[PaulSzczesniak]

I performed a Williamson Ether Synthesis in lab and created the product linked in the picture. We performed a H1 NMR analysis and my teacher said the NMR I got is consistent with the expected results but I'm having trouble deciding which protons are active/equivalent/etc i.e. how many signals should be expected and at what ppm?

[discodermolide]

Did it look anything like this?

[PaulSzczesniak]

Yes, it in fact looked exactly like that; however, mine was simply zoomed in. Oddly enough, the triplet at around 5-5.3ppm looks like a doublet on mine with a minor peak to the left making it hard to decipher between a triplet and doublet. I can't tell if that's two doublets or a quartet a bit more downfield at ~6.6-7ppm. Would you mind guiding me through this in respect to my molecule? I have trouble with NMR and I haven't started studying that section yet as I'm getting help from a friend tuesday with it. Lab is due monday :/...i appreciate your time!

[discodermolide]

Well, I'm not going to do your work for you, have a look at this video.
https://www.youtube.com/watch?v=Fawhr5-7U6o
the start is a bit out of focus but it gets sorted.
This should help you explain your spectrum.

[PaulSzczesniak]

Well, I'm not going to do your work for you, have a look at this video.
https://www.youtube.com/watch?v=Fawhr5-7U6o
the start is a bit out of focus but it gets sorted.
This should help you explain your spectrum.

Alas! She granted us an extension. I see what appears to be the multiplet from the tri-substituted ring at around 6ppm. Overall I see 7 signals must be present. The video you showed me is quite confusing. So I understand the three hydrogens about the double bond are three separate hydrogens, however; is he implying that there will be more than three signals from this?