Question

The following GCMS spectrum was of the product of a Grignard reaction between phenylmagnesium bromide and acetophenone in anhydrous conditions. The major peak in the chromatogram was 1,1-diphenylethanol. I was able to identify that peak and its fragmentation. However, I cannot figure out the identity of the second peak in the chromatogram (around 9 minutes). I have attached this mass spec in the post below, and I appreciate any help in determining its identity and fragmentation.

le Name: CM 227 Grignard Product Info : Number: 3 bundance TIC: rachel aa Didata ms 7000000 6000000 5000000 4000000 3000000 2000000 1000000 Time Abundance 3.00 4.00 6.00 6.00 12.00 13.00 14.00 15.00 7.00 8.00 9.00 10.00 11.00 Scan 922 (9.146 min) rachel aa Didatams 180.1 400000 350000 300000 250000 200000 150000 100000 50000 510 115 0 40 09 60 207.1 200 220 1 351 L 120 140 160 4 049429.1 400 420 80 100 180 240 32593561 320 340 360 260 260 300 380

Answer 1

The mass of 180.1 for the molecular ion peak suggests that the peak at 9.146 minute is most likely due to the dehydration product of 1,1-diphenylethanol. Work up of the Grignard reaction under aqueous acidic condition formed this side product.

otocolo H30+ 1,1-diphenylethanol