6:58 0* * * . 100%
Sn1 Reaction of a Tertiary Alcohol – Saved
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o
CHEM 2010
Spring 2020
Sn1 Reaction of a Tertiary Alcohol
1. Refer to your lab experiment 7, suppose you have used 5 mL of alcohol and 13.0 grams
of Hydrochloric acid (HCI),
ta
OH
+
HCl
+ H2O
(Rxn. 7.1)
a. (2.5 points) Determine the limiting reagent:
b. (2.5 points) Determine the theoretical yield when your product is C4H9C1
2. (5 points) Draw the organic product expected from each of the following reactions. Be
sure to indicate stereochemistry where appropriate and to include stereoisomers if any. In
case two or more stereoisomers are formed, label their relationship as diastereomers,
enantiomers, structural isomers, or conformers.
SN1
H20
+
CH3CH2
C-
CH3CH2CH'
CH3
1
III
O
6:58 OR
* Vit Jul 100%
Sn2 Reaction of Primary Alcohol - Saved
o
CHEM 2010
Spring 2020
Sn2 Reaction of Primary Alcohol
1. Refer to your lab experiment 6, suppose you have used 10 mL of alcohol and 20.0 grams
of sodium bromide (NaBr),
NaBr, H2SO4
(Rxn. 6.1)
OH
Br
+ NaHSO4 + H2O
a. (2.5 points) Determine the limiting reagent:
(2.5 points) Determine the theo
cal yield when your product is C4H,Br
2. (5 points) Draw the organic product expected from each of the following reactions. Be
sure to indicate stereochemistry where appropriate and to include stereoisomers if any. In
case two or more stereoisomers are formed, label their relationship as diastereomers,
enantiomers, structural isomers, or conformers.
O
II
+ NaO-C-CH3
SN2
(A)
H
SN2
(B)
-C1
+
NaOCH
D'" 2
CH3
1
III
O
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