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Video Solution: Select the compound in each of the following pairs that will...

Problem

Select the compound in each of the following pairs that will be converted to the corresponding alkyl bromide more rapidly on being treated with hydrogen bromide. Explain the reason for your choice. 

(b) 2-Methyl-1-butanol or 2-butanol 

Video Transcript

Hey everyone, let's figure out which compound is going to proceed to the alkyl bromide more rapidly, alright? So, in both of these we;re reacting them with HBr to get the corresponding alkyl bromide and we need to figure out which alcohol is going to be more reactive. So, how are we going to do that? we're just going to use our trend simply that a tertiary alcohol is going to be more reactive than secondary and secondary is going to be more reactive than primary. So, really all you need to do is look at these two alcohols, look at the carbons they're attached to and give them primary, secondary, tertiary so forth, what you should have came up with is primary for the first one and secondary for the second one, what that means is that if our trans says tertiary is more reactive than secondary, which is more reactive than primary that means our compound that contains the secondary alcohol will simply go to the alkyl bromide more rapidly, okay? So, our winner of the two compounds is the one that's 2-butanol, alright? so I hope this made sense, let me know know if you have any questions.

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