ORGANIC CHEMISTRY-W/S.G+SOLN.MANUAL
8th Edition
ISBN: 9780134595450
Author: Bruice
Publisher: PEARSON
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Textbook Question
Chapter 21.15, Problem 46P
How would a protein that resides in the nonpolar interior of a membrane fold compared with the water-soluble protein just discussed?
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Relative Intensity
Part VI. consider the multi-step reaction below for compounds
A, B, and C.
These compounds were subjected to mass spectrometric analysis and
the following spectra for A, B, and C was obtained.
Draw the structure of B and C and match all three compounds
to the correct spectra.
Relative Intensity
Relative Intensity
100
HS-NJ-0547
80
60
31
20
S1
84
M+
absent
10
30
40
50
60
70
80
90
100
100-
MS2016-05353CM
80-
60
40
20
135 137
S2
164 166
0-m
25
50
75
100
125
150
m/z
60
100
MS-NJ-09-43
40
20
20
80
45
S3
25
50
75
100
125
150
175
m/z
Part II. Given two isomers: 2-methylpentane (A) and 2,2-dimethyl butane (B) answer the following:
(a) match structures of isomers given their mass spectra below (spectra A and spectra B)
(b) Draw the fragments given the following prominent peaks from
each spectrum:
Spectra A m/2 =43 and 1/2-57
spectra B m/2 = 43
(c) why is 1/2=57 peak in spectrum A more intense compared
to the same peak in spectrum B.
Relative abundance
Relative abundance
100
A
50
29
29
0
10
-0
-0
100
B
50
720
30
41
43
57
71
4-0
40
50
60 70
m/z
43
57
8-0
m/z = 86
M
90 100
71
m/z = 86
M
-O
0
10 20 30
40 50
60
70
80
-88
m/z
90
100
Chapter 21 Solutions
ORGANIC CHEMISTRY-W/S.G+SOLN.MANUAL
Ch. 21.1 - a. Explain why, when the imidazole ring of...Ch. 21.2 - a. Which isomer(R)-alanine or (S)-alanineis...Ch. 21.2 - Prob. 4PCh. 21.3 - Prob. 5PCh. 21.3 - Prob. 6PCh. 21.3 - Draw the predominant form for glutamate in a...Ch. 21.3 - a. Why is the pKa of the glutamate side chain...Ch. 21.4 - Calculate the pI of each of the following amino...Ch. 21.4 - a. Which amino acid has the lowest pI value? b....Ch. 21.4 - Prob. 12P
Ch. 21.4 - Prob. 13PCh. 21.4 - Explain why the pI of lysine is the average of the...Ch. 21.5 - What aldehyde is formed when valine is treated...Ch. 21.5 - Prob. 16PCh. 21.5 - Prob. 17PCh. 21.5 - Prob. 18PCh. 21.5 - Prob. 19PCh. 21.6 - Why is excess ammonia used in the preceding...Ch. 21.6 - Prob. 21PCh. 21.6 - What amino acid is formed using the...Ch. 21.6 - Prob. 23PCh. 21.6 - What amino acid is formed when the aldehyde used...Ch. 21.7 - Esterase is an enzyme that catalyzes the...Ch. 21.8 - Draw the tetrapeptide Ala-Thr-Asp-Asn and indicate...Ch. 21.8 - Draw the resonance contributors of the peptide...Ch. 21.8 - Which bonds in the backbone of a peptide can...Ch. 21.9 - An opioid pentapeptide has the following...Ch. 21.9 - What is the configuration about each of the...Ch. 21.9 - Glutathione is a tripeptide whose function is to...Ch. 21.10 - What dipeptides would be formed by heating a...Ch. 21.10 - Suppose you are trying to synthesize the dipeptide...Ch. 21.10 - Show the steps in the synthesis of the...Ch. 21.10 - a. Calculate the overall yield of bradykinin when...Ch. 21.11 - Show the steps in the synthesis of the...Ch. 21.13 - Prob. 37PCh. 21.13 - In determining the primary structure of insulin,...Ch. 21.13 - A decapeptide undergoes partial hydrolysis to give...Ch. 21.13 - Explain why cyanogen bromide does not cleave on...Ch. 21.13 - Indicate the peptides produced from cleavage by...Ch. 21.14 - Prob. 43PCh. 21.14 - Three peptides were obtained from a trypsin...Ch. 21.14 - Prob. 45PCh. 21.15 - How would a protein that resides in the nonpolar...Ch. 21.16 - a. Which would have the greatest percentage of...Ch. 21.17 - When apples that have been cut are exposed to...Ch. 