CH 11-2 - Substitution Reactions of Alcohols:
Halogenation by HX
R
OH
alcohol
+
HX
R
X
+
acid
Points about Mechanism:
•Why do we need “HX” instead of “NaX”?
•For 3o and 2o alcohols the mechanism is SN1.
•For 1o alcohols the mechanism is SN2 only.
•Is the reaction acid catalyzed or is the acid a
stoichiometric reagent?
H2O
weak
base
SN1 Alcohol Substitution. Write a complete mechanism for the balanced equation
shown below. Your mechanism must consist of a series of numbered, balanced
equations for each chemical step, and curved arrows to show the movement of
electron pairs.
SN2 Alcohol Substitution. Write a complete mechanism for the balanced equation
shown below. Your mechanism must consist of a series of numbered, balanced
equations for each chemical step, and curved arrows to show the movement of
electron pairs.
CH 11-2 - Substitution Reactions of Alcohols:
Halogenation by HX
R
OH
alcohol
+
HX
R
X
+
acid
Points about Mechanism:
•Why do we need “HX” instead of “NaX”?
•For 3o and 2o alcohols the mechanism is SN1.
•For 1o alcohols the mechanism is SN2 only.
•Is the reaction acid catalyzed or is the acid a
stoichiometric reagent?
H2O
weak
base