Student+A

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IR Spectra from 2/23/12 is evident: benzyhdrol still present, as well as some of the expected product benzophenone.
 * Figure 1. ** IR spectrum of solid oxidation product using a KBr pellet and FT-IR. Benzhydrol refluxed with CrO3 and Amberlite. A mixture of products
 * Analysis: ** Overall, the spectrum is messy due to the KBr being wet. However, the O-H stretch at 3379.69 is visible and represents the O-H group present in the reactant benzyhdrol. The peak at at 1655.81 may represent the carbonyl of benzophenone, or it may be coupled with the peak at 1598.08 to represent the aromatic ring C=C stretching. The peaks just above 3000 represent =C-H stretching. The peaks at around 1000-1100 may represent a secondary alcohol C-O bend. From this spectrum, it seems that I have more reactant (benzyhdrol) present than the benzophenone.


 * Figure 2. ** IR spectrum of benzyhdrol from SDBS database (for comparison).


 * Figure 3. ** IR spectrum of benzophenone from SDBS database (for comparison).


 * Figure 4. ** IR spectrum of my known compound: nitrobenzene prepared using dichloromethane and NaCl plates.
 * Analysis: ** The peak at 3076.25 represents the =C-H bonding of the aromatic ring. The peaks at 2933.84 and 2860.52 would lead me to believe that sp3 carbons are present, but the structure of nitrobenzene (see below) shows that all of the carbon atoms are sp2. The twin peaks at 1523.11 and 1605.78 most likely represent the aromatic C=C stretching. The peak at 1347.53 represents the N=O stretch of the nitro group. The asymmetrical Nitro stretching at around 1550 may be one of the peaks I am interpreting as the aromatic stretching.


 * Figure 5. ** IR spectrum of nitrobenzene aq from SDBS database for comparison.


 * igure 6. ** IR spectrum of unknown compound #7 prepared with NaCl plates washed with dichloromethane.
 * Analysis: ** The large, broad stretch that centers at 3335.43 and expands to approximately 2500 seems to represent a carboxylic acid. However, there is not a C=O stretch at around 1780, so I think that it must be representative of an O-H stretch. The peak at 3030.81 represents the =C-H stretch, and the peak at 2874.11 represents saturated C-H stretching. The twin peaks at 1496.14 and 1454.01 are most likely representative of an aromatic ring C=C stretching.The peaks at 1208.25 and 1016.69 may represent either a phenol or primary alcohol, respectively. The twin peaks at 735.44 and 697.50 may represent a mono-substituted phenyl ring. (See further analysis in the NMR data section).