Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 26.SE, Problem 41AP
Interpretation Introduction
Interpretation:
The resonance forms for the purple anion obtained by the reaction of ninhydrin with α-amino acid are to be given.
Concept introduction:
The resonance forms differ only in the position of the π bonds or the unshared pair of electrons on atoms. The position of atoms remains the same in different forms. The total number of valence electrons in all the resonance structures remains the same. Octet rule is not violated and the transfer of electrons between the bonds is indicated by curved arrows.
To give:
The resonance forms for the purple anion obtained by the reaction of ninhydrin with α-amino acid.
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Students have asked these similar questions
Part I.
a) Elucidate
the structure of compound A using the following information.
• mass spectrum: m+ = 102, m/2=57
312=29
• IR spectrum:
1002.5
% TRANSMITTANCE
Ngg
50
40
30
20
90
80
70
60
MICRONS
5
8
9 10
12
13
14 15 16
19
1740 cm
M
10
0
4000
3600
3200
2800
2400
2000
1800
1600
13
• CNMR
'H
-NMR
Peak
8
ppm (H)
Integration
multiplicity
a
1.5 (3H)
triplet
b
1.3
1.5 (3H)
triplet
C
2.3
1 (2H)
quartet
d
4.1
1 (2H)
quartet
& ppm (c)
10
15
28
60
177 (C=0)
b) Elucidate the structure of compound B using the following information
13C/DEPT NMR 150.9 MHz
IIL
1400
WAVENUMBERS (CM-1)
DEPT-90
DEPT-135
85 80 75
70
65
60
55
50
45 40
35
30 25 20
ppm
1200
1000
800
600
400
•
Part II.
a) Elucidate The structure of compound c w/ molecular formula C10 11202 and the following data below:
• IR spectra
% TRANSMITTANCE
1002.5
90
80
70
60
50
40
30
20
10
0
4000
3600
3200
2800
2400
2000
1800
1600
• Information from 'HAMR
MICRONS
8 9 10
11
14 15 16
19
25
1400
WAVENUMBERS (CM-1)
1200
1000
800
600
400
peak
8 ppm
Integration
multiplicity
a
2.1
1.5 (3H)
Singlet
b
3.6
1 (2H)
singlet
с
3.8
1.5 (3H)
Singlet
d
6.8
1(2H)
doublet
7.1
1(2H)
doublet
Information from 13C-nmR
Normal carbon
29ppm
Dept 135
Dept -90
+
NO peak
NO peak
50 ppm
55 ppm
+
NO peak
114 ppm
t
126 ppm
No peak
NO peak
130 ppm
t
+
159 ppm
No peak
NO peak
207 ppm
по реак
NO peak
Could you redraw these and also explain how to solve them for me pleas
Chapter 26 Solutions
Organic Chemistry
Ch. 26.1 - How many of the -amino acids shown in Table 26-1...Ch. 26.1 - Prob. 2PCh. 26.1 - Prob. 3PCh. 26.2 - Hemoglobin has pI=6.8. Does hemoglobin have a net...Ch. 26.3 - Show how you could prepare the following -amino...Ch. 26.3 - What alkyl halides would you use to prepare the...Ch. 26.3 - Prob. 7PCh. 26.4 - There are six isomeric tripeptides that contain...Ch. 26.4 - Draw the structure of M-P-V-G, and indicate its...Ch. 26.5 - Prob. 10P
Ch. 26.5 - Prob. 11PCh. 26.6 - The octapeptide angiotensin II has the sequence...Ch. 26.6 - Prob. 13PCh. 26.6 - Prob. 14PCh. 26.6 - Give the amino acid sequence of hexapeptides that...Ch. 26.7 - Prob. 16PCh. 26.7 - Write all five steps required for the synthesis of...Ch. 26.10 - Prob. 18PCh. 26.SE - Identify the following amino acids:Ch. 26.SE - Prob. 20VCCh. 26.SE - Isoleucine and threonine are the only two amino...Ch. 26.SE - Prob. 22VCCh. 26.SE - Give the sequence of the following tetrapeptide:Ch. 26.SE - Prob. 24MPCh. 26.SE - The chloromethylated polystyrene resin used for...Ch. 26.SE - Prob. 26MPCh. 26.SE - Prob. 27MPCh. 26.SE - Prob. 28MPCh. 26.SE - Except for cysteine, only S amino acids occur in...Ch. 26.SE - Prob. 30APCh. 26.SE - Prob. 31APCh. 26.SE - Show the structures of the following amino acids...Ch. 26.SE - Prob. 33APCh. 26.SE - Using both three- and one-letter codes for amino...Ch. 26.SE - Prob. 35APCh. 26.SE - Show how you could use the acetamidomalonate...Ch. 26.SE - Prob. 37APCh. 26.SE - Show how you could prepare the following amino...Ch. 26.SE - Prob. 39APCh. 26.SE - Predict the product of the reaction of valine with...Ch. 26.SE - Prob. 41APCh. 26.SE - Prob. 42APCh. 26.SE - Propose two structures for a tripeptide that gives...Ch. 26.SE - Show the steps involved in a synthesis of...Ch. 26.SE - Prob. 45APCh. 26.SE - Prob. 46APCh. 26.SE - Prob. 47APCh. 26.SE - Which of the following amino acids are more likely...Ch. 26.SE - Leuprolide is a synthetic nonapeptide used to...Ch. 26.SE - The -helical parts of myoglobin and other proteins...Ch. 26.SE - Prob. 51APCh. 26.SE - Cytochrome c is an enzyme found in the cells of...Ch. 26.SE - Prob. 53APCh. 26.SE - Prob. 54APCh. 26.SE - Prob. 55APCh. 26.SE - What is the structure of a nonapeptide that gives...Ch. 26.SE - Oxytocin, a nonapeptide hormone secreted by the...Ch. 26.SE - Aspartame, a nonnutritive sweetener marketed under...Ch. 26.SE - Prob. 59APCh. 26.SE - Prob. 60APCh. 26.SE - Prob. 61APCh. 26.SE - Prob. 62AP
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