[CJ2347]

Recently in lab, we synthesized the above named product though the reaction of cinnamaldehye with benzyl triphenylphosphonium chloride. And then analyzed the product with an NMR in order to determine which stereoisomer was formed. The coupling constants indicate that the E,E isomer was formed. The integration given on the readout for the aromatic peaks is 7.15. Isn't this value to high? Shouldn't it be around 5? Why is it higher?

[discodermolide]

Obviously 2 of the C=C protons appear under the aromatic signals, increasing the integral by 2.

[CJ2347]

I don't understand. I thought the the two doublets of doublets represented the vinylic protons.

[discodermolide]

Looks like all the aromatics are more or less together.

[clarkstill]

If it's a weak NMR sample in CDCl3 there may also be a large CHCl3 peak underneath the aromatic region, which you could be including in your integration by accident.