In lecture you have learned that substitution and elimination are competing reac
ID: 971816 • Letter: I
Question
In lecture you have learned that substitution and elimination are competing reaction and in order to predict the major product and predominant mechanism we turn to examine the nucleophile used in the reaction. The outcome of the reaction depends to a large extend on the nucleophilicity vs. basicity of the nucleophile used in the reaction among other conditions. What is the difference between nucleophilicity and basicity? At a different institution the effect of alkane and base structure was studied to determine if substitution or elimination was favored Among the various systems examined. 2-bromo-2-methylbutane was used as the starting material and sodium methoxide as base and the product distribution was determined using gas chromatography. Perform a literature search using the web of science to find the article. Answer the following questions regarding that particular reaction (described above) from the article. Attach the first page of the article to your lab report. Compare the reaction conditions used in our elimination experiment vs. the conditions used in the article using the same starting material and sodium methoxide as the base. What was the distribution of substitution vs. elimination in their product in the above reaction? In our experiment, the elimination product was favored. What parameter in the reaction conditions used in our lab vs. the one in the article shifted the product in favor of elimination? Dr. Koppel hypothesized that if kinetic experiments were run on our reaction as well as the one m the article, our reaction would give a higher rate (faster). Would you agree with this hypothesis based on the reaction conditions in our experiment vs; the axis is the article? Explain your answer.Explanation / Answer
(1)
Nucleophilicity :
It is the ability of a group with lone pair of electron/s to donate its lone pair to positively charged carbon.
Basicity:
It is the ability of a group with lone pair of electron/s to donate its lone pair of electrons to Proton.
(2)
(a) In general elimination reaction, we use strong base like alc.KOH or sodium alkoxide.
In the present condition it is used sodium methoide, which favours elimination reaction.
(b) Elimination product is obtained as major one where as substitution product is obtained as minor one.
(c) Elimination product is favoured, because of the strong basic character of sodium methoxide.
Related Questions
drjack9650@gmail.com
Navigate
Integrity-first tutoring: explanations and feedback only — we do not complete graded work. Learn more.