Question

What acidic compound is shown based on the 13C NMR and 1H NMR spectra?

I am having trouble pinpointing which acid this actually is, since I do not have a melting point associated. I attached a list of the possible ones it could be, my guess is 4-methylbenzoic acid, since there are four peaks in the H NMR, but am not 100% confident. The triplet signal shown in the top 13C spectra with ~77 ppm values are CDCL3. This was generated on a 300 MHz instrument.

200 - 172.7638 WWWWWWWWWWWWWWWW 150 138.3170 136.7261 129.2764 128.3958 127 4012 77.4681 77.0448 76.6209 - 21.2593 (ppm)

2.0765 - 11.7984 3.8985 5.0000 -7.9741 7.4412 7.4166 7.3899 7.3642 11.7363 2.4514 . 0.3909 -0.0383 (ppm] 10 15

MP, °C 100 Carboxylic Acid 2-Methoxybenzoic acid 3-Phenylpropanoic acid 2-Methylbenzoic acid 3-Methoxybenzoic acid MP, °C 153

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Answer #1

Hi Dear Friend, the unknown is 3-methyl benzoic acid (also known as m-toluic acid). To make sure our analysis and confirmation of 3-methyl benzoic acid, i am gonna attaching IR & Mass spectra here. Please cross-check them also with your spectra - this makes you confident on product confirmation.

HNMR & CNMR analysis:

- 11.7984 7.9741 7.4412 7.4166 7.3899 7.3642 2.4514 C8E0O- 15 OHa fHd 10 Assignment - Shift Ha - 11.79, bs, 1H Hb - 7.92, 1H

- 172.7638 138.3170 136.7261 129.2764 128.3958 127.4012 77.4681 77.0448 76.6209 - 21.2593 HO Assignment - shift 1 - 172.7 2 -

M-TOLUIC ACID CaHaBE LOD TRANSHETTANCET 2 DET 4000 2000 1500 1000 500 HAVENUHBERI-1 -C- OH 0= 0

100- Relative Intensity Ofrom the 55075 25 75 m/z 100 100 125 150

Hope this helped you!

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