5. Did you have unknown A or B? Which unknown does your NMR indicate that you isolated and how do you know (include what types of chemical shifts led you to this conclusion)? Include your worked up (MestreNova: peak pick, integrate, normalize, and reference to chloroform or DMSO) and annotated (assign the peaks) NMR to the worksheet for this question. You must do the work up yourself, any copying or using of worked up data from another student is academic misconduct. Attach your NMR to this question. 10 96'0- = 1.10 6. 00 8 Type of Proton Chemical Shift (ppm) Type of Proton Chemical Shift (ppm) R-CH3 0.9-1.2 X-CH₂R (X: Cl, Br, I) 3.1-3.8 R 1.2-1.5 R-OH variable, 1-5 R-CH2 R R-CH 1.4-1.9 R-NH2 variable, 1-5 R R 1.5-2.5 4.5-6.0 R CHR2 R H 2.0-2.6 Ar-H 6.0-8.5 R Ar-CH3 2.2-2.5 R-CEC-H 2.5-3.0 10-13 R OH (H)R-O-CH3 3.3-4.0 < 2.20 7 C 2.25 16 5 9.5-10.5 - 3.00 3 w. N-2.85) 1 ō [ppm] 3.35 1.97

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
ChapterL3: Carbon (13c) Nmr Spectroscopy
Section: Chapter Questions
Problem 19CTQ
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5. Did you have unknown A or B? Which unknown does your NMR indicate that you isolated and how do you
know (include what types of chemical shifts led you to this conclusion)? Include your worked up
(MestreNova: peak pick, integrate, normalize, and reference to chloroform or DMSO) and annotated
(assign the peaks) NMR to the worksheet for this question. You must do the work up yourself, any copying
or using of worked up data from another student is academic misconduct. Attach your NMR to this
question.
Transcribed Image Text:5. Did you have unknown A or B? Which unknown does your NMR indicate that you isolated and how do you know (include what types of chemical shifts led you to this conclusion)? Include your worked up (MestreNova: peak pick, integrate, normalize, and reference to chloroform or DMSO) and annotated (assign the peaks) NMR to the worksheet for this question. You must do the work up yourself, any copying or using of worked up data from another student is academic misconduct. Attach your NMR to this question.
10
96'0-
= 1.10
6.
00
8
Type of Proton
Chemical Shift
(ppm)
Type of Proton
Chemical Shift
(ppm)
R-CH3
0.9-1.2
X-CH₂R
(X: Cl, Br, I)
3.1-3.8
R
1.2-1.5
R-OH
variable, 1-5
R-CH2
R
R-CH
1.4-1.9
R-NH2
variable, 1-5
R
R
1.5-2.5
4.5-6.0
R
CHR2
R
H
2.0-2.6
Ar-H
6.0-8.5
R
Ar-CH3
2.2-2.5
R-CEC-H
2.5-3.0
10-13
R
OH
(H)R-O-CH3
3.3-4.0
< 2.20
7
C 2.25
16
5
9.5-10.5
- 3.00
3
w.
N-2.85)
1
ō [ppm]
3.35
1.97
Transcribed Image Text:10 96'0- = 1.10 6. 00 8 Type of Proton Chemical Shift (ppm) Type of Proton Chemical Shift (ppm) R-CH3 0.9-1.2 X-CH₂R (X: Cl, Br, I) 3.1-3.8 R 1.2-1.5 R-OH variable, 1-5 R-CH2 R R-CH 1.4-1.9 R-NH2 variable, 1-5 R R 1.5-2.5 4.5-6.0 R CHR2 R H 2.0-2.6 Ar-H 6.0-8.5 R Ar-CH3 2.2-2.5 R-CEC-H 2.5-3.0 10-13 R OH (H)R-O-CH3 3.3-4.0 < 2.20 7 C 2.25 16 5 9.5-10.5 - 3.00 3 w. N-2.85) 1 ō [ppm] 3.35 1.97
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