Question

7 (10 pts) data below was on unknown. Use the data to propose a structure for the an the data. a brief unknown that is consistent with Provide explanation as to what each bit of data tells you about the unknown. a) The molecular weight of the unknown is 86. b) There are strong peaks in the infrared spectrum at 2950 and 1715 cm d) he 13C NMR spectrum of the unknown is given below.


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Answer #1

from IR spectra, 2950 cm-1 - (C-H , SP3 ,stretch)

1715 (alkyl ketone group )

C13 NMR shows presence of 5 different C with 5 different peaks.

above 200 peak in c13 is possible for RCHO, RCONR2, RCOOH, RCOR

its sure from IR that compound is not RCONR2 OR RCOOH . no charecteristic peaks are found in IR,but if there is CHO then there is a presence of sp2 CH stretch that is not on IR data, so it has to be a keton and it should be unsymetric to have 5 diffrent Carbons

CH3 - CH2 -CH2- CO CH3

d. e.

FROM RIGHT TO LEFT NUMBERING

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