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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: unincom on March 23, 2011, 11:13:00 PM

Title: Interpreting an NMR and IR chart and calculating an HDI given the formula
Post by: unincom on March 23, 2011, 11:13:00 PM

The formula is C₉H₁₀O₂

I'm pulling my hair out over this I just can't get it to work. I know the two doublets around 7 are from an aromatic ring and the triplet near 1 seems to be a methyl, but I can't figure out what would make this work.

Any help is appreciated

Title: Re: Interpreting an NMR and IR chart and calculating an HDI given the formula
Post by: unincom on March 23, 2011, 11:13:30 PM

IR chart

Title: Re: Interpreting an NMR and IR chart and calculating an HDI given the formula
Post by: orgopete on March 24, 2011, 12:42:32 AM

Just following with what you suggest, what is left?

C9H10O2 - C6H4 = C3H6O2 - CH3 = C2H3O2

Check the integral, is there a CH2 group present? If so, then what are the possible fragments for this compound.

Title: Re: Interpreting an NMR and IR chart and calculating an HDI given the formula
Post by: Honclbrif on March 24, 2011, 01:47:53 PM

The proton resonance around 10 ppm and a couple of the IR features are practicably screaming the name of one of the functional groups. Furthermore, if your methyl is a triplet, what does that mean about its neighbors? Where is the resonance of its neighbor? What features would put it there?

Title: Re: Interpreting an NMR and IR chart and calculating an HDI given the formula
Post by: azmanam on March 24, 2011, 04:42:44 PM

also try starting here:
http://www.chemicalforums.com/index.php?topic=33208.0