1a. for example: if working in a research and development laboratory in a project about the endocannabinoid system. Then are asked to make an analog of olivetol that can be useful to better understand the response of the neuroreceptors. Then realize this can be achieved via an electrophilic aromatic substitution. What reagents will be needed for this transformation and in what relative equivalents? 

You are tasked to prepare 20.9 g of the olivetol analog. What mass of starting material and of each of the reagents will you need assuming a yield of 80% for the transformation? 

b. what would the major products be for these examples:

c. While you are monitoring the progress of the reaction, the following TLC was obtained: 

(i) Identify each of the substances on the TLC plate (ii) Calculate the R_f values of each of the compounds.

d. what would the overall balanced equation be for the reaction between HOBr (the likely active reagent when KBr and Oxone® are mixed) and 4'-methylacetanilide.

e. what would be the mechanism for for the synthesis of 2'-bromo-4'methylacetanilide starting from HOBr and 4'-methylacetanilide

f. what would one example of an activating substituent in electrophilic aromatic substitution reactions

g. what would one example of a deactivating substituent in electrophilic aromatic substitution reactions

h. for this reaction :

what would the percentage yield of product be when mass of 2'-bromo-4'-methylacetanilide has a mass of 0.69 g.

ii) what would likely impurities be for this reaction

iii) why would bromination happen at 2' position of aromatic ring and not 3' position