Question

Label the NMR structure and IR peaks on the carbonyl condensation and answer the questions please

Part 1:

Draw the structure of the product and show all bonds to the hydrogens. Label the different sets of hydrogens (i.e. Ha. Hb, H1, H2, etc.) based on which ones are equivalent and which ones are not.

Create a table that summarizes the chemical shift, integration, multiplicity, the proton assignment, and justification of each signal.  

Part 2:

Explain how the IR spectrum allow you to tell whether the reaction was successful or not. In your discussion, include things such as (but not limited to): assessment of the purity of the product, presence of any major impurities, whether the reaction went to completion or not, are there any starting material(s) left, etc…

DATA:

• # of moles of 4-nitrobenzaldehyde used:  

(Show calculations)  

Molar mass of 4-nitrobenzaldehyde: 151.12g

Mass of 4-nitrobenzaldehyde used: 0.151g

Moles of 4-nitrobenzaldehyde: 0.151g x (1mol/151.12g) = 0.00099921 mol

• # of moles of 5,5-dimethylcyclohexane-1,3-dione (dimedone) used:  

(Show calculations)  

Molar mass of Dimedone: 140.18g

Mass of Dimedone used: 0.280g

Moles of Dimedone: 0.280g x (1mol/140.18) = 0.00199743 mol

• Expected mass of the product:

(Show calculations)

0.00099921 mol 4-nitrobenzaldehyde / (1 mol/1 mol) x (413.46 g/mol) = 0.4131g

• Mass of product isolated: 0.265g

• Percentage yield: (actual/theoretical) x100

(Show calculations)

(0.265g/0.4131g) x100 = 64.1%
FTIR Spectrum N 80188 5111 508. 499 675.18 9640$ 92823 769.75 733.15 587 88 102129 141255 1 106492 116740 15449 10443B 85158 487/04 479.00 85146 47400 НО 1300.01 125147 1510951 J1342.70 146131 1586.36 137622 46723 458.15! 462.92 286368 454.93 10.5. 4000.0 3600 3200 2800 2400 2000 1600 1800 cm-1 1400 1200 1000 800 600 450.0

THANK YOU!

Answer 1

NO2 Ha No2 Hb Lepe o Structure is symmetrical so Here oh are equivalent 2 cth are equivalent 2 ch are equivalent A 2-ch are equivalent Ar 2-ch are equivalent x H F C F NO2 a) = 511182ppm (S, 2H) for 2-OH groups b) 8 8.17 ppm (d, 2H) for Human c) 87.25 ppm (d, 2H) for d) 8.5.57 ppm (s, 1H) REH es 8. 233-2.54, ppm (m, 8H) Rach of Chho 1 81.26 ppm (5,64) CHER 9 S1,211 ppm (5, 6H) HR