Question

Consider the following pair of reactions. Predict the type of elimination mechanism, predict which reaction of...

Consider the following pair of reactions. Predict

Consider the following pair of reactions. Predict the type of elimination mechanism, predict which reaction of the pair will occur at the fastest rate, and draw the correct organic product. (The drop down menu is the same for both questions).

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Answer #1
Concepts and reason

The concept used to solve this problem is dehydrohalogenation. Here, the double bond is formed in the products. The nucleophiles are used in these reactions. Consider the two reactions whether they obtain at the same rate.

Fundamentals

E2 mechanism is favored by strong, negatively charged bases, especially OH- and OR-.

The reaction occurs with primary, secondary and tertiary alkyl halides. So, the order of the reactivity would be tertiary > secondary > primary.

In E2 mechanism, all the bonds are broken and formed in a single step.

In general, tertiary or secondary alkyl halides follow E1 mechanism. High temperature facilitates the E1 mechanism.

The reactions are as follows:

CI
45°C
OH
H
Ci:
45°C
Н— он
IIII
Н
+
+
Ш

The reactions are as follows:

CI
45°C
OH
weak base
Н
more substituted alkene
tertiary alkyl halide
-
CI:
45°C
Н— ОН
weak base
Н
more substituted alkene
ter

If the number of alkyl groups on the carbon atom with the leaving group increases, then the rate of E1 reaction increases.

Ans:

The correct organic products are as follows:

CI
45°C
OH
H
Ci:
45°C
Н— он
IIII
Н
+
+
Ш

The type of elimination reaction is E1.

Both the reactions occur at the same rate.

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