bromine bond from the back - side (characteristic of $S_N2$). The bromine will be displaced and the $SH$ group will be attached to the carbon in the opposite configuration (inversion of configuration). The product will have the $SH$ group in the opposite configuration to the original bromine. The structure of the product will be a molecule where the bromine is replaced by the $SH$ group with the appropriate wedge - dash bond to show the inversion.

Answer:

The product will be a molecule with the $SH$ group in place of the $Br$ group, with the $SH$ group having a configuration opposite to the original $Br$ group (using wedge - dash bonds to show the inversion of configuration at the chiral center). Since the original $Br$ is on a dash bond, the $SH$ group will be on a wedge bond in the product. The carbon - chain structure remains the same, just with the substitution of $Br$ by $SH$.