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Ch.21 - Organic Chemistry

Chapter 21, Problem 87c

Classify each amine reaction as acid–base or condensation and

list its products.

c. CH3NH2 + H2SO4 ¡

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All right. Hi, everyone. So this question has two parts. Part one says to identify if the reaction below is an acid base reaction or a condensation reaction. And for part two predict the product or products. Here we have aqueous ethel amine reacting with aqueous HBR as well as four different answer. Choices labeled a through D proposing either the type of reaction and possible products. So first, for part one, let's go ahead and differentiate between the different possible reactions that can take place within a me. First, we have the acid base reaction that more commonly happens between an amine and a common strong acid. The product of an acid base reaction in this instant would be just a salt or the ions that result from the transfer of a proton from the acid towards the base. On the other hand, we can also differentiate between a condensation reaction that is more common between an amine and a carboxylic acid. In this case, the resulting products are an amide and water as a by-product. This means that the hydroxy group of the carboxylic acid is replaced by the amino group of the starting amine. So in this particular case, our other reagent. HBR is if you recall a very common strong asset, this means that the reaction in question is in fact acid base. So with regards to drawing out the products, we're going to transfer the proton from HBR and give it to the nitrogen of the amine. So here I'm going first, I'm going to first start off by drawing out the structure of ethel amine. However, nitrogen is going to have an additional proton, which means we go from NH two to NH three. And because of that additional proton having been gained, that is going to give nitrogen a positive charge and it's still going to be aqueous because it's going to be in the same solution. Here. On the other hand, H pr has since lost a proton, which means that the resulting product from that is going to be br by itself and with a negative charge due to the loss of the proton also an aqueous solution. And so with this in mind, our answer is going to be option A in the multiple choice for part one of the reaction is acid base. And for part two, our products are aqueous ethyl ammonium ion and aqueous bromide ion. And so with that being said, thank you so very much for watching. And I hope you found this helpful