Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Textbook Question
Chapter 5.2, Problem 5.1P
Determine whether the following objects are chiral or achiral.
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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…
Propose a synthesis pathway for the
following transformations. b) c) d)
Chapter 5 Solutions
Organic Chemistry (9th Edition)
Ch. 5.2 - Determine whether the following objects are chiral...Ch. 5.2A - Prob. 5.2PCh. 5.2B - Prob. 5.3PCh. 5.2B - Prob. 5.4PCh. 5.2C - Prob. 5.5PCh. 5.3 - Prob. 5.6PCh. 5.3 - Prob. 5.7PCh. 5.4D - Prob. 5.8PCh. 5.4D - Prob. 5.9PCh. 5.4D - Prob. 5.10P
Ch. 5.5 - Prob. 5.11PCh. 5.7 - When optically pure (R)-2-bromobutane is heated...Ch. 5.7 - Prob. 5.13PCh. 5.8 - Prob. 5.14PCh. 5.9B - Draw three-dimensional representations of the...Ch. 5.10A - For each sot of examples, make a model of the...Ch. 5.10A - Draw a Fischer projection for each compound....Ch. 5.10B - Prob. 5.18PCh. 5.10C - For each Fischer projection, label each asymmetric...Ch. 5.11C - Prob. 5.20PCh. 5.13 - Prob. 5.21PCh. 5.13 - Prob. 5.22PCh. 5.15 - Prob. 5.23PCh. 5.16A - Prob. 5.24PCh. 5 - The following four structures are naturally...Ch. 5 - For each structure, 1. star () any asymmetric...Ch. 5 - Prob. 5.27SPCh. 5 - Prob. 5.28SPCh. 5 - Prob. 5.29SPCh. 5 - Prob. 5.30SPCh. 5 - Prob. 5.31SPCh. 5 - Prob. 5.32SPCh. 5 - Prob. 5.33SPCh. 5 - Prob. 5.34SPCh. 5 - For each structure, 1. draw all the stereoisomers....Ch. 5 - Prob. 5.36SPCh. 5 - Prob. 5.37SPCh. 5 - 3,4-Dimethylpent-1-ene has the formula...Ch. 5 - A graduate student was studying enzymatic...Ch. 5 - Prob. 5.40SPCh. 5 - Prob. 5.41SP
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