[darkdevil]

Hi,
I am performing the following reaction

I followed a literature procedures and obtained a powder form products like they did in the paper
My starting material is a mixture of 3- and 4- vinylbenzylchloride, and I obtained this H-NMR spectrum with D2O as solvent for my white powder, so I would expect I can only see 9 CH protons but not the two OH protons?


is this my product? but the aliphatic protons should not be in the 7-8 ppm deshielding regions
I am not sure because chemdraw predicted different results for both 3- and 4- isomers of the diol.

[Dan]

Do you have any peaks outside the 7-8 ppm region?

[darkdevil]

Do you have any peaks outside the 7-8 ppm region?

just some solvent peaks

[discodermolide]

Sorry but this does not look very much like a diol from the NMR.
How did you work the reaction up?