ORGANIC CHEMISTRY (LL) W/ACCESS
4th Edition
ISBN: 9781119856122
Author: Klein
Publisher: WILEY
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Question
Chapter 22.4, Problem 10CC
(a)
Interpretation Introduction
Interpretation: The structures of an
Concept Introduction:
When sodium cyanide is allowed to react with alkyl halide, halide group is replaced by cyanide group via SN2 nucleophilic substitution reaction. The cyanide group on treatment with lithium aluminum hydride which is a strong reducing agent, it reduces the cyanide group into methylene primary amine. There is a single carbon skeleton increment in the given compound through this process.
To find: Draw the structure of an alkyl halide that serve as a precursor in the preparation of the given amine (a)
Do the SN2 nucleophilic substitution reaction
(b)
Interpretation Introduction
Interpretation: The structures of an alkyl halide or carboxylic acid that serve as a precursor in the preparation of the given amines have to be drawn
Concept Introduction:
When sodium cyanide is allowed to react with alkyl halide, halide group is replaced by cyanide group via SN2 nucleophilic substitution reaction. The cyanide group on treatment with lithium aluminum hydride which is a strong reducing agent, it reduces the cyanide group into methylene primary amine. There is a single carbon skeleton increment in the given compound through this process.
To find: Draw the structure of an alkyl halide that serve as a precursor in the preparation of the given amine (b)
Do the SN2 nucleophilic substitution reaction
(c)
Interpretation Introduction
Interpretation: The structures of an alkyl halide or carboxylic acid that serve as a precursor in the preparation of the given amines have to be drawn
Concept Introduction:
When sodium cyanide is allowed to react with alkyl halide, halide group is replaced by cyanide group via SN2 nucleophilic substitution reaction. The cyanide group on treatment with lithium aluminum hydride which is a strong reducing agent, it reduces the cyanide group into methylene primary amine. There is a single carbon skeleton increment in the given compound through this process.
To find: Draw the structure of an alkyl halide that serve as a precursor in the preparation of the given amine (c)
Do the SN2 nucleophilic substitution reaction
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Students have asked these similar questions
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 22 Solutions
ORGANIC CHEMISTRY (LL) W/ACCESS
Ch. 22.2 - Prob. 1LTSCh. 22.2 - Prob. 1PTSCh. 22.2 - Prob. 2PTSCh. 22.3 - Prob. 4CCCh. 22.3 - Prob. 5CCCh. 22.3 - Prob. 6CCCh. 22.3 - Prob. 7CCCh. 22.3 - Prob. 8CCCh. 22.3 - Prob. 9CCCh. 22.4 - Prob. 10CC
Ch. 22.4 - Prob. 11CCCh. 22.5 - Prob. 2LTSCh. 22.5 - Prob. 12PTSCh. 22.6 - Prob. 3LTSCh. 22.6 - Prob. 14PTSCh. 22.8 - Prob. 20CCCh. 22.8 - Prob. 21CCCh. 22.8 - Prob. 22CCCh. 22.9 - Prob. 5LTSCh. 22.9 - Prob. 23PTSCh. 22.10 - Prob. 25CCCh. 22.11 - Prob. 26CCCh. 22.11 - Prob. 6LTSCh. 22.11 - Prob. 27PTSCh. 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. 80IPCh. 22 - Prob. 81IPCh. 22 - Prob. 82IPCh. 22 - Prob. 83IPCh. 22 - Prob. 84IPCh. 22 - Prob. 86IPCh. 22 - Prob. 87IPCh. 22 - Prob. 88IPCh. 22 - Prob. 89IPCh. 22 - Prob. 90IP
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