Below are the NMR spectra and molecular formulas of three molecules. Draw the complete structure in the boxes below. All the atoms in each molecule are closed shell (octets) and uncharged. Lack of IR data does not mean that a specific functional group is not present in the molecule. a) C11H1402 (There is a C=0 stretch in the IR of the compound)

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Chapter7: Statistical Data Treatment And Evaluation
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TABLE 13.3 Correlation of H Chemical Shift with Environment
Chemical
shift (5)
Chemical
shift (5)
Type of hydrogen
Type of hydrogen
Reference
(CH) Si
Saturated
primary
-CH
Alkyl halide
X- CI, Br, I
0.7-1.3
2.5-4.0
-CH-
Saturated
secondary
1.2-1.6
Alcohol
2.5-5.0
(Variable)
H
Alcohol,
ether
3.3-4.5
Saturated
tertiary
1.4-1.8
H.
H.
-H-
Vinylic
4.5-6.5
Allylic
1.6-2.2
Aromatic
Ar-H
6.5-8.0
Methyl
ketone
2.0-2.4
Aldehyde
9.7-10.0
CH
H.
Aromatic
Ar-CH
2.4-2.7
methyl
Carboxylic
acid
11.0-12.0
Alkynyl
-C=C-H
2.5-3.0
©2004 Thomson - Brooks/Cole
o=
o=
Transcribed Image Text:TABLE 13.3 Correlation of H Chemical Shift with Environment Chemical shift (5) Chemical shift (5) Type of hydrogen Type of hydrogen Reference (CH) Si Saturated primary -CH Alkyl halide X- CI, Br, I 0.7-1.3 2.5-4.0 -CH- Saturated secondary 1.2-1.6 Alcohol 2.5-5.0 (Variable) H Alcohol, ether 3.3-4.5 Saturated tertiary 1.4-1.8 H. H. -H- Vinylic 4.5-6.5 Allylic 1.6-2.2 Aromatic Ar-H 6.5-8.0 Methyl ketone 2.0-2.4 Aldehyde 9.7-10.0 CH H. Aromatic Ar-CH 2.4-2.7 methyl Carboxylic acid 11.0-12.0 Alkynyl -C=C-H 2.5-3.0 ©2004 Thomson - Brooks/Cole o= o=
Below are the NMR spectra and molecular formulas of three molecules. Draw the complete
structure in the boxes below. All the atoms in each molecule are closed shell (octets) and uncharged. Lack of IR
data does not mean that a specific functional group is not present in the molecule.
a) C11H1402 (There is a C=0 stretch in the IR of the compound)
Draw the structure of the
compound
S. ЗН
s, 3H
t, 2H
d, 2H
d, 2H
t, 2H
C11H1402
8.
PPM
Transcribed Image Text:Below are the NMR spectra and molecular formulas of three molecules. Draw the complete structure in the boxes below. All the atoms in each molecule are closed shell (octets) and uncharged. Lack of IR data does not mean that a specific functional group is not present in the molecule. a) C11H1402 (There is a C=0 stretch in the IR of the compound) Draw the structure of the compound S. ЗН s, 3H t, 2H d, 2H d, 2H t, 2H C11H1402 8. PPM
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