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(a) during its solvolysis reaction, some 2-bromo-2-methylpropane molecules lose

ID: 876448 • Letter: #

Question

(a) during its solvolysis reaction, some 2-bromo-2-methylpropane molecules lose HBr by an E1 reaction to form an Alkene. would you expect this to affect the measured reaction rate? why or why not? (b) 1-bromoadamantane does not undergo elimination during its solvolysis reaction. explain Reactions and Properties RBr + HOROH +HBr and (R 1-adamantyl or t-butyl) HBr +KOH HO + KBr Table 1 Physical properties mol wt mp bp 215.1 118 1-bromoadamantane 2-bromo-2-methylpropane 13701 Note: mp and bp are in 'C: density is in g/ml 2-methylpropane 137.0 -16 73 1.221 DIRECTIONS The alkyl halides must be protected from moisture; be sure that your glass- ware is clean and dry. With your instructor's permission, work in pairs, with one student recording the times and the other adding the KOH solution. Safety 2-Bromo-2-methylpropane is harmful if inhaled or absorbed through the skin, and it may be carcinogenic. Avoid contact and do not breathe its vapors. A. Solvolysis of 1-Bromadamantane in 40% Ethanol Preparation of Solutions. Prepare an indicator blank by measuring 25 mL of a pH 6.9 buffer into a 50-mL Erlenmeyer flask and adding 4 drops of bromthymol blue indicator solution (the blank should be green). Set this flask aside while you prepare the reaction mixture. Measuring [OP-5] as accurately as possible, combine 100 mL of 95% ethanol and 14.5 mL of distilled water in a 50-mL. Erlenmeyer flask. Add

Explanation / Answer

1. Solvolyis is reaction in which the nucleophile is the solvent and the alkyl halide will undergo lysis in presence of solvent. During solvolysis the given comound will form carbocation first. This step is slow step and is rate determining step.

The second step is either attack on nucloephile to form substituted product or attack of base to abstract hydrogen to give eliminated product. However the step is fast step so it does not affect the rate of reaction.

solvolysis is first order reaction

Rate of reaction is directly proportional to cocentration of substrate only (2-bromo-2-methylpropane).

So this will not affect the measured reaction rate.