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14
13
C NMR Spectroscopy
13
HHand
and 13CCNMR
NMRcompared:
compared:
1
1
13
HHand
and 13CCNMR
NMRcompared:
compared:
1
1
13
HHand
and 13CCNMR
NMRcompared:
compared:
1
1
9.0
8.0
7.0
6.0
CH3
ClCH2
ClCH2CH2CH2CH2CH3
10.0
5.0
4.0
3.0
2.0
1.0
13
ClCH2CH2CH2CH2CH3
a separate, distinct
peak appears for
each of the 5
carbons
200
180
160
140
120
CDCl3
100
80
60
40
20
13.15
13
C Chemical Shifts
are measured in ppm ()
from the carbons of TMS
CCChemical
Chemicalshifts
shiftsare
aremost
mostaffected
affectedby:
by:
13
13
Examples
Examples(chemical
(chemicalshifts
shiftsininppm
ppmfrom
fromTMS)
TMS)
23
138
sp3 hybridized carbon is more shielded than sp2
Examples
Examples(chemical
(chemicalshifts
shiftsininppm
ppmfrom
fromTMS)
TMS)
OH
61
O
202
Examples
Examples(chemical
(chemicalshifts
shiftsininppm
ppmfrom
fromTMS)
TMS)
23
OH
61
Examples
Examples(chemical
(chemicalshifts
shiftsininppm
ppmfrom
fromTMS)
TMS)
138
O
202
Table
Table13.3
13.3(p
(p513)
513)
Type of carbon Chemical shift (),
ppm
RCH3
0-35
R2CH2
15-40
R3CH
25-50
R4C
30-40
Table
Table13.3
13.3(p
(p513)
513)
Type of carbon Chemical shift (), Type of carbon
ppm
RCH3
0-35
RC
CR
65-90
R2CH2
15-40
R2C
CR2
100-150
R3CH
R4C
25-50
30-40
110-175
Table
Table13.3
13.3(p
(p513)
513)
Type of carbon Chemical shift (),
ppm
RCH2Br
20-40
RCH2Cl
25-50
RCH2NH2
35-50
RCH2OH
50-65
RCH2OR
50-65
Table
Table13.3
13.3(p
(p513)
513)
Type of carbon Chemical shift (), Type of carbon
ppm
RCH2Br
20-40
RCH2Cl
25-50
RCH2NH2
35-50
RCH2OH
50-65
RCR
RCH2OR
50-65
RCOR
160-185
190-220