Compound A (C4H8Br2) is treated with potassium hydroxide to form a symmetric alkyne (comp. B) and symmetric alkene (comp. C), both with the formula C4H6. Comp. C will react with ethylene to produce comp. D. When comp. D is treated with acidic potassium permanganate, comp. E is formed. Comp. E shows a parent peak at (m/z) = 146 in its mass spectrum and a strong absorption band in the IR spectrum at 1711 cm^(-1). Identify compounds A through E by name and formula. State your reasoning.
3-bromoaniline:
H2N(C6H4)Br
where NH2 and Br are meta on the benzene ring.