1 answer

Write down problem number. Provide formula, HDI value, and a complete, chemically correct structure for each...

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

— 167.72 -156.75 133.76 13277 120.56 119.98 — 113.58 56.79 52.09 - dd 175 170 165 160 155 150 145 140 135 130 125 120 115 110

  1. Write down problem number.
  1. Provide formula, HDI value, and a complete, chemically correct structure for each problem.
  1. 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:

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.
— 167.72 -156.75 133.76 13277 120.56 119.98 — 113.58 56.79 52.09 - dd 175 170 165 160 155 150 145 140 135 130 125 120 115 110 105 f1 (ppm) 100 95 90 85 80 75 70 65 50 55 50 45 40

Answers

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)

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