Question

13C NMR 25.27 36.80-> € 24,93 60.17 200 180 160 140 120 100 80 60 40 20 0 pom 'H NMR 1.52 1+1.3 () 1.60) 1.8627V 4.00) 29 8 7 6 5 5 4 3 2 1 0 ppm

Organic chem:

What is the name of the structure from these?

Edit:

These images were given to me and, indeed, they are crappy quality so I can't do much about it.

Answer 1

Given Mass spectrum shows M+ and M+2 at 118 and 120 respectively with the ratio of 3:1. Which indicates presence of Cl atom in the structure. Use rule of 13: 118/13 = 9 and remainder is 1, hence CH formula is: C9H10 But we need to add one Cl and repplace it by C2H11 that is possible when we convert CH formula from C9H10 to C8H22. Thus formula becomes: C6H11CI Degree of unsaturation = ((2C+2)+N-H-X)/2 = (14-12)/2 = 1 As there is not sp2 carbon present in the CNMR we can say that the site of unsaturation i due to the presence of a ring. IR: 2939 & 2859: sp3 C-H stretching 1445: CH2 scissoring a H 1363: C-H bending 1016: C-Cl stretching ce HNMR: a: 1.3ppm: 2H, m b: 1.5ppm: 2H, m c: 1.6ppm: 2H, m HYD d: 1.8ppm: 2H, m e: 2.1ppm: 2H, m f: 4.1ppm: 1H, m 13CNMR: chlorocyclohexane A: 24.93 B: 25.27 C: 36.80 D: 60.17 ΑΙ Η HNBATH CHINCI Hoe H.

Due to anisotropic effect the equatorial and axial protons give different signals. The axial Hf comes in deshilding zone hence shows maximum downfield shift. -HCI m/z=82 M+=118 M+2=120 CH m/z=69 base peak m/z=83