Solvolysis of tert-butyl chloride in methanol produces two major products one re

Question

Solvolysis of tert-butyl chloride in methanol produces two major products one resulting from substitution and one resulting from B (beta) - elimination. (a) Would you expect the rate of the substitution reaction to depend on (1) the concentration of tert-butyl chloride ONLY, (2) the concentration of methanol ONLY, or (3) the concentrations of both tert-butyl chloride and methanol? Explain your reasoning. (b) Using structural formulas, and arrows to show electron movement, write the mechanism for the substitution reaction.

Explanation / Answer

ANS:

The above reaction is commonly known as the beta elimination because one of the ... As in the case with the substitution reactions, there are two general types of elimination reactions, E1 and E2. ... For example, even during the hydrolysis of t-butyl chloride in absence of ... The resulting product may be another free radical.

Detials:

Two characteristics other than electronegativity also have an important ... One conclusion, relating the structure of the R-group to possible products, should be ... If R- has no beta-hydrogens an elimination reaction is not possible, unless a ..... A similar example is found in the hydrolysis of tert-butyl chloride, shown bel

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