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SOLUTION 17.2b
<span style="font-size:12.0pt"><span style="line-height:107%"><span style="font-family:"Calibri",sans-serif">Both S<sub>N</sub>1 and S<sub>N</sub>2 reactions are possible. Since good nucleophile (OH<sup>-</sup>) + secondary alkyl halide, S<sub>N</sub>2 is more likely to occur than S<sub>N</sub>1. Minor amounts of racemic mixture results from S<sub>N</sub>1 pathway (15% R + 15% S) and major amounts of inversion from S<sub>N</sub>2 pathway (70% S). Overall: 85% S and 15% R.</span></span></span>
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