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Chapter 21 Benzene and the Concept of Aromaticity Problems: 21.6, 21.7, 21.32
—21.40 Problems: 21.41—21.62 906 — Substituents on the ring that lead to a
further stabilization of the phenoxide an— ion increase acidity of a phenol, and ...
William Brown, Brent Iverson, Eric Anslyn, 2013
2
Fundamentals of Organic Chemistry
+ OH NaOH + O– Na+ H2O Phenol Sodium phenoxide (sodium phenolate)
Phenols are more acidic than alcohols because the phenoxide anion is
resonance-stabilized by the aromatic ring. Sharing the negative charge over the
ring increases ...
3
A Textbook of Organic Chemistry
One such important property is the acidic nature of phenols, i.e., they are soluble
in aqueous sodium hydroxide solution but not in NaiCOi solution and form
sodium phenoxide. Alcohols, on the other hand do not react to any extent with
sodium ...
4
Invitation to Organic Chemistry
The inductive effect of the electron-withdrawing nitro group (due to the
electronegativity effect of the partial positive charge on nitrogen) stabilizes the
resulting o-nitro- phenoxide anion. Further, this anion has all four of the
contributing ...
Alyn William Johnson, 1999
5
Microscale Organic Laboratory: with Multistep and Multiscale ...
The general method of preparation is the Williamson synthesis, an SN2 reaction
specifically between a phenoxide ion (ArO ) nucleophile and an alkyl halide.This
reaction is often used for the synthesis of symmetrical and unsymmetrical ethers ...
Dana W. Mayo, Ronald M. Pike, David C. Forbes, 2010
6
Competition Science Vision
The phenoxide ion formed by loss of proton gets still more stabilised by
resonance, as resonance structures of phenoxide are more stable than phenol.
The range of pKa values fo various acidic compounds are of the order Phenols
pKa « 10 ...
7
The Last American Frontier
The structures shown for phenol have higher energy (as energy must be supplied
to separate opt charges) and hence are less stable than structures of phenoxide
ion. The net result is greater stabilis of phenoxide ion thus the equilibrium shifts ...
8
Polymeric Materials Encyclopedia, Twelve Volume Set
12 The more acidic the bisphenol, the less nucleophilic is the corresponding
phenoxide. Thus, higher temperatures of condensation and/or more active
halides are required. 4.4'-dihydroxydiphenyl sulfone is more acidic than
bisphenol A and, ...
9
Additions to and Substitutions at C-C Pi-Bonds
In 1973 products were not isolated in the reaction of phenoxide ion with
bromobenzene under alkali metal stimulated conditions,124 but four years later
the claim was made that bromobenzene on reaction with phenoxide ion and
sodium ...
Barry M. Trost, Martin F. Semmelhack, Ian Fleming, 1991
A similar analysis for phenoxide on O/Mo(110) [10.66] yielded a 30° tilt of the ring
plane from the surface normal, again without any azimuthal preference. The
upright geometry of phenyl thiolate and phenoxide is to be expected from the ...
