4. Jing IR spectrum A compound with molecular formula C6H100 give 100 80- quo1g iynod ies daidwy 8 2quon /1650 40- 20 1720 1500 1000 400 4000 debo adoo 2s0o 2o00 Wavenumber (cm1) Identify the structure below that is most consistent with the spectrum: H. OH ɔnenceen S2U.2bnod =D owd gniwollot erit not noitg1ozds to dmunevew ert 16gmo hir

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
ChapterL3: Carbon (13c) Nmr Spectroscopy
Section: Chapter Questions
Problem 13E
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Can i get help with these problems number 4 

4.
Jing IR spectrum
A compound with molecular formula C6H100 give
100
80-
quo1g iynod
ies daidwy 8 2quon
/1650
40-
20
1720
1500
1000
400
4000 debo adoo 2s0o 2o00
Wavenumber (cm1)
Identify the structure below that is most consistent with the spectrum:
H.
OH
ɔnenceen S2U.2bnod =D owd gniwollot erit not noitg1ozds to dmunevew ert 16gmo
hir
Transcribed Image Text:4. Jing IR spectrum A compound with molecular formula C6H100 give 100 80- quo1g iynod ies daidwy 8 2quon /1650 40- 20 1720 1500 1000 400 4000 debo adoo 2s0o 2o00 Wavenumber (cm1) Identify the structure below that is most consistent with the spectrum: H. OH ɔnenceen S2U.2bnod =D owd gniwollot erit not noitg1ozds to dmunevew ert 16gmo hir
Expert Solution
Step 1

Stretching frequency 1720 cm-1 corresponds presense of carbonyl functional group 

1650 cm-1 corresponds to  ( c=c ) group 

Thus most suitable structure which  has both ketone functionality and (C=C ) unit are

Chemistry homework question answer, step 1, image 1

But amoung them alpha-beta unsaturated carbonyl unit ( 2nd ) molecule due to conjugation,  both ketone and alkene has less stretching frequency as expected. 

Thus correct matching is noticed in case of 1st compound. 

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