Bundle: Introduction to General, Organic and Biochemistry, 11th + OWLv2, 4 terms (24 months) Printed Access Card
11th Edition
ISBN: 9781305705159
Author: Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher: Cengage Learning
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Textbook Question
Chapter 22, Problem 22.9P
22-9 What is the difference in structure between tyrosine and phenylalanine?
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13. (11pts total) Consider the arrows pointing at three different carbon-carbon bonds in the
molecule depicted below.
Bond B
Bond A
Bond C
a. (2pts) Which bond between A-C is weakest? Which is strongest? Place answers in
appropriate boxes.
Weakest
Bond
Strongest
Bond
b. (4pts) Consider the relative stability of all cleavage products that form when bonds A,
B, AND C are homolytically cleaved/broken. Hint: cleavage products of bonds A, B,
and C are all carbon radicals.
i. Which ONE cleavage product is the most stable? A condensed or bond line
representation is fine.
ii. Which ONE cleavage product is the least stable? A condensed or bond line
representation is fine.
c. (5pts) Use principles discussed in lecture, supported by relevant structures, to
succinctly explain the why your part b (i) radical is more stable than your part b(ii)
radical. Written explanation can be no more than one-two succinct sentence(s)!
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Statifically more chances to abstract one of these 6H
11. (10pts total) Consider the radical chlorination of 1,3-diethylcyclohexane depicted below. 4
4th total
• 6H total
래
• 4H total
21 total
ZH
2H
Statistical
H < 3° C-H weakest
-
product
abstraction here
bund
leads to thermo favored
a) (6pts) How many unique mono-chlorinated products can be formed and what are the
structures for the thermodynamically and statistically favored products?
Product
6
Number of Unique
Mono-Chlorinated Products
Thermodynamically
Favored Product
Statistically
Favored Product
b) (4pts) Draw the arrow pushing mechanism for the FIRST propagation step (p-1) for the
formation of the thermodynamically favored product. Only draw the p-1 step. You do
not need to include lone pairs of electrons. No enthalpy calculation necessary
H
H-Cl
Waterfox
10. (5pts) Provide the complete arrow pushing mechanism for the chemical transformation →
depicted below
Use proper curved arrow notation that explicitly illustrates all bonds being broken, and
all bonds formed in the transformation.
Also, be sure to include all lone pairs and formal charges on all atoms involved in the
flow of electrons.
CH3O
II
HA
H
CH3O-H
H
①
Chapter 22 Solutions
Bundle: Introduction to General, Organic and Biochemistry, 11th + OWLv2, 4 terms (24 months) Printed Access Card
Ch. 22.4 - Problem 22-1 Show how to form the dipeptide...Ch. 22.10 - Problem 22-2 What is the oxidation number (the...Ch. 22.10 - Prob. 22.3PCh. 22.11 - Prob. 22.4PCh. 22 - 22-5 What are the functions of (a) ovalbumin and...Ch. 22 - 22-6 The members of which class of proteins are...Ch. 22 - 22-7 What is the function of an immunoglobulin?Ch. 22 - Prob. 22.8PCh. 22 - 22-9 What is the difference in structure between...Ch. 22 - 22-10 Classify the following amino acids as...
