Question

Under SN1 conditions, the substrate below gave a surprising product. Use the spectroscopic data to deduce the structure of the product Product cat F,ССО,Н N Н OH2 но Formula: CgHgN (from high resolution mass spectrometry) IR: 3385 (strong), 3053 (medium), 2959 (medium) cm1. H NMR: 7.73 (broad s, 1H), 7.51 (d, 1H), 7.24 (d, 1H), 7.10 (dd, 1H), 7.06 (dd, 1H) 6.20 (s, 1H), 2.40 (s, ЗН) 1ВC NMR: 136.0, 135.2, 128.9, 120.8, 120.7, 119.5, 110.4, 100.0, 13.2.

Answer 1

DATE DATE T O ZA CECOH H 2-methy indole WHz @ H@ a- 7.73 , board, 14 b- 7.51, doublet, Ilf C- 7.24, dowldet, It d - 7.10, douldet of doublet, It e - 7.06, dd, llt f - 6.2, singlet, 114 G-2.4, singlet, A. -