Organic Chemistry
2nd Edition
ISBN: 9781118452288
Author: David R. Klein
Publisher: WILEY
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Chapter 3, Problem 56IP
Interpretation Introduction
Interpretation:
More acidic nature of acetic acid than ethane thiol is needed to be explained.
Concept introduction:
Acidic strength of the molecule depends on the stability of the Conjugate anion.
This conjugate ion stability effected by four factors called ARIO (Atom Resonance Inductive effect Orbital) concept. If the conjugate anion is more stabilized, the acid considered as strong acid and the anion is weak base.
- If negative charge located atom is larger enough to hold the negative charge, the anion attains stability.
- If the anion is resonance stabilized, the corresponding acid is more acidic.
- If withdrawing inductive effect is present near to the negative charge located position, acidity increases.
- sp Hybridized orbital stabilizes the negative charge better than other hybridizations.
To find: the conjugate ion of the given compounds.
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Identify the structure of the PTH derivative generated after two rounds of Edman degradation.
Use the data below from an electron impact mass spectrum of a pure compound to deduce its structure. Draw your structure in the
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Data selected from the NIST
WebBook,
https://webbook.nist.gov/chemistry/
m/z
Relative intensity
31
0.5
30
26
29
22
28
100
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• You do not have to consider stereochemistry.
You do not have to explicitly draw H atoms.
• In cases where there is more than one answer, just draw one.
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for this question.
Write the molecular formula for a compound with the possible elements C, H, N and O that exhibits a molecular ion at M+ = 98.1106.
Exact Masses of the Most Abundant Isotope of
Selected Elements
Isotope Natural abundance (%) Exact mass
1H
99.985
1.008
12C
98.90
12.000
14N
99.63
14.003
160
99.76
15.995
Molecular formula
(In the order CHNO, with no subscripts)
Chapter 3 Solutions
Organic Chemistry
Ch. 3.2 - Prob. 1LTSCh. 3.2 - Prob. 2ATSCh. 3.2 - Prob. 3ATSCh. 3.3 - Prob. 2LTSCh. 3.3 - Prob. 4PTSCh. 3.3 - Prob. 5ATSCh. 3.3 - Prob. 6ATSCh. 3.3 - Prob. 3LTSCh. 3.3 - Prob. 7PTSCh. 3.3 - Prob. 8ATS
Ch. 3.3 - Prob. 9ATSCh. 3.3 - Prob. 4LTSCh. 3.3 - Prob. 10PTSCh. 3.3 - Prob. 11ATSCh. 3.3 - Prob. 12CCCh. 3.4 - Prob. 5LTSCh. 3.4 - Prob. 13PTSCh. 3.4 - Prob. 14ATSCh. 3.4 - Prob. 6LTSCh. 3.4 - Prob. 15PTSCh. 3.4 - Prob. 16ATSCh. 3.4 - Prob. 17ATSCh. 3.4 - Prob. 7LTSCh. 3.4 - Prob. 18PTSCh. 3.4 - Prob. 19PTSCh. 3.4 - Prob. 20ATSCh. 3.4 - Prob. 21ATSCh. 3.4 - Prob. 8LTSCh. 3.4 - Prob. 22PTSCh. 3.4 - Prob. 23PTSCh. 3.4 - Prob. 24ATSCh. 3.4 - Prob. 9LTSCh. 3.4 - Prob. 25PTSCh. 3.4 - Prob. 26PTSCh. 3.4 - Prob. 27ATSCh. 3.4 - Prob. 28ATSCh. 3.5 - Prob. 29PTSCh. 3.5 - Prob. 30ATSCh. 3.5 - Prob. 31PTSCh. 3.5 - Prob. 32ATSCh. 3.7 - Prob. 33CCCh. 3.9 - Prob. 35ATSCh. 3 - Prob. 36PPCh. 3 - Prob. 37PPCh. 3 - Prob. 38PPCh. 3 - Prob. 39PPCh. 3 - Prob. 40PPCh. 3 - Prob. 41PPCh. 3 - Prob. 42PPCh. 3 - Prob. 43PPCh. 3 - Prob. 44PPCh. 3 - Prob. 45PPCh. 3 - Prob. 46PPCh. 3 - Prob. 47PPCh. 3 - Prob. 48PPCh. 3 - Prob. 49PPCh. 3 - Prob. 50PPCh. 3 - Prob. 51PPCh. 3 - Prob. 52IPCh. 3 - Prob. 53IPCh. 3 - Prob. 54IPCh. 3 - Prob. 55IPCh. 3 - Prob. 56IPCh. 3 - Prob. 57IPCh. 3 - Prob. 58IPCh. 3 - Prob. 59IPCh. 3 - Prob. 60IPCh. 3 - Prob. 61IPCh. 3 - Prob. 62IPCh. 3 - Prob. 63IP
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