Question
Asked Nov 7, 2019
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Complete the mechanism for the reaction of 2-butanol in sulfuric acid at 140 °C by adding any missing atoms, bonds, charges, nonbonding electrons, and curved arrows. Note the use of a generic alcohol to represent another 2-butanol introduced in panel three.

++
.о.
-н
Н
о —н
-н
-о
Hзс
Нзс
Снз
CHз
н
н
-о.
о.
R-
-о—н
R-
:о-
-ӧ—н
:о
н-б-
Н
Н.
-О.
Н
н
Н
CHз
Нзс
H
Нзс
H— ӧ:
CHз
H— о:
final products
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++ .о. -н Н о —н -н -о Hзс Нзс Снз CHз н н -о. о. R- -о—н R- :о- -ӧ—н :о н-б- Н Н. -О. Н н Н CHз Нзс H Нзс H— ӧ: CHз H— о: final products

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Expert Answer

Step 1

The given mechanism for the reaction of 2-butanol in sulfuric acid at 140 °C is to be completed  by adding any missing atoms, bonds, charges, nonbonding electrons, and curved arrows. 

Step 2

Step 1:

 The alcohol is protonated by taking a hydrogen ion from the sulfuric acid.

Н
Н
Н
—н—о-$-о—н
н н
Н,с-
0—Н
Hас-
-Н
CH3
CH3
-О—Н
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Н Н Н —н—о-$-о—н н н Н,с- 0—Н Hас- -Н CH3 CH3 -О—Н

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Step 3

Step 2: The water molecule then gets detached as it is a very...

Н
Н.
Н
Hас
-н
CHз
Н
Н.
—н
Hас
С—Н
CHз
Н
-н
I
+
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Н Н. Н Hас -н CHз Н Н. —н Hас С—Н CHз Н -н I +

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