ORGANIC CHEMISTRY 1 TERM ACCESS
3rd Edition
ISBN: 9781119661511
Author: Klein
Publisher: WILEY
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Question
Chapter 22, Problem 51PP
(a)
Interpretation Introduction
Interpretation: The difference in basicity between ortho- or para- and meta-nitroanilines has to be discussed
Concept Introduction:
Resonance is a mental exercise and method within the
To find: para-nitroaniline is an order of magnitude less basic than meta-nitroaniline. Find the reason for the given statement
Find the delocalization behavior of para-nitroaniline
(b)
Interpretation Introduction
Interpretation: The difference in basicity between ortho- or para- and meta-nitroanilines has to be discussed
Concept Introduction:
Resonance is a mental exercise and method within the Valence Bond Theory of bonding that describes the delocalization of electrons within molecules. The net sum of valid resonance structures is defined as a resonance hybrid, which represents the overall delocalization of electrons within the molecule. A molecule that has several resonance structures is more stable than one with fewer. If the delocalization of electrons within molecules is more, the compound is less basic and vice versa.
To find: Finding the basicity of ortho-nitroaniline which is closer in value to meta- or to para-nitroaniline
Find the delocalization behavior of ortho-nitroaniline
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Arrange the solutions in order of increasing acidity. (Note that K (HF) = 6.8 x 10 and K (NH3) = 1.8 × 10-5)
Rank solutions from least acidity to greatest acidity. To rank items as equivalent, overlap them.
▸ View Available Hint(s)
Least acidity
NH&F NaBr NaOH
NH,Br NaCIO
Reset
Greatest acidity
1. Consider the following molecular-level diagrams of a titration.
O-HA molecule
-Aion
°°
о
°
(a)
о
(b)
(c)
(d)
a. Which diagram best illustrates the microscopic representation for the
EQUIVALENCE POINT in a titration of a weak acid (HA) with sodium.
hydroxide?
(e)
Answers to the remaining 6 questions will be hand-drawn on paper and submitted as a single
file upload below:
Review of this week's reaction:
H₂NCN (cyanamide) + CH3NHCH2COOH (sarcosine) + NaCl, NH4OH, H₂O --->
H₂NC(=NH)N(CH3)CH2COOH (creatine)
Q7. Draw by hand the reaction of creatine synthesis listed above using line structures without showing
the Cs and some of the Hs, but include the lone pairs of electrons wherever they apply. (4 pts)
Q8. Considering the Zwitterion form of an amino acid, draw the Zwitterion form of Creatine. (2 pts)
Q9. Explain with drawing why the C-N bond shown in creatine structure below can or cannot rotate. (3
pts)
NH2(C=NH)-N(CH)CH2COOH
This bond
Q10. Draw two tautomers of creatine using line structures. (Note: this question is valid because problem
Q9 is valid). (4 pts)
Q11. Mechanism. After seeing and understanding the mechanism of creatine synthesis, students should
be ready to understand the first half of one of the Grignard reactions presented in a past…
Chapter 22 Solutions
ORGANIC CHEMISTRY 1 TERM ACCESS
Ch. 22.2 - Prob. 1LTSCh. 22.2 - Prob. 1PTSCh. 22.2 - Prob. 2PTSCh. 22.2 - Prob. 3ATSCh. 22.3 - Prob. 4CCCh. 22.3 - Prob. 5CCCh. 22.3 - Prob. 6CCCh. 22.3 - Prob. 7CCCh. 22.3 - Prob. 8CCCh. 22.3 - Prob. 9CC
Ch. 22.4 - Prob. 10CCCh. 22.4 - Prob. 11CCCh. 22.5 - Prob. 2LTSCh. 22.5 - Prob. 12PTSCh. 22.5 - Prob. 13ATSCh. 22.6 - Prob. 3LTSCh. 22.6 - Prob. 14PTSCh. 22.6 - Prob. 15ATSCh. 22.7 - Prob. 4LTSCh. 22.7 - Prob. 16PTSCh. 22.7 - Prob. 17PTSCh. 22.7 - Prob. 18PTSCh. 22.7 - Prob. 19ATSCh. 22.8 - Prob. 20CCCh. 22.8 - Prob. 21CCCh. 22.8 - Prob. 22CCCh. 22.9 - Prob. 5LTSCh. 22.9 - Prob. 23PTSCh. 22.9 - Prob. 24ATSCh. 22.10 - Prob. 25CCCh. 22.11 - Prob. 26CCCh. 22.11 - Prob. 6LTSCh. 22.11 - Prob. 27PTSCh. 22.11 - Prob. 28ATSCh. 22.12 - Prob. 29CCCh. 22.12 - Prob. 30CCCh. 22.13 - Prob. 31CCCh. 22.13 - Prob. 32CCCh. 22 - Prob. 33PPCh. 22 - Prob. 34PPCh. 22 - Prob. 35PPCh. 22 - Prob. 36PPCh. 22 - Prob. 37PPCh. 22 - Prob. 38PPCh. 22 - Prob. 39PPCh. 22 - Prob. 40PPCh. 22 - Prob. 41PPCh. 22 - Prob. 42PPCh. 22 - Prob. 43PPCh. 22 - Prob. 44PPCh. 22 - Prob. 45PPCh. 22 - Prob. 46PPCh. 22 - Prob. 47PPCh. 22 - Prob. 48PPCh. 22 - Prob. 49PPCh. 22 - Prob. 50PPCh. 22 - Prob. 51PPCh. 22 - Prob. 52PPCh. 22 - Prob. 53PPCh. 22 - Prob. 54PPCh. 22 - Prob. 55PPCh. 22 - Prob. 56PPCh. 22 - Prob. 57PPCh. 22 - Prob. 58PPCh. 22 - Prob. 59PPCh. 22 - Prob. 60PPCh. 22 - Prob. 61PPCh. 22 - Prob. 62PPCh. 22 - Prob. 63PPCh. 22 - Prob. 64PPCh. 22 - Prob. 65PPCh. 22 - Prob. 66PPCh. 22 - Prob. 67PPCh. 22 - Prob. 68PPCh. 22 - Prob. 69PPCh. 22 - Prob. 70PPCh. 22 - Prob. 71PPCh. 22 - Prob. 72PPCh. 22 - Prob. 73IPCh. 22 - Prob. 74IPCh. 22 - Prob. 75IPCh. 22 - Prob. 76IPCh. 22 - Prob. 77IPCh. 22 - Prob. 78IPCh. 22 - Prob. 79IPCh. 22 - Prob. 80IPCh. 22 - Prob. 81IPCh. 22 - Prob. 82IPCh. 22 - Prob. 83IPCh. 22 - Prob. 84IPCh. 22 - Prob. 85IPCh. 22 - Prob. 86IPCh. 22 - Prob. 87IPCh. 22 - Prob. 88IPCh. 22 - Prob. 89IPCh. 22 - Prob. 90IPCh. 22 - Prob. 91IPCh. 22 - Prob. 92IPCh. 22 - Prob. 93IPCh. 22 - Prob. 94IPCh. 22 - Prob. 95IPCh. 22 - Prob. 96CPCh. 22 - Prob. 97CPCh. 22 - Prob. 98CPCh. 22 - Prob. 99CP
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