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Topic: interpreting nmr/ir/cnmr  (Read 2893 times)

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Offline Snuffin

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interpreting nmr/ir/cnmr
« on: March 27, 2011, 02:41:29 PM »
I have two compounds that I am stumped on

C10H12O2 5 sites of unsat
from the IR i see that there a carboxylic acid, aromatic.
HNMR - methyl at 0.9, CHCH at 2.1 and 1.7, another CH at 3.45, and 5H (Benzene) at 7.30
CNMR- 180 COO, 4carbons in the aromatic region, 137, 127, 128, 128.5 ish., and 53, 27, 12 in the aliphatic region.

AND

C9H8O 6 sites of unsat.
IR - aldehyde and CNMR 208 peak aldehyde
Aromatic from IR, and quartet of doublets 7.4-7.8 Benzene ortho sub
NMR CH2CH2 3.18 2.7, benzylic
CNMR-aromatic 123, 128.5 (2), 134, 137

Again I am stumped on how to fit the pieces together for each individually. They are two separate problems..

Offline Arctic-Nation

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Re: interpreting nmr/ir/cnmr
« Reply #1 on: March 30, 2011, 09:49:56 AM »
While I love puzzling with spectral data as much as the next guy, your descriptions are both a bit concise and a bit wrong. More specifically, the number of hydrogen atoms you claim in the H-NMR data doesn't fit with the bruto formula provided. Case in point, your second problem states 4 aromatic H plus 4 in CH2CH2 plus an aldehyde, which adds up to 9, not 8. The only possible structure for your compound seems to be o-vinyl benzaldehyde.

The first compound's description works up to 11 H, not 12, and carbons to 11, not 10, but my guess is that your compound is phenyl butyrate.

But please, learn how to use proper NMR notation.

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