16. ( - 3) * 9

1. Convert mixed number to improper fraction: $$3 \frac{1}{15} = \frac{46}{15}$$.
2. Subtract fractions: $$\frac{4}{9} - \frac{46}{15} = \frac{20 - 276}{45} = -\frac{256}{45}$$.
3. Multiply by 9: $$-\frac{256}{45} * 9 = -\frac{256}{5}$$.