ORGANIC CHEMISTRY (LL) W/ACCESS
4th Edition
ISBN: 9781119856122
Author: Klein
Publisher: WILEY
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Chapter 15.4, Problem 4ATS
Interpretation Introduction
Interpretation: The chemical equivalent of hydrogen is to be identified.
Concept introduction: The number of signals in a 1 H NMR spectrum reveals the variety of protons present (protons in different electronic environments). Chemically similar protons will only emit one signal since they inhabit the same electronic surroundings. If a symmetry operation—either rotation or reflection—allows for the swap of two protons, then they are chemically identical.
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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 15 Solutions
ORGANIC CHEMISTRY (LL) W/ACCESS
Ch. 15.4 - Prob. 1LTSCh. 15.4 - Prob. 1PTSCh. 15.4 - Prob. 2PTSCh. 15.4 - Prob. 3PTSCh. 15.4 - Prob. 4ATSCh. 15.4 - Prob. 2LTSCh. 15.5 - Prob. 3LTSCh. 15.6 - Prob. 4LTSCh. 15.6 - Prob. 11PTSCh. 15.6 - Prob. 12PTS
Ch. 15.6 - Prob. 13PTSCh. 15.7 - Prob. 5LTSCh. 15.7 - Prob. 15PTSCh. 15.8 - Prob. 6LTSCh. 15.8 - Prob. 19PTSCh. 15.10 - Prob. 8LTSCh. 15.10 - Prob. 23PTSCh. 15.10 - Prob. 24PTSCh. 15 - Prob. 32PPCh. 15 - Prob. 33PPCh. 15 - Prob. 34PPCh. 15 - Prob. 35PPCh. 15 - Prob. 36PPCh. 15 - Prob. 37PPCh. 15 - Prob. 38PPCh. 15 - Prob. 39PPCh. 15 - Prob. 40PPCh. 15 - Prob. 41PPCh. 15 - Prob. 42PPCh. 15 - Prob. 43PPCh. 15 - Prob. 44PPCh. 15 - Prob. 45PPCh. 15 - Prob. 51PPCh. 15 - Prob. 52PPCh. 15 - Prob. 53PPCh. 15 - Prob. 54PPCh. 15 - Prob. 55PPCh. 15 - Prob. 56PPCh. 15 - Prob. 57PPCh. 15 - Prob. 72IPCh. 15 - Prob. 73IPCh. 15 - Prob. 74IPCh. 15 - Prob. 75IPCh. 15 - Prob. 76IPCh. 15 - Prob. 77IPCh. 15 - Prob. 78IPCh. 15 - Prob. 79IPCh. 15 - Prob. 80IPCh. 15 - Prob. 81IP
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