Hydroxide ( − OH ) can react as a Brønsted-Lowry base (and remove a proton), or a Lewis base (and attack a carbon atom). (a) What organic product is formed when ( − OH ) reacts with the carbocation ( CH 3 ) 3 C + as a Brønsted-Lowry base? (b) What organic product is formed when ( − OH ) reacts with ( CH 3 ) 3 C + as a Lewis base?
Hydroxide ( − OH ) can react as a Brønsted-Lowry base (and remove a proton), or a Lewis base (and attack a carbon atom). (a) What organic product is formed when ( − OH ) reacts with the carbocation ( CH 3 ) 3 C + as a Brønsted-Lowry base? (b) What organic product is formed when ( − OH ) reacts with ( CH 3 ) 3 C + as a Lewis base?
Solution Summary: The author explains that -OH acts as a Bronsted-Lowry base, which abstracts proton and forms 2-methylprop-1-ene.
Hydroxide
(
−
OH
)
can react as a Brønsted-Lowry base (and remove a proton), or a
Lewis base (and attack a carbon atom). (a) What organic product is formed when
(
−
OH
)
reacts with the carbocation
(
CH
3
)
3
C
+
as a Brønsted-Lowry base? (b) What organic product is formed when
(
−
OH
)
reacts with
(
CH
3
)
3
C
+
as a Lewis base?
Rank the Acidity of the following sets of compounds. Give an explanation for the answers.
complete the equation for the reaction between each Lewis acid-base pair. In each equation, label which starting material is the Lewis acid and which is the Lewis base; use curved arrows to show the flow of electrons in each reaction. In doing this problem, it is essential that you show valence electrons for all atoms participating in each reaction
NaHCO3 can deprotonate benzoic acid but cannot deprotonate phenol. On the other hand,
NaOH can deprotonate both benzoic acid and phenol. Given this information, rank the
molecules numbered I to V in order of decreasing acidity.
COH
cOH
он
H,0
H,CO,
IV
CH3
II
I
II
(A)
V > II >I > III >
IV
(В)
II > 1 > V >
III
IV
(C)
II > V >I > IV > II
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