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I am confused by these questions I understand SN2 and SN1reactions but am lost w

ID: 688736 • Letter: I

Question

I am confused by these questions I understand SN2 and SN1reactions but am lost with these questions. Pleasehelp. 1. A true statement about the transition state(s) of an SN2reaction is: a) the two transition states are of unequal energy. b) the transition states precede and follow an unstablereaction intermediate. c) the single transition state represents the point of maximumfree energy of the reaction. d) existence of this transition state implies an exothermicreaction. e) the transition state will always have a net chatge of-1 2. Elimination reactions are favored over nucleophilicsubstitution reactions; a) at high temperatures b) when tert-butoxide ion is used c) when 3o alkyl halides are used assubstrates d) when nucleophiles are used which are strong bases and thesubstrate is a 2o alkyl halide e) All of these 3. Consider the substitution reaction that takes place when(R)-3-bromo-3-methylhexane is treated with methanol. Which ofthe following would be true? a) The reaction would take place only with inversion ofconfiguration at the stereogenic center. b) The reaction would take place only with retention ofconfiguration at the stereogenic center. c) The reaction would take place with racemization d) No reaction would take place e) The alkyl halide does not possess a stereogeniccenter. 4. Consider the substitution reaction that takes place when(R)-3-bromo-3-methylhexane is treated with sodium methoxide. Which of the following would be true? a) An SN2 reaction would take place with inversion ofconfiguration at the stereogenic center. b) An SN1 reaction would take place with retention ofconfiguration at the sterogenic center. c) An SN1 reaction would take place with racemization ofconfigruation at the stereogenic center. d) An SN1 reaction would take place accompanied by an E1reaction, affording a complex mixture of products. e) An E2 reaction would take place, during which thestereogenic center is lost. 5.Consider the substitution reaction that takes place when(R)-3-iodo-3-methylheptane is treated with sodium acetate(CH3CO2Na). Which of the followingwould be true? a) An SN2 reaction would take place with inversion ofconfiguration at the stereogenic center. b) An SN1 reaction would take place with retention ofconfiguration at the stereogenic center. c) An SN1 reaction would take place with racemization ofconfiguration at the sereogenic center. d) An SN1 reactoin would take place accompanied by an E1reaction affording a complex mixture of products. e) An E2 reacion would take place during which the stereogeniccenter is lost. I am confused by these questions I understand SN2 and SN1reactions but am lost with these questions. Pleasehelp. 1. A true statement about the transition state(s) of an SN2reaction is: a) the two transition states are of unequal energy. b) the transition states precede and follow an unstablereaction intermediate. c) the single transition state represents the point of maximumfree energy of the reaction. d) existence of this transition state implies an exothermicreaction. e) the transition state will always have a net chatge of-1 2. Elimination reactions are favored over nucleophilicsubstitution reactions; a) at high temperatures b) when tert-butoxide ion is used c) when 3o alkyl halides are used assubstrates d) when nucleophiles are used which are strong bases and thesubstrate is a 2o alkyl halide e) All of these 3. Consider the substitution reaction that takes place when(R)-3-bromo-3-methylhexane is treated with methanol. Which ofthe following would be true? a) The reaction would take place only with inversion ofconfiguration at the stereogenic center. b) The reaction would take place only with retention ofconfiguration at the stereogenic center. c) The reaction would take place with racemization d) No reaction would take place e) The alkyl halide does not possess a stereogeniccenter. 4. Consider the substitution reaction that takes place when(R)-3-bromo-3-methylhexane is treated with sodium methoxide. Which of the following would be true? a) An SN2 reaction would take place with inversion ofconfiguration at the stereogenic center. b) An SN1 reaction would take place with retention ofconfiguration at the sterogenic center. c) An SN1 reaction would take place with racemization ofconfigruation at the stereogenic center. d) An SN1 reaction would take place accompanied by an E1reaction, affording a complex mixture of products. e) An E2 reaction would take place, during which thestereogenic center is lost. 5.Consider the substitution reaction that takes place when(R)-3-iodo-3-methylheptane is treated with sodium acetate(CH3CO2Na). Which of the followingwould be true? a) An SN2 reaction would take place with inversion ofconfiguration at the stereogenic center. b) An SN1 reaction would take place with retention ofconfiguration at the stereogenic center. c) An SN1 reaction would take place with racemization ofconfiguration at the sereogenic center. d) An SN1 reactoin would take place accompanied by an E1reaction affording a complex mixture of products. e) An E2 reacion would take place during which the stereogeniccenter is lost.

Explanation / Answer

1) C 2) E 3) C 4) E 5) D