Match a structure with the correct ¹H-NMR. You will, of course, notice that there are more structures than spectra, so some structures are not represented. Also, notice that you are not given integration information... that is not a mistake! Simply fill in the blank with the product number (i.e. 1, 2, 3, etc.). Product 1 Product 4 OH Product 2 xi Product 3 مینه لا Product 5 Product 6

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter13: Nuclear Magnetic Resonance Spectroscopy
Section13.7: Chemical Shift
Problem 13.5P: Following are two constitutional isomers with the molecular formula C4H8O2. (a) Predict the number...
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2. READ THE DIRECTIONS TO EACH QUESTION CAREFULLY - not following the directions means you get the question wrong!
3. FORMAT YOUR ANSWERS AS DIRECTED - formatting your answers incorrect means you get the question wrong!
4. Below are the IR regions and NMR chemical shifts table for use with the spectroscopy problems:
¹H NMR
12
R
ΟΞΟ
11 10
PIC
OH R H
9
8
7
ppm
6
OH
H C=C-H
5
NH
H-C-X
H-C-O
-OH
X = F, Cl, Br
(i.e. electronegative atom)
3
-NH
2
H-C-N
H-C-S
1
-CH3
-CH₂-
C=C-H
H-C-C=O -CH
H-C-C=C
HC-0
0
4000
small range
Hrange of values
broad peak
DID
=C-H
N-H
3250-
3300
broad with spikes
-3300
3500
-O-H
broad-3300
-3400
-O-H CEN usually
strong
N-H CIO
C
H
₹
-C-H
O
2730-
2820
3000- 2 peaks
3100
2850-
2960
O
-C-O-H
broad-3000
3000
H
-CEN
2500
wavenumber, cm-1
2200
<-CICH
B
2200
2000
CC
H.C. N
1680
000000
H
1600-
1660
0
OR
1730
1710
1600
NR₂
1650
1500
1000
Transcribed Image Text:2. READ THE DIRECTIONS TO EACH QUESTION CAREFULLY - not following the directions means you get the question wrong! 3. FORMAT YOUR ANSWERS AS DIRECTED - formatting your answers incorrect means you get the question wrong! 4. Below are the IR regions and NMR chemical shifts table for use with the spectroscopy problems: ¹H NMR 12 R ΟΞΟ 11 10 PIC OH R H 9 8 7 ppm 6 OH H C=C-H 5 NH H-C-X H-C-O -OH X = F, Cl, Br (i.e. electronegative atom) 3 -NH 2 H-C-N H-C-S 1 -CH3 -CH₂- C=C-H H-C-C=O -CH H-C-C=C HC-0 0 4000 small range Hrange of values broad peak DID =C-H N-H 3250- 3300 broad with spikes -3300 3500 -O-H broad-3300 -3400 -O-H CEN usually strong N-H CIO C H ₹ -C-H O 2730- 2820 3000- 2 peaks 3100 2850- 2960 O -C-O-H broad-3000 3000 H -CEN 2500 wavenumber, cm-1 2200 <-CICH B 2200 2000 CC H.C. N 1680 000000 H 1600- 1660 0 OR 1730 1710 1600 NR₂ 1650 1500 1000
Match a structure with the correct ¹H-NMR. You will, of course, notice that there are more structures than spectra, so some
structures are not represented. Also, notice that you are not given integration information... that is not a mistake! Simply fill in
the blank with the product number (i.e. 1, 2, 3, etc.).
b.
C.
a.
3
3
7
6
O
8
5
Product 1
2
Product 4
2
PPM
ΓΥΜ
PPM
PPM
3
OH
ха
Product 2
O
Product 5
2
1
0
0
xi
H₂C
Product 3
Product 6
Part a Answer:
Part b Answer:
Part c Answer:
Transcribed Image Text:Match a structure with the correct ¹H-NMR. You will, of course, notice that there are more structures than spectra, so some structures are not represented. Also, notice that you are not given integration information... that is not a mistake! Simply fill in the blank with the product number (i.e. 1, 2, 3, etc.). b. C. a. 3 3 7 6 O 8 5 Product 1 2 Product 4 2 PPM ΓΥΜ PPM PPM 3 OH ха Product 2 O Product 5 2 1 0 0 xi H₂C Product 3 Product 6 Part a Answer: Part b Answer: Part c Answer:
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