Organic Chemistry: Principles And Mechanisms
2nd Edition
ISBN: 9780393663549
Author: KARTY, Joel
Publisher: W. W. Norton and Company
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Question
Chapter 11, Problem 11.32P
Interpretation Introduction
Interpretation:
The product for the given step is to be drawn.
Concept introduction:
The electrophilic addition to the C=C double bond produces the carbocation intermediate. The more stable carbocation proceeds in the next coordination step. Carbocation is stabilized by the lone pair of electrons present at the adjacent atom.
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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 11 Solutions
Organic Chemistry: Principles And Mechanisms
Ch. 11 - Prob. 11.1PCh. 11 - Prob. 11.2PCh. 11 - Prob. 11.3PCh. 11 - Prob. 11.4PCh. 11 - Prob. 11.5PCh. 11 - Prob. 11.6PCh. 11 - Prob. 11.7PCh. 11 - Prob. 11.8PCh. 11 - Prob. 11.9PCh. 11 - Prob. 11.10P
Ch. 11 - Prob. 11.11PCh. 11 - Prob. 11.12PCh. 11 - Prob. 11.13PCh. 11 - Prob. 11.14PCh. 11 - Prob. 11.15PCh. 11 - Prob. 11.16PCh. 11 - Prob. 11.17PCh. 11 - Prob. 11.18PCh. 11 - Prob. 11.19PCh. 11 - Prob. 11.20PCh. 11 - Prob. 11.21PCh. 11 - Prob. 11.22PCh. 11 - Prob. 11.23PCh. 11 - Prob. 11.24PCh. 11 - Prob. 11.25PCh. 11 - Prob. 11.26PCh. 11 - Prob. 11.27PCh. 11 - Prob. 11.28PCh. 11 - Prob. 11.29PCh. 11 - Prob. 11.30PCh. 11 - Prob. 11.31PCh. 11 - Prob. 11.32PCh. 11 - Prob. 11.33PCh. 11 - Prob. 11.34PCh. 11 - Prob. 11.35PCh. 11 - Prob. 11.36PCh. 11 - Prob. 11.37PCh. 11 - Prob. 11.38PCh. 11 - Prob. 11.39PCh. 11 - Prob. 11.40PCh. 11 - Prob. 11.41PCh. 11 - Prob. 11.42PCh. 11 - Prob. 11.43PCh. 11 - Prob. 11.44PCh. 11 - Prob. 11.45PCh. 11 - Prob. 11.46PCh. 11 - Prob. 11.47PCh. 11 - Prob. 11.48PCh. 11 - Prob. 11.49PCh. 11 - Prob. 11.50PCh. 11 - Prob. 11.51PCh. 11 - Prob. 11.52PCh. 11 - Prob. 11.53PCh. 11 - Prob. 11.54PCh. 11 - Prob. 11.55PCh. 11 - Prob. 11.56PCh. 11 - Prob. 11.57PCh. 11 - Prob. 11.58PCh. 11 - Prob. 11.59PCh. 11 - Prob. 11.60PCh. 11 - Prob. 11.61PCh. 11 - Prob. 11.1YTCh. 11 - Prob. 11.2YTCh. 11 - Prob. 11.3YTCh. 11 - Prob. 11.4YTCh. 11 - Prob. 11.5YTCh. 11 - Prob. 11.6YTCh. 11 - Prob. 11.7YTCh. 11 - Prob. 11.8YTCh. 11 - Prob. 11.9YTCh. 11 - Prob. 11.10YTCh. 11 - Prob. 11.11YTCh. 11 - Prob. 11.12YTCh. 11 - Prob. 11.13YTCh. 11 - Prob. 11.14YT
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