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?
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 (CH3)3C+ as a Brønsted–Lowry base? (b) What organic product is formed when -OH reacts with (CH3)3C+ as a Lewis base?
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
2-methylvaleric acid, CH3(CH2)2CH(CH3)COOH, has a pKa=4.9. draw the skeletal structure of the conjugate base of 2-methylvakeric acid and give the pH above which 90% of the compound will be in this conjugate base form.
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