Answer
This nucleophile will favor $S_N1$ reactions.
Work Step by Step
1. Use the table of common Nucleophiles on page 216, to compare and determine if this is a strong or a weak nucleophile.
- This is a "$ROH$" molecule, therefore, it is a weak nucleophile.
** Normally, structures without a negative charge or without high polarity are weak nucleophiles.
2. Weak nucleophiles favor $S_N1$ reactions, therefore, this compound does the same.