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Q Qu 5. Order the following compounds with respect to SN2 and SN1 reactivity Most reactive CH₂CI SN2 reactivity CH3CH2CI Least reactive CH3 H₂C-C-CI CH3 A primary alkyl halide, but the benzyl ring does hinder attack so less reactiv than a straight chain alkyl halide Most reactive CH3 SN1 reactivity H,C- CI W CH3 CH₂CI unreactive Least reactive Cl CH,CH,CI most stable 3° carbocation allylic carbocation resonance stablisation lo carbocation very unstable unreactive Qu 6. What effect would you expect the following changes to have on the rate of the SN2 reaction of 1-iodo-2-methylbutane with CN in acetone? DELL T AaBbCcDc AaBbCcDc AaBbCc AaBbCct AaB AaBbcot AaBbCcD AaBb 1 Normal 1 No Spac... Heading 1 Heading 2 Title Subtitle Subtle Em... Emph Ty Styles Qu 6. What effect would you expect the following changes to have on the rate of the SN2 reaction of 1-iodo-2-methylbutane with CN in acetone? (a) CN concentration is halved This is an SN2 reaction, in which the rate is dependent on both substrates, hence halving one will halve the rate of the reaction (b) 1-iodo-2-methylbutane concentration is doubled I This is an SN2 reaction, in which the rate is dependent on both substrates, hence doubling one will double the rate of the reaction (c) 1-iodo-2-methylbutane was replaced with 1-fluoro-2-methylbutane Fluorine is a much worse leaving group compared with iodine, hence the rate of the reaction would decrease significantly

Q Qu 5. Order the following compounds with respect to SN2 and SN1 reactivity Most reactive CH₂CI SN2 reactivity CH3CH2CI Least reactive CH3 H₂C-C-CI CH3 A primary alkyl halide, but the benzyl ring does hinder attack so less reactiv than a straight chain alkyl halide Most reactive CH3 SN1 reactivity H,C- CI W CH3 CH₂CI unreactive Least reactive Cl CH,CH,CI most stable 3° carbocation allylic carbocation resonance stablisation lo carbocation very unstable unreactive Qu 6. What effect would you expect the following changes to have on the rate of the SN2 reaction of 1-iodo-2-methylbutane with CN in acetone? DELL T AaBbCcDc AaBbCcDc AaBbCc AaBbCct AaB AaBbcot AaBbCcD AaBb 1 Normal 1 No Spac... Heading 1 Heading 2 Title Subtitle Subtle Em... Emph Ty Styles Qu 6. What effect would you expect the following changes to have on the rate of the SN2 reaction of 1-iodo-2-methylbutane with CN in acetone? (a) CN concentration is halved This is an SN2 reaction, in which the rate is dependent on both substrates, hence halving one will halve the rate of the reaction (b) 1-iodo-2-methylbutane concentration is doubled I This is an SN2 reaction, in which the rate is dependent on both substrates, hence doubling one will double the rate of the reaction (c) 1-iodo-2-methylbutane was replaced with 1-fluoro-2-methylbutane Fluorine is a much worse leaving group compared with iodine, hence the rate of the reaction would decrease significantly

Organic Chemistry
Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter16: Aldehydes And Ketones
Section: Chapter Questions
Problem 16.63P
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I know the primary carbon must be a Sn2 and tertiary must be a Sn1 but I still confusing for secondary carbon whether Sn1 or Sn2. I cannot understnad the explanations. The rate determinating steps r still confusing concepts for me
Q Qu 5. Order the following compounds with respect to SN2 and SN1 reactivity Most reactive CH₂CI SN2 reactivity CH3CH2CI Least reactive CH3 H₂C-C-CI CH3 A primary alkyl halide, but the benzyl ring does hinder attack so less reactiv than a straight chain alkyl halide Most reactive CH3 SN1 reactivity H,C- CI W CH3 CH₂CI unreactive Least reactive Cl CH,CH,CI most stable 3° carbocation allylic carbocation resonance stablisation lo carbocation very unstable unreactive Qu 6. What effect would you expect the following changes to have on the rate of the SN2 reaction of 1-iodo-2-methylbutane with CN in acetone? DELL
Transcribed Image Text:Q Qu 5. Order the following compounds with respect to SN2 and SN1 reactivity Most reactive CH₂CI SN2 reactivity CH3CH2CI Least reactive CH3 H₂C-C-CI CH3 A primary alkyl halide, but the benzyl ring does hinder attack so less reactiv than a straight chain alkyl halide Most reactive CH3 SN1 reactivity H,C- CI W CH3 CH₂CI unreactive Least reactive Cl CH,CH,CI most stable 3° carbocation allylic carbocation resonance stablisation lo carbocation very unstable unreactive Qu 6. What effect would you expect the following changes to have on the rate of the SN2 reaction of 1-iodo-2-methylbutane with CN in acetone? DELL
T AaBbCcDc AaBbCcDc AaBbCc AaBbCct AaB AaBbcot AaBbCcD AaBb 1 Normal 1 No Spac... Heading 1 Heading 2 Title Subtitle Subtle Em... Emph Ty Styles Qu 6. What effect would you expect the following changes to have on the rate of the SN2 reaction of 1-iodo-2-methylbutane with CN in acetone? (a) CN concentration is halved This is an SN2 reaction, in which the rate is dependent on both substrates, hence halving one will halve the rate of the reaction (b) 1-iodo-2-methylbutane concentration is doubled I This is an SN2 reaction, in which the rate is dependent on both substrates, hence doubling one will double the rate of the reaction (c) 1-iodo-2-methylbutane was replaced with 1-fluoro-2-methylbutane Fluorine is a much worse leaving group compared with iodine, hence the rate of the reaction would decrease significantly
Transcribed Image Text:T AaBbCcDc AaBbCcDc AaBbCc AaBbCct AaB AaBbcot AaBbCcD AaBb 1 Normal 1 No Spac... Heading 1 Heading 2 Title Subtitle Subtle Em... Emph Ty Styles Qu 6. What effect would you expect the following changes to have on the rate of the SN2 reaction of 1-iodo-2-methylbutane with CN in acetone? (a) CN concentration is halved This is an SN2 reaction, in which the rate is dependent on both substrates, hence halving one will halve the rate of the reaction (b) 1-iodo-2-methylbutane concentration is doubled I This is an SN2 reaction, in which the rate is dependent on both substrates, hence doubling one will double the rate of the reaction (c) 1-iodo-2-methylbutane was replaced with 1-fluoro-2-methylbutane Fluorine is a much worse leaving group compared with iodine, hence the rate of the reaction would decrease significantly
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