Question

Label peaks and determine the structure of the aldehyde in the 1H NMR and 13C1H NMR:

pg 1H NMR of product from aldehyde Yin CDCI3 CHCI ppm Hz Intensity 17.73 3091.6 621.6 2 7.69 3075.7 690.3 3 7.59 3036.2 1108.5 4 7.57 3027.5 1199.0 5 6.98 2793.9 961.0 6 6.95 2779.9 1320.9 76.94 2778.0 1279.1 8 6.93 2771.1 1185.2 7.60 7.55 7.50 7.45 7.40 7.35 7.30 7.25 fl (ppm) 7.20 7.15 7.10 7.057.00 6.95 6.90 OK to group CHCl3 - 7.8 7.6 7.4 7.2 7.0 6.8 6.6 6.4 6.2 6.0 5.8 5.6 fl (ppm) 5.4 5.2 5.0 4.8 4.6 4.4 4.2 4.0 3.8 3.6

Answer 1

The presence of 2 peaks 7.71 (d, 1H) and 6.97 (d. 1H) with J= 16 Hz clearly indicates that the presence of olefin and the two protons are in trans to each other J=-16 Hz 7.71 (d. 1H) Hd 7.58 (d, 1H) H HE HC DHC H He На о 6.97 (d, 1H) J= -16 Hz Hb 6.93(d, 2H) 3.85 (s, 3H) coupling constants (I) of Hd and He are around 16 Hz, therefore Hd and He are trans to each other pg "H NMR of product from aldehyde Yin COCI J = -16 Hz нь Не Ha CH3 3.85 (s, 3H) CHCI ppm Hz Intensity 17.73 3091.6 621.6 2 7.69 3075.7 690.3 37.59 3036.2 1108.5 4 7.57 3027.5 1199.0 56.98 2793.9 961.0 66.95 2779.9 1320.9 76.94 2778.0 1279.1 86.93 2771.1 1185.2 74 75 77 78 79 70 70 i OK to group Hd CHCI cd Cf Ce Са Cg HAC cd 10 Cb Cc CDC13 Pg C["H] NMR of product from aldehyde Yin CDCI, what am I? cd Cc Cf Cg Cbce Ch OK to group bahay na walang dalamhawwwwwwwwwwwwwwwwwwwwwwaptopower about as wall 18 S 180 175 170 165 385 150 151 152 15 120 125 130 105 10 15 0 # 0 6 35 10