Using tables 22.3, 22.4, and 22.5, predict the shift for the protons attached to the atom indicated by the arrow. Report your answer in ppm to the tenths' place. Don't include the units in the answer.

Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter7: Atomic Structure And Periodicity
Section: Chapter Questions
Problem 31Q: Consider the representations of the p and d atomic orbitals in Figs. 2-15 and 2- 17. What do the +...
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QUESTION 3
Using tables 22.3, 22.4, and 22.5, predict the shift for the protons attached to the atom indicated by the arrow.
Report your answer in ppm to the tenths' place. Don't include the units in the answer.
Transcribed Image Text:QUESTION 3 Using tables 22.3, 22.4, and 22.5, predict the shift for the protons attached to the atom indicated by the arrow. Report your answer in ppm to the tenths' place. Don't include the units in the answer.
Additive parameters for predicting NMR chemical shifts of alkyl
protons in CDCI,*
Table 22.3
Base values
Methyl
Methylene
Methine
0.9 ppm
1.2 ppm
1.5 ppm
Group ()
Alpha (a) substituent
Beta ) substituent
Gamma y substituent
of
HE
H-
-R
-C-C
-C-C-Arb
-C=C{C=O)OR
-CC-R
-CC-Ar
0.0
0.0
0.0
0.1
0.0
0.8
0.2
0.1
0.3
0.3
0.4
0.9
1.0
0.9
1.2
0.1
0.1
0.2
0.4
0.3
-Ar
1.4
0.1
0.1
-(C-O)OH
-(C O)OR
-(C-O)H
-(C=O)R
-(C=O)Ar
1.1
0.1
0.1
1.1
0.3
1.1
0.4
1.2
0.3
0.0
0.1
0.1
0.3
1.7
1.0
0.3
-(C=O)NH,
-(CO)CI
-CN
-Br
-CI
-OH
-OR
-OAr
1.8
0.4
0.1
1.1
0.4
0.2
0.7
0.5
2.1
0.2
2.2
0.2
0.1
0.3
0.3
0.5
2.3
2.1
0.1
2.8
0.3
0.1
0.5
0.5
2.8
-O(C3O)R
O(C O)Ar
-NH,
-NH(C-O)R
-NH(C=O)Ar
3.1
0.2
1.5
0.2
0.1
0.3
0.1
2.1
2.3
0.4
0.1
Transcribed Image Text:Additive parameters for predicting NMR chemical shifts of alkyl protons in CDCI,* Table 22.3 Base values Methyl Methylene Methine 0.9 ppm 1.2 ppm 1.5 ppm Group () Alpha (a) substituent Beta ) substituent Gamma y substituent of HE H- -R -C-C -C-C-Arb -C=C{C=O)OR -CC-R -CC-Ar 0.0 0.0 0.0 0.1 0.0 0.8 0.2 0.1 0.3 0.3 0.4 0.9 1.0 0.9 1.2 0.1 0.1 0.2 0.4 0.3 -Ar 1.4 0.1 0.1 -(C-O)OH -(C O)OR -(C-O)H -(C=O)R -(C=O)Ar 1.1 0.1 0.1 1.1 0.3 1.1 0.4 1.2 0.3 0.0 0.1 0.1 0.3 1.7 1.0 0.3 -(C=O)NH, -(CO)CI -CN -Br -CI -OH -OR -OAr 1.8 0.4 0.1 1.1 0.4 0.2 0.7 0.5 2.1 0.2 2.2 0.2 0.1 0.3 0.3 0.5 2.3 2.1 0.1 2.8 0.3 0.1 0.5 0.5 2.8 -O(C3O)R O(C O)Ar -NH, -NH(C-O)R -NH(C=O)Ar 3.1 0.2 1.5 0.2 0.1 0.3 0.1 2.1 2.3 0.4 0.1
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