Question

1. Draw all of the constitutional isomers that are formed in each elimination reaction and label the mechanism as E2 or E1. a. 2-bromo butane reacts with methoxide b. 1-chloro-1-ethyl 2 methyl cyclopentane reacts with water 2. For which reaction mechanism are each of the following statements true? Mechanism S1, S2, E1 or E2. A statement may be true for one or more mechanisms a. The mechanism involves carbocation intermediates b. The mechanism has two steps C. The reaction rate increases with better leaving groups d. The reaction rate increases when the solvent is changed from CH3OH to (CH),SO (DMSO) e. The reaction rate depends on the concentration of the alkyl halide only f. The mechanism is concerted 3. Draw the organic products formed in each reaction (could be a substitution or elimination reaction or both) A. C-q.c-c1 Toc (che C. c-c-c-c H₂O) Doc-c-c-c -OH - - Br + Dnsa DMS 4. Consider the following Sw2 reaction: N a. Draw an energy diagram. Label the axes, the reactants, the products, the activation energy and the A H. Assume that the reaction is exothermic b. What is the rate equation c. Label the transition state and the intermediate state if there are any d. What happens to the reaction rate if the leaving group is changed from Brto e. The concentration of the CN-is increased by a factor of 5 5. Consider the following Sw1 reaction: C-C-C-C + CH, с от a. Draw an energy diagram. Label the axes, the reactants, the products, the activation energy and the AH. Assume that the reaction is exothermic b. What is the rate equation C. Label the transition state and the intermediate state if there are any d. What happens to the reaction rate if the leaving group is changed from I to C e. The concentration of the alkyl halide is increased by a factor of 5 and the concentration of the water is increased by 5

Answer 1

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1. We have to drawn all the constitutional formed by the elimination reaction. 4) 2-bromo butane reacts with methoxide- 1 3 4 CH₃ -CH-CH₂ - CH2 2-bromo butane Br ome - CH2 - CH - CH-CH3 AZ A # H [wwnog (major) CH-CH₂-CH2 H-CH2-CH3 One Hy=CH-CH2 CH3 | CH₂=CH-CH₂ CH2 Hence It nito city CH₂-CH-CH₂ CH₂ - н maior) C CH3 reaction. This is an example of £2 b) Inchloro-l-ethyl a methyl cyclopentune with H₂O; се, сіз 었 대대 L CH3 H20 Istable 30 I Cambocation sol 21 elimination 3 61 U13 H CH3 H CH2 CH3 CHO N This is an example of bl elimination.