Question

in the solvolysis of 2-chloro-2-methylpropane, some di-t-butyo ether is formed. Explain rhis phenomenon in your own words and show the reaction sequence that represents this, starting with your starting materials.

Complete and turn in the problems below. 1. Using an equation like equation 3, derive the expression for k given in equation 4. 2. What solvent mixture are you using in parts A-C? In part D? What effect will the different solvent system used in part D have on the rate of reaction Explain. 3. Given the Arrhenius equation (Equation 5) and the brief discussion of it below, how will you actually calculate Eoci? In other words, show the equation you will use. (Eoct = 232) 4. In the solvolysis of 2-chloro-2-methylpropane, some di-t-butyl ether is formed. Explain this phenomenon in your own words and show the reaction sequence that represents this, starting with your starting materials. Hj C on CHS Objective T CH3 CHS In this experiment, you will be investigating the Snl kinetics of the solvolysis reaction between water and 2-chloro-2-methylpropane. (CH3)3C-Cl + H2O → (CH3)3C-OH + HCI Introduction The study of reaction kinetics is the study of reaction rates and the factors that affect those rates. The Sul reaction between 2-chloro-2-methylpropane (R-CI) and water is a first order reaction, as are all true Snl reactions (What does this mean?). The rate equation for this first order reaction is thus Rate = -d[R-CI]/dt = K[R-CI). This equation can be rearranged to d[R-CI]/[R-CI] = -kdt and integrated from t = 0 to some time (t) to yield Equation 1. The integrated equation can further

Answer 1

си. H₂ C-c-a + H₂O - H₂ C-c -OH + H-al in case of solvalysis reaction t-bu. Chloride gives t-butyl alcohol by SNI pathway. " H₂O can act as a nucleophile and (243) e-ci can give zo carbocation (very stable casbocation stabilised by inductive and 0 hypercon gugative by SNI pathway Mez C-OH is the hormal product. Ist step :- Hye-c-ce + slow do zhot step : Mo: CH3 CH3 slow 2 کی CH3 cr3 Ci کمی Mo ce My Hz -OH₂H fast ch3 lens (CH3)₂ C-OH

Now, we get some amount of di-t-Butyl ether intermolecular Reason : + It is basically the dehydration of t-buch. Because after hydrolysis there is a huge amount of t-Buon on the solution. So o intermolecular dehydration takes place bet 2 molecule of t-Buok. between 20-0fH+ h-ofer -HO, c-o-e- Mechanism : + T The's reaction proceeds via SN 2. mechanism in brescence of some bronsted acid (catalytic amount) oxonium ion

so, by internal dehydration (elimination of 10) we get this (Geog) as a minor product