# What happens when Hinsberg derivative is added to acidic solution?

The Hinsberg test of $$\ce{C5H14N2}$$ compound produces a solid that is insoluble in 10% aq. $$\ce{NaOH}.$$ This solid derivative dissolves in 10% aq. $$\ce{H2SO4}.$$ Which of the following would best fit these facts?

I think b or d is the answer. The reason being it's insoluble in NaOH. That implies it should not contain 1 degree amine. Can anyone clarify any further?

• Edit your question to explain why you think that and you will get answers. – Waylander Jul 20 at 8:18
• Think about what base and acid solubility mean in the context of the question. – user55119 Jul 20 at 19:45