CHM 2211C Chapter 11 Sample           Name: ____________________   

 

Chapter 11 Part M_4: E2 Mechanism of Alkyl halides   10 points

 

The E2 Reaction occurs when an alkyl halide is treated with a strong base, such as hydroxide ion or alkoxide ion (RO1-). The reaction takes place in a single step through a transition state in which the double bond begins to form at the same time the H and X groups are leaving. :

 

What product would you expect to obtain from E2 reaction of OH1- with

(R)-2-bromobutane? Show the  stereochemistry of the (1) reactant with the OH ion, (2) the transition state and (3) the product?

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

Arrange the following in order of less Sn2 reactive to more Sn2 reactive for the following and draw the structure:

Methyl bromide, Ethyl Bromide, isopropyl bromide, Tert-butyl bromide, neopentyl bromide, Vinyl bromide, Phenyl bromide.

 

 

 

 

 

 

 

 

Are any of the above Non-reactive via Sn2?