Ch. 22 - 22-11 Which amino acid has the highest percentage...Ch. 22 - Prob. 22.12PCh. 22 - Prob. 22.13PCh. 22 - Prob. 22.14PCh. 22 - Prob. 22.15PCh. 22 - 22-16 Which amino acids in Table 22-1 have more...Ch. 22 - 22-17 What are the similarities and differences in...Ch. 22 - 22-18 Draw the structures of L- and D-valine.Ch. 22 - Prob. 22.19PCh. 22 - 22-20 Show how alanine, in solution at its...Ch. 22 - 22-21 Explain why an amino acid cannot exist in an...Ch. 22 - 22-22 Draw the structure of valine at pH 1 and at...Ch. 22 - Prob. 22.23PCh. 22 - 22-24 Draw the most predominant form of histidine...Ch. 22 - 22-25 Draw the most predominant form of lysine at...Ch. 22 - Prob. 22.26PCh. 22 - 22-27 Show by chemical equations how alanine and...Ch. 22 - 22-28 A tetrapeptide is abbreviated as DPKH. Which...Ch. 22 - 22-29 Draw the structure of a tripeptide made of...Ch. 22 - 22-30 (a) Use the three-letter abbreviations to...Ch. 22 - 22-31 A polypeptide chain is made of alternating...Ch. 22 - Prob. 22.32PCh. 22 - 22-33 Which of the three functional groups on...Ch. 22 - Prob. 22.34PCh. 22 - 22-35 Why is histidine considered a basic amino...Ch. 22 - Prob. 22.36PCh. 22 - Prob. 22.37PCh. 22 - 22-38 Why does proline not absorb light at 280 nm?Ch. 22 - Prob. 22.39PCh. 22 - Prob. 22.40PCh. 22 - Prob. 22.41PCh. 22 - 22-42 (a) How many atoms of the peptide bond lie...Ch. 22 - 22-43 (a) Draw the structural formula of the...Ch. 22 - 22-44 How can a protein act as a buffer?Ch. 22 - 22-45 Proteins are least soluble at their...Ch. 22 - 22-46 How many different tripeptides can be made...Ch. 22 - 22-47 How many different tetrapeptides can be made...Ch. 22 - 22-48 How many amino acid residues in the A chain...Ch. 22 - 22-49 Based on your knowledge of the chemical...Ch. 22 - 22-50 Is a random coil a (a) primary, (b)...Ch. 22 - 22-51 Decide whether the following structures that...Ch. 22 - Prob. 22.52PCh. 22 - 22-53 Do iron and zinc ions play role in protein...Ch. 22 - Prob. 22.54PCh. 22 - 22-55 Consider the coordination compound Fe(CO)5...Ch. 22 - Prob. 22.56PCh. 22 - 22-57 Consider the coordination compound...Ch. 22 - Prob. 22.58PCh. 22 - 22-59 What is the effect of salt bridges on the...Ch. 22 - Prob. 22.60PCh. 22 - 22-61 Polyglutamic acid (a polypeptide chain made...Ch. 22 - 22-62 Distinguish between intermolecular and...Ch. 22 - 22-63 Identify the primary, secondary, and...Ch. 22 - 22-64 If both cysteine residues on the B chain of...Ch. 22 - 22-65 (a) What is the difference in the quaternary...Ch. 22 - Prob. 22.66PCh. 22 - Prob. 22.67PCh. 22 - Prob. 22.68PCh. 22 - Prob. 22.69PCh. 22 - Prob. 22.70PCh. 22 - 22-71 Which amino acid side chain is most...Ch. 22 - 22-72 What does the reducing agent do in...Ch. 22 - 22-73 Silver nitrate is sometimes put into the...Ch. 22 - 22-74 Why do nurses and physicians use 70% alcohol...Ch. 22 - 22-75 (Chemical Connections 22A) Why must some...Ch. 22 - Prob. 22.76PCh. 22 - Prob. 22.77PCh. 22 - Prob. 22.78PCh. 22 - Prob. 22.79PCh. 22 - Prob. 22.80PCh. 22 - Prob. 22.81PCh. 22 - 22-82 (Chemical Connections 22H) How does the...Ch. 22 - Prob. 22.83PCh. 22 - 22-84 How many different dipeptides can be made...Ch. 22 - 22-85 Denaturation is usually associated with...Ch. 22 - Prob. 22.86PCh. 22 - Prob. 22.87PCh. 22 - Prob. 22.88PCh. 22 - 22-89 What kind of noncovalent interaction occurs...Ch. 22 - Prob. 22.90PCh. 22 - 22-91 Which amino acid does not rotate the plane...Ch. 22 - 22-92 Write the expected products of the acid...Ch. 22 - 22-93 What charges are on aspartic acid at pH 2.0?Ch. 22 - Prob. 22.94PCh. 22 - Prob. 22.95PCh. 22 - Prob. 22.96PCh. 22 - 22-97 Gelatin is derived from collagen by...Ch. 22 - Prob. 22.98PCh. 22 - Prob. 22.99PCh. 22 - Prob. 22.100PCh. 22 - 22-101 Using what you know about protein...Ch. 22 - Prob. 22.102PCh. 22 - Prob. 22.103PCh. 22 - 22-104 Why is collagen not a very good source of...Ch. 22 - Prob. 22.105P
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