The second last displayed line should read
$$1+\sin \alpha = \frac{1}{4}$$
since you're doubling $\alpha/2$. So $\sin \alpha = -3/4.$ Then you have, since you're in the 4th quadrant and cosine is positive there:
$$\sin 2\alpha = 2\sin \alpha \cos \alpha = 2\frac{-3}{4}\sqrt{1- \left(\frac{-3}{4}\right)^2 }= \frac{-3}{2}\sqrt{\frac{7}{16} }.$$