The IR spectrum of a related molecule, R-camphor, is shown below: On the diagram

Question

The IR spectrum of a related molecule, R-camphor, is shown below: On the diagram, please label the two strong peaks (wavenumbers and identity of bond stretches). The type of carbonyl-containing functional group evident here is: _____ The wavenumber range normally attributed to this carbonyl group is: _____ Please propose why there might be a difference (think probable bond angle in the ring system vs. open chain) R-camphor is found to (specifically) rotate the plane of polarized light (sodium D) by 44.0 degree. Please calculate the value of alpha that we would expect to observe for a camphor solution that comprises 40% R and 60% S enantiomers. Please below.

Explanation / Answer

1)The strongest peak second one from the left is carbonyl group from the graph it is ~ 1750 cm-1

Actually seen value is around 1700 cm-1

The difference is due to ring strain of bornane system.

2)

% Optical purity of sample = 100 * (specific rotation of sample) / (specific rotation of a pure enantiomer)

i.e) 40 = 100*  (specific rotation of sample) / +44.00

(specific rotation of sample) = 40 x (+44.00) / 100 = +17 .60

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