
Examine H NMR 4. Examine the attached 'H NMR spectrum of the product from the trans-cinnamic...
5. Examine the attached 'H NMR spectrum of the product that you are making today. What significant difference(s) are present (with respect to the spectrum of the dibromide product)? 6. For today's experiment, we are doing a reaction with trans-cinnamic acid using NBS (which effectively provides a dilute solution of bromine) in a mixture of water and methanol. Predict the four possible products of this reaction. Note the dibromide product is not a possibility here. (See question 2). For this...
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 -...
Can
you correspond each of the peaks to the protons in
4-methoxy-4-methyl chalcone?
4.0 3.00 -7.530 8.051 28.029 7.352 OCUL ΤΙΣ' 800'L- ---7.769 8.2 8.0 7.8 7.6 7.4 7.2 7.0 6.8 6.6 6.4 6.2 ppm 1.BR 2.47 0.67 0.92 1.93
You attempt to perform a bromination of trans-cinnamic
acid in the hopes of producing the product shown below. You decide
to take a 1H NMR spectrum of what you hope is the
product. Signals with which of the following approximate chemical
shifts would indicate that the product did not
form?
The listed regions would not be useful in determing reaction
success.
~ 12.0 ppm
~ 5.5 ppm
~7.0 ppm
Br O OH Br
Questions Using the spectrum attached to this procedure, assign the peaks in the 'H NMR spectrum for 3.4-methylenedioxynitrostyrene. Using coupling constants, describe the geometry of the double bond. You should tear out the labeled proton spectrum and turn it in with your notebook pages. Account for the unusual acidity of nitromethane whose pK, is 10. 1) CH3NO2, NaOH 2) HCI, H2O piperonal Mol. Wt.: 150.13 3,4-methylenedioxynitrostyrene Mol. Wt.: 193.16 —3177.4 - 3163.9 -2995.7 -2982.2 -2904.9 2838.0 2836.4 2030.0 2828.3 2801.0...
(a) From the spectral data ( H, C NMR, IR, MS) you were given,
identify the structure of your product. Explain why you chose your
particular product based on the spectroscopic data.
(b) Fully assign the 1H NMR spectrum of your product (i.e.
determine which peaks in the 1H NMR correspond to which hydrogens
in the product). You will not receive full marks for determination
of the unknown unless you assign the 1H NMR spectrum
completely.
(c) Now work backwards...
Write down problem number.
Provide formula, HDI value, and a complete, chemically correct
structure for each problem.
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...
An aldol condensation reaction was performed where benzaldehyde
and cyclopentanone were used. The product is 2,5
dibenzylidenecyclopentanone or just 2-benzylidenecyclopentanone.
The spectra correspond with the aldehyde being benzaldehyde but the
ketone used could either be acetone, cyclopentanone or cyclohexane.
I need to find the NMR spectra that correspond to cyclopentanone
being the ketone in the aldol condensation. Which NMR spectra
correspond to the correct product?
I think the second set is with cyclohexanone and not
cyclopentanone but I could be...
Match the peaks labeled A,B,C,D,E to the Diels-Adler
product and what part of the products structure creates each peak
on the NMR graph.
3.60 3.58 3.56 3.54 3.52 f1 (ppm) 3.50 3.48 3.46 C (dd) 7.34 7.45 7.40 7.35 7.30 7.25 i (ppm) 7,20 7.15 7.10 B (dd) A (dt) 7.39 7.20 D (t) 4.83 E (dd) 3.53 T T 1.98 1.93 4.00 2.09 2.01 .8 7.6 7.4 7.2 7.0 6.8 6.6 6.4 6.2 6.0 5.8 5.6 5.4 f1 (ppm)...
(10 points) Analysis of 'H NMR spectrum. Below is the 'H NMR spectrum of the product from this week's experiment. 3H, t, J = 7.1 Hz 1H, d, J = 15.8 Hz 2H, 9, J = 7.1 Hz 5H, m 1H, d, J= 15.8 Hz 11 10 9 8 7 6 5 4 3 2 1 ppm Summary of peaks (ppm): 1.32 (3H, t, J = 7.1 Hz), 4.24 (2H, q, J = 7.1 Hz), 6.43 (1H, d J =...