21 - Glycine has pK2 values of 2.34 and 9.60. At what...Ch. 21 - Prob. 50PCh. 21 - A titration curve is a plot of the pH of a...Ch. 21 - Prob. 52PCh. 21 - Aspartame (its structure is on page 1007) has a pl...Ch. 21 - Draw the form of aspartate that predominates at...Ch. 21 - Show how phenylalanine can be prepared by...Ch. 21 - A professor was preparing a manuscript for...Ch. 21 - What aldehydes are formed when the following amino...Ch. 21 - Prob. 58PCh. 21 - Determine the amino acid sequence of a polypeptide...Ch. 21 - Prob. 60PCh. 21 - Prob. 61PCh. 21 - Which is the more effective buffer at...Ch. 21 - Identify the location and type of charge on the...Ch. 21 - Draw the product obtained when a lysine side chain...Ch. 21 - After the polypeptide shown below was treated with...Ch. 21 - Treatment of a polypeptide with 2-mercaptoethanol...Ch. 21 - Show how aspartame can be synthesized using DCCD.Ch. 21 - -Amino acids can be prepared by treating an...Ch. 21 - Reaction of a polypeptide with carboxypeptidase A...Ch. 21 - a. How many different octapeptides can be made...Ch. 21 - Glycine has pKa values of 2.3 and 9.6. Do you...Ch. 21 - A mixture of 15 amino acids gave the fingerprint...Ch. 21 - Write the mechanism for the reaction of an amino...Ch. 21 - Prob. 74PCh. 21 - Show how valine can be prepared by a. a...Ch. 21 - The primary structure of -endorphin, a peptide...Ch. 21 - A chemist wanted to test his hypothesis that the...Ch. 21 - Propose a mechanism for the rearrangement of the...Ch. 21 - A normal polypeptide and a mutant of the...Ch. 21 - Determine the amino acid sequence of a polypeptide...
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- Part IV. C6H5 CH2CH2OH is an aromatic compound which was subjected to Electron Ionization - mass spectrometry (El-MS) analysis. Prominent m/2 values: m/2 = 104 and m/2 = 9) was obtained. Draw the structures of these fragments.arrow_forwardFor each reaction shown below follow the curved arrows to complete each equationby showing the structure of the products. Identify the acid, the base, the conjugated acid andconjugated base. Consutl the pKa table and choose the direciton theequilibrium goes. However show the curved arrows. Please explain if possible.arrow_forwardA molecule shows peaks at 1379, 1327, 1249, 739 cm-1. Draw a diagram of the energy levels for such a molecule. Draw arrows for the possible transitions that could occur for the molecule. In the diagram imagine exciting an electron, what are its various options for getting back to the ground state? What process would promote radiation less decay? What do you expect for the lifetime of an electron in the T1 state? Why is phosphorescence emission weak in most substances? What could you do to a sample to enhance the likelihood that phosphorescence would occur over radiationless decay?arrow_forward
- Please correct answer and don't use hand ratingarrow_forwardThe SN 1 mechanism starts with the rate-determining step which is the dissociation of the alkyl halide into a carbocation and a halide ion. The next step is the rapid reaction of the carbocation intermediate with the nucleophile; this step completes the nucleophilic substitution stage. The step that follows the nucleophilic substitution is a fast acid-base reaction. The nucleophile now acts as a base to remove the proton from the oxonium ion from the previous step, to give the observed product. Draw a curved arrow mechanism for the reaction, adding steps as necessary. Be sure to include all nonzero formal charges. Cl: Add/Remove step G Click and drag to start drawing a structure.arrow_forwardPlease correct answer and don't use hand ratingarrow_forward
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