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Ch.21 - Organic Chemistry

Chapter 21, Problem 87b

Classify each amine reaction as acid–base or condensation and list its products.

b. CH3CH2NH2 + CH3CH2COOH ¡

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Welcome back, everyone identify if the reaction below is a condensation or an acid base reaction and predict the products in order to understand if this is an acid base reaction or a condensation reaction. First of all, we have to understand that we are given a primary amine and nitrogen has has a long pair of electrons, right? So that would be our base since Ngen is capable of accepting a proton from an acid and our carboxylic acid. In this case, 1234, that would be Beano acid. That's our asset based on the fact that we have a carboxyl group, right? In an acid base reaction, we're essentially observing a proton transfer from the acid to the base. But in this case, we have to understand that the acid is a carboxylic acid and the base is weak, it's not charged, right? So whenever we are dealing with a weak base and a carboxylic acid, we generally observe a condensation reaction for an acid base reaction to occur, we essentially want to use a stronger base. In this case, we have a neutral base. So now that we know that this is a condensation reaction we want to determine the products in a condensation reaction. We are essentially losing a small molecule such as water. How does that happen? Well, essentially we're taking, we're taking the oh from the acid in this case, and we're taking one hydrogen from the amine to combine them into a water molecule. And then we join the remaining fragments. Nitrogen is capable of bonding to the kanel. So we're just going to draw the carbon chain the original carbona group. And now we are essentially replacing the h now it belongs to water, right with nitrogen, nitrogen has lost one of its hydrogens to water. So now we simply have NH instead of NH two right bonded to the metal group. In other words, we have obtained an amide. So we have a condensation reaction and we have illustrated the products of this condensation reaction. That would be it. Thank you for watching.