Chemistry Forums for Students > Organic Spectroscopy

I'm weak with IR and need to identify important peaks in this spectrum.

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Babcock_Hall:
What would you predict on the basis of the length and strength of various C-H bonds?  You can check your predictions here:

https://www.cpp.edu/~psbeauchamp/pdf/spec_ir_nmr_spectra_tables.pdf

PandHero:
I'm not sure if the sp2 C-H is correct or is that should be NH2. Also are the smaller peaks irrelevant, and at what point should I disregard the fingerprint region, my professor has been mixed on this.

One thing that is throwing me off is the fact that I know this is a carboxylic acid but I don't clearly see the O-H stretch of it.

https://imgur.com/ddwcKlq

Babcock_Hall:
2960 cm-1 is too low to be sp2CH.  The carboxylic acid signals that I have seen do not look like your spectrum; therefore, I am also puzzled by this.

PandHero:
https://imgur.com/a/0gw2DQd

I do have this IR for the liquid portion of my unknown, however I determined this to be some type of neutral compound after the solubility test since it was insoluble in all the solvents up to H2SO4. I TA confirmed that these were the correct traits of my compounds.

I've also attached an image of my solid unknown. For the IR I dissolved it in a minimum amount of DCM. It had a bit of a yellowish tint. My liquid was clear, and the solid was dissolved in it and turned it yellow pre-separation.

PandHero:
Hi I know it's been a while but I did more test and came to the conclusion (which was confirmed as correct by my TA) that the liquid product is mesityl oxide, and the solid is 3-nitrobenzoic acid. Just wanted to ass this as a follow up/conclusion to this.

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