1/ 1-Chlorobutane 2/ 1-Bromobutane 3/ 2-Chlorobutane 4/ 2-Chloro-2-methylpropane
ID: 718559 • Letter: 1
Question
1/ 1-Chlorobutane2/ 1-Bromobutane
3/ 2-Chlorobutane
4/ 2-Chloro-2-methylpropane
5/ 2-Bromo-2-methylpropane
6/ bromobenzene
7/ 1-Chloro-2-methylpropane
8/ 2-Bromobutane
9/ 2-Bromo-2-methylpropane
#1 One reaction condition was supposed to cause an Sn2 reaction while the other was supposed to lead to an Sn1 reaction. Identify which set of condition favored which reaction, and explain why. This involves the terms "solvent" and "nucleophile"
#2 Which substrate out of the ones used seems to be the best Sn1 reactions and which was the best to use in an Sn2 reaction ? Is this consistent with what you'd expect based on the structure and leaving group ?
Explanation / Answer
#1 Basic conditions favor SN2 because nucleophiles are charged species, and would be quenched in acid solution. SN2 reactions take place most readily in polar aprotic solvents (for the same reason, nucleophiles are polar species but would be quenched by a protic solution). Acidic conditions favor SN1 (protonation of a functionality to yield a better leaving group, which then leaves to generate a carbocation).
Related Questions
Navigate
Integrity-first tutoring: explanations and feedback only — we do not complete graded work. Learn more.