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?
[In this question, there are multiple answers to type in a "fill-in-the-blank" fashion - in each case, type in a whole number.] Consider using Slater's Rules to calculate the shielding factor (S) for the last electron in silicon (Si). There will be
electrons with a 0.35 S-multiplier,
electrons with a 0.85 S-multiplier, and
electrons with a 1.00 S-multiplier.
Provide the unknown for the given data.
Draw the Lewis structures of two methanol (CH3OH) molecules and depict hydrogenbonding between them with dashed lines. Show all lone pairs. Provide a thorough analysis to apply concept idea into other problems.
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