8. Elimination Reactions
SN1 SN2 E1 E2 Chart (Big Daddy Flowchart)
7:33 minutes
Problem 75a
Textbook Question
Textbook QuestionDeuterium (D) is the isotope of hydrogen of mass number 2, with a proton and a neutron in its nucleus. The chemistry of deuterium is nearly identical to the chemistry of hydrogen, except that the C―D bond is slightly (5.0 kJ/mol, or 1.2 kcal/mol) stronger than the C―H bond. Reaction rates tend to be slower if a C―D bond (as opposed to a C―H bond) is broken in a rate-limiting step. This effect on the rate is called a kinetic isotope effect. (Review PROBLEM 4-57 <IMAGE>)
a. Propose a mechanism to explain each product in the following reaction.
CH3CH(Br)CH3 KOH, alcohol—> CH2=CH-CH3 elimination product + CH3CH(OH)CH3 substitution product
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