Reporting Spectral Data

In advanced laboratories, your spectral data is often the most important peice of data to prove that you have achieved your objectives. Ideally, you want as much data as possible to confirm that you have the compound that you claim you can. Often in intro labs we will just be using one type of spectroscopy in our lab period. Here is an example of a full spectral analysis of a compound I made. It includes 3 types of NMR as well as the IR data and MS data. There is a whole section about instrumentation that isn't included here.

(S)-2-allyl-2-fluoro-3,4-dihydronapthalen-2H-one

Colorless oil
BB1041

¹H NMR (400 MHz, CDCl₃) δ 8.09 (d, J = 8 Hz, 1H: aromatic CH), 7.55 (m, J = 8 Hz 1H: aromatic CH), 7.38 (t, J = 8 Hz, 1H: aromatic CH) 7.29 (m, 1H: aromatic CH), 5.92 (ddt, J = 8 Hz, 10 Hz, 17 Hz, 1H: CH=CH₂), 5.25 (d, J = 10 Hz, 1H: CH=CH(H)_cis, 5.21 (d, J = 17 Hz, 1H: CH=CH(H)_trans, 3.14 (m, 1H: diastereotopic benzylic CH₂), 3.04 (m, 1H: diastereotopic benzylic CH₂), 2.74 (m, 1H: diastereotopic allylic CH₂), 2.61 (m, 1H: diastereotopic allylic CH₂), 2.42, (m, 2H: diastereotopic cyclohexyl CH₂).

¹³C NMR (125 MHz, CDCl₃) δ 193.99 (d, J = 17.75 Hz: C=O), 142.71 (aromatic C), 134.08 (aromatic CH), 130.92 (aromatic C), 130.86 (=CH), 128.75 (aromatic CH), 128.31 (aromatic CH), 127.31 (aromatic CH), 119.89 (=CH2), 94.98 (d, J = 184.26 Hz: CF), 37.99 (d, J = 22.6 Hz, allylic CH₂), 31.91 (d, J = 22.6 Hz: cyclohexyl CH₂), 25.89 (d, J = 10.1 Hz, benzylic CH₂).

¹⁹F NMR (376MHz, CDCl₃) δ -158.79(m).

FTIR (CD₂Cl₂): ν_max 1701, 1604, 1238

HRMS calcd for C₁₃H₁₃OF [M + H] = 205.1029, found 205.1036

There are a few things that you would want to tweak for your lab reports, but also some lessons to learn. BB1041 is simply where I can find this in my notebook. The NMR data includes the strength of the instrument followed by the solvent. Then each peak is listed followed by the information about it. The IR data includes the solvent in paranthesis followed by a listing of the most significat peaks. For your lab reports, you should include a short analysis of those peaks. Yours should look something like this.

cyclohex-2-enone

Colorless oil

FTIR: (CD₂Cl₂): 3100(sp2 C-H strecthing), 2915(sp3 C-H stretching), 1680 (conj. ketone, C-O stretch), 1600 (C-C double bond stetching).