Question

Bromination of Stilbene

1. For the bromination of Stilbene :

i. Provide mechanism of the reaction by showing the electron movement using arrow pushing.

ii. Assign R/S to all the stereocenters in the product molecule.

iii. Identify the functional group of the product including relative position of the bromine substitution.

2. Provide a definition for the term in situ.

3. What are two characteristics of a chemical reaction that would make it be considered “Green”.

4. Carl Djerassi published the use of pyridinium tribromide in 1948. Using the internet, come up with one other invention by Carl Djerassi and briefly explain why that invention is useful.

Answer 1

H B3 Ph R S H Ba CH-8 ph H ph ph functional 9soup: se condasy alKy) halide In situ St aund S foo in the geachon In situ => medium only. These ase cheroical inteomed iates genesated ingitu in the veachon moi xjure +hat dre because of unstable oo hazzardoug nature of intesmediates e.g NaNos HCI genersated in situ HNO2