A) Complese the po ideIntegration Table \'H NMR spectra by dranw ing arrows the

Question

A) Complese the po ideIntegration Table 'H NMR spectra by dranw ing arrows the Final structore to the eoeresponding signal on the Cioarty assign frowe the structure's peoons to the NMR signal (ce lecture note exampi sp o A) H3 This one regmires you to poy paricwlar amention to chemical shifts CH B) CI C) CH3 H2 H3C Relative Integration Analysis (formala is unknown): Signal, ppm (from left (higher ppm 8) to right (lower ppm ?) Measured Height of Est. Relative Number of Integral Curve, mmHydrogens per Signal (Divide each Integral Height by the smallest one and adjust to whole # ratio) |

Explanation / Answer

4.

Spectrum analysis

B) Compound = A)

(CH3)2CH-O-COCH3

C) 1H NMR

1.2 ppm (doublet, 9H) for two CH3's next to CH

2.0 ppm (singlet, 3H) for CH3 next to C=O

5.0 ppm (septet, 1H) for CH between two CH3 and oxygen

compound = A)

5. Analysis of spectrum

formula = C5H10O2

1H NMR shows three signals, two triplets for CH3 and CH2, one multiplet for two CH2's in between CH3 and CH2

13C NMR shows a downfield signals for C=O carbons

Possible structure,

H-CO-O-CH2-CH2-CH2-CH3

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