ound 10 A Simplified IR Correlation Table ane CH CH: Alkenes (stretch) Aromatics (stretch) (stretch) (bend) (bend) Alkyne (stretch) Aldehyde (two peaks) Frequency fem", 3000-2850 1450 and 1375 1465 3100-3000 (out-of-plane bend) Alkene Aromatic Alkyne C-0* Aldehyde 3150-3000 Intensity 1000-700 Ketone Carboxylic Ester ca, 3300 2900-2 28 (acyer chemical shifts of aromatic protons in CDC, 7.36 pp Additive parameters for predicting NMR Table 22.4 Base value Additive Parameters for Predicting NMR Chemical Shifts of Vinyl Protons in CDCI, pare eta ethe -0.21 -0.20 -0.04 -0.12 -0.11 0.05 Table 22.5 Grop -0.11 -0.08 -0.01 -0.04 -0.02 0.04 0.06 0.07 0.18 0.10 0.12 0.14 0.08 0.06 CH, -CHÍCH, CH,CI CHOH, -0.18 -0.14 0.02 0.04 0.14 0.19 H. trans gem CH7CHA -CH-CHCO,H CH-CHIC OIAr 0.05 -0.02 0.28 0.20 0.23 0.21 0.19 5.28 ppm 0.28 0.23 0.53 0.60 0.45 0.67 0.68 0.69 Base value ans gem -0.28 -0.01 -0.02 Grep 0.45 1.26 0.64 0.70 0.97 -0.22 0.06 -0.01 -0.11 -R 40IOR -CH-CH, -CH,OH -CHX (X=F, CI, Br) (COOH O-OIOR -O-OH -C-OIR -O-OA -0.04 0.71 0.55 10-07 C-OCH-CHAr O-OOCH, 0.17 1.41 0.25 0.33 0.17 0.25 -0.25 -0.13 -0.06 -0.43 -0.41 -0.28 -0.13 -0.09 0-OOCH,CH, 0.11 0.16 0.09 1.18 0.80 0.77 1.17 C-OOH C-OCI HC-OINH, -ON -f 0.95 1.12 0.76 0.46 1.02 0.87 0.63 1.10 0.12 -0.05 -0.07 -0.13 1.13 0.36 0.29 -0.32 -0.02 0.13 -0.53 -0.45 -0.36 1.82 -0.07 0.55 1.38 -Ar 0.45 1.07 1.08 0.13 0.18 -1.07 Br -1.21 -1.00 -0.64 Br -OH -OR -OAr -OC-OR -OC-OAr -0.14 122 1.21 2.11 0.80 -0.07 OR -OA -OC-OIR -NH, -NHR, -NR, -NHICOR -0.60 -0.35 -1.26 -0.57 -0.04 0.02 0.07 -0.22 -0.15 -0.07 0.20 1.21 -0.27 -0.14 -0.71 -0.68 -0.72 -0.62 -0.73 -0.27 0.35 2.08 re may be small differences in the chemical-shift values calculated from able and those measured from individual spectra. --NH, -NICH,), NHICOR -NO, 0.14 0.87 a. Base value is the measured chemical shift of benzene in CDCI, (1% solutic sye
ound 10 A Simplified IR Correlation Table ane CH CH: Alkenes (stretch) Aromatics (stretch) (stretch) (bend) (bend) Alkyne (stretch) Aldehyde (two peaks) Frequency fem", 3000-2850 1450 and 1375 1465 3100-3000 (out-of-plane bend) Alkene Aromatic Alkyne C-0* Aldehyde 3150-3000 Intensity 1000-700 Ketone Carboxylic Ester ca, 3300 2900-2 28 (acyer chemical shifts of aromatic protons in CDC, 7.36 pp Additive parameters for predicting NMR Table 22.4 Base value Additive Parameters for Predicting NMR Chemical Shifts of Vinyl Protons in CDCI, pare eta ethe -0.21 -0.20 -0.04 -0.12 -0.11 0.05 Table 22.5 Grop -0.11 -0.08 -0.01 -0.04 -0.02 0.04 0.06 0.07 0.18 0.10 0.12 0.14 0.08 0.06 CH, -CHÍCH, CH,CI CHOH, -0.18 -0.14 0.02 0.04 0.14 0.19 H. trans gem CH7CHA -CH-CHCO,H CH-CHIC OIAr 0.05 -0.02 0.28 0.20 0.23 0.21 0.19 5.28 ppm 0.28 0.23 0.53 0.60 0.45 0.67 0.68 0.69 Base value ans gem -0.28 -0.01 -0.02 Grep 0.45 1.26 0.64 0.70 0.97 -0.22 0.06 -0.01 -0.11 -R 40IOR -CH-CH, -CH,OH -CHX (X=F, CI, Br) (COOH O-OIOR -O-OH -C-OIR -O-OA -0.04 0.71 0.55 10-07 C-OCH-CHAr O-OOCH, 0.17 1.41 0.25 0.33 0.17 0.25 -0.25 -0.13 -0.06 -0.43 -0.41 -0.28 -0.13 -0.09 0-OOCH,CH, 0.11 0.16 0.09 1.18 0.80 0.77 1.17 C-OOH C-OCI HC-OINH, -ON -f 0.95 1.12 0.76 0.46 1.02 0.87 0.63 1.10 0.12 -0.05 -0.07 -0.13 1.13 0.36 0.29 -0.32 -0.02 0.13 -0.53 -0.45 -0.36 1.82 -0.07 0.55 1.38 -Ar 0.45 1.07 1.08 0.13 0.18 -1.07 Br -1.21 -1.00 -0.64 Br -OH -OR -OAr -OC-OR -OC-OAr -0.14 122 1.21 2.11 0.80 -0.07 OR -OA -OC-OIR -NH, -NHR, -NR, -NHICOR -0.60 -0.35 -1.26 -0.57 -0.04 0.02 0.07 -0.22 -0.15 -0.07 0.20 1.21 -0.27 -0.14 -0.71 -0.68 -0.72 -0.62 -0.73 -0.27 0.35 2.08 re may be small differences in the chemical-shift values calculated from able and those measured from individual spectra. --NH, -NICH,), NHICOR -NO, 0.14 0.87 a. Base value is the measured chemical shift of benzene in CDCI, (1% solutic sye
Chemistry
10th Edition
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
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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using the NMR spectrum tables, predict the shift for the carbon indicated by the arrows.
Transcribed Image Text:ound 10
A Simplified IR Correlation Table
ane
CH
CH:
Alkenes (stretch)
Aromatics (stretch)
(stretch)
(bend)
(bend)
Alkyne (stretch)
Aldehyde (two peaks)
Frequency fem",
3000-2850
1450 and 1375
1465
3100-3000
(out-of-plane bend)
Alkene
Aromatic
Alkyne
C-0* Aldehyde
3150-3000
Intensity
1000-700
Ketone
Carboxylic
Ester
ca, 3300
2900-2
28
(acyer
chemical shifts of aromatic protons in CDC,
7.36 pp
Additive parameters for predicting NMR
Table 22.4
Base value
Additive Parameters for Predicting NMR
Chemical Shifts of Vinyl Protons in CDCI,
pare
eta
ethe
-0.21
-0.20
-0.04
-0.12
-0.11
0.05
Table 22.5
Grop
-0.11
-0.08
-0.01
-0.04
-0.02
0.04
0.06
0.07
0.18
0.10
0.12
0.14
0.08
0.06
CH,
-CHÍCH,
CH,CI
CHOH,
-0.18
-0.14
0.02
0.04
0.14
0.19
H.
trans
gem
CH7CHA
-CH-CHCO,H
CH-CHIC OIAr
0.05
-0.02
0.28
0.20
0.23
0.21
0.19
5.28 ppm
0.28
0.23
0.53
0.60
0.45
0.67
0.68
0.69
Base value
ans
gem
-0.28
-0.01
-0.02
Grep
0.45
1.26
0.64
0.70
0.97
-0.22
0.06
-0.01
-0.11
-R
40IOR
-CH-CH,
-CH,OH
-CHX (X=F, CI, Br)
(COOH
O-OIOR
-O-OH
-C-OIR
-O-OA
-0.04
0.71
0.55
10-07
C-OCH-CHAr
O-OOCH,
0.17
1.41
0.25
0.33
0.17
0.25
-0.25
-0.13
-0.06
-0.43
-0.41
-0.28
-0.13
-0.09
0-OOCH,CH,
0.11
0.16
0.09
1.18
0.80
0.77
1.17
C-OOH
C-OCI
HC-OINH,
-ON
-f
0.95
1.12
0.76
0.46
1.02
0.87
0.63
1.10
0.12
-0.05
-0.07
-0.13
1.13
0.36
0.29
-0.32
-0.02
0.13
-0.53
-0.45
-0.36
1.82
-0.07
0.55
1.38
-Ar
0.45
1.07
1.08
0.13
0.18
-1.07
Br
-1.21
-1.00
-0.64
Br
-OH
-OR
-OAr
-OC-OR
-OC-OAr
-0.14
122
1.21
2.11
0.80
-0.07
OR
-OA
-OC-OIR
-NH, -NHR, -NR,
-NHICOR
-0.60
-0.35
-1.26
-0.57
-0.04
0.02
0.07
-0.22
-0.15
-0.07
0.20
1.21
-0.27
-0.14
-0.71
-0.68
-0.72
-0.62
-0.73
-0.27
0.35
2.08
re may be small differences in the chemical-shift values calculated from
able and those measured from individual spectra.
--NH,
-NICH,),
NHICOR
-NO,
0.14
0.87
a. Base value is the measured chemical shift of benzene in CDCI, (1% solutic
sye
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