Question

Chemical Formula: CH1003 25 7.05 7.03 -7.03 3.94 3.03 17.04 7.93 -7.92 r 7.45 - 7.45 -7.44 7.43 - 7.42 7.42 7.06 7.06 Yr 7.05 -7.04 -7.03 7.03 102 TTTTTTTTTTT 8.0 7.9 7.8 7.7 7.6 7.5, 7.4 7.3 7.2 7.1 7.0 6.9 8.4 8.2 8.0 7.8 7.6 7.4 7.2 7.0 6.8 6.6 6.4 6.2 6.0 5.8 f1 (ppm) 5.6 5.4 5.2 5.0 4.8 4.6 4.4 4.2 4.0 3.8 3.6 3.4 3.

1. Write down problem number.

2. Provide formula, HDI value, and a complete, chemically correct structure for each problem.

3. Assign signals in the 1H and 13C spectra to specific atoms, identify structural units and/or functional groups.

Example:

Problem # 3

Formula: C8H8O2

HDI: 5

1H NMR: p-substituted Ar at 7.27-7.97 ppm, benzylic CH3 group at 2.42 ppm, COOH proton at 12.9 ppm

13C NMR: carbonyl C at 167.8 ppm (ester or acid), benzylic CH3 at 21.40 ppm, 4 remaining signals are Ar carbons, two of which are quaternary, typical of a p-substituted ring

Structure:

Answer 1

viry The HDI = 18-10+2 =5 . 'IH NMR s ~ 7.0 7.9 ppm, 414 as orto substituted benzene rina sa 3.5ppm, 3 H, singlet as to fit) dñ 3.8 ppm, 34, singlet as - och 13C NMR. da 167 ppm as e=0' ester. s~ 113-155 ppm as 6 aromatic carbons, sa s6ppmas Mo@lts sa s2ppm as -o-ot, Analyzing all giver data te structure of the compound is come -Coome