please draw the strucutre of the compound given all of the following information

Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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please draw the strucutre of the compound given all of the following information 

Compound D has a molecular formula of C,H,,0,. What is the Unsaturation Number (UN) or Double-Bond
Equivalent (DBE)?
UN/DBE:
1
Examine the IR spectrum provided for compound D.
Consider the peaks at 3000 and 1750 cm-1 and check the types of bonds they represent in the molecule.
C-H (sp³)
O C-H (sp)
O-H or N-H
V C=0
C-H (sp²)
Based on the molecular formula, the UN/DBE you calculated, and the IR spectrum, check all the functional groups that
could be present in compound D.
O epoxide
ester
ring
ketone
O benzene ring
O alkyne
carboxylic acid
alkene
V ether
V aldehyde
O alcohol
O amine
nitrile
Examine the 13C and 'H spectra of compound D.
There is a peak at ~178 ppm in the 13C spectra.
Which functional group is this characteristic for?
O ketone
O ester
aldehyde
How many equivalent carbons are there in compound D?
number of equivalent carbons:
2
There is a table summarizing the 'H NMR data.
ppm
Integration
Splitting
A
4.10
2H
quartet
В
2.65
1H
multiplet
C
1.30
3H
triplet
D
1.20
6H
doublet
Which two signals are consistent with the presence of an
What alkyl fragment are the other two signals
iso-propyl group?
consistent with?
A
O ethyl group
В
O n-butyl group
n-propyl group
D
O tert-butyl group
O iso-propyl group
Propose a structure for compound D.
Once you have a structure, it is always helpful to go back through the spectral data and make sure that the structure you
came up is consistent with all of it.
Draw the structure of compound D.
O D O O
O D O E>
Transcribed Image Text:Compound D has a molecular formula of C,H,,0,. What is the Unsaturation Number (UN) or Double-Bond Equivalent (DBE)? UN/DBE: 1 Examine the IR spectrum provided for compound D. Consider the peaks at 3000 and 1750 cm-1 and check the types of bonds they represent in the molecule. C-H (sp³) O C-H (sp) O-H or N-H V C=0 C-H (sp²) Based on the molecular formula, the UN/DBE you calculated, and the IR spectrum, check all the functional groups that could be present in compound D. O epoxide ester ring ketone O benzene ring O alkyne carboxylic acid alkene V ether V aldehyde O alcohol O amine nitrile Examine the 13C and 'H spectra of compound D. There is a peak at ~178 ppm in the 13C spectra. Which functional group is this characteristic for? O ketone O ester aldehyde How many equivalent carbons are there in compound D? number of equivalent carbons: 2 There is a table summarizing the 'H NMR data. ppm Integration Splitting A 4.10 2H quartet В 2.65 1H multiplet C 1.30 3H triplet D 1.20 6H doublet Which two signals are consistent with the presence of an What alkyl fragment are the other two signals iso-propyl group? consistent with? A O ethyl group В O n-butyl group n-propyl group D O tert-butyl group O iso-propyl group Propose a structure for compound D. Once you have a structure, it is always helpful to go back through the spectral data and make sure that the structure you came up is consistent with all of it. Draw the structure of compound D. O D O O O D O E>
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