SN2 Reaction lodide ion is an effective nucleophile in S2 displacements. In acetone solution, other alkyl halides can be converted to alkyl iodides: CH;CH2 CH,CH3 I-C H;C H acetone X- Na I- H CH; Na X X Clor Br TR) Although you might expect such a reaction to be reversible, it can be made to proceed in the forward direction by using anhydrous acetone as the solvent because sodium iodide is soluble in this solvent, but sodium chloride and sodium bromide are not. We can detect whether a reaction has occurred by the formation of a precipitate of sodium chloride or bromide.

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
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Chapter21: Nas: Nucleophilic Aromatic Substitution
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SN2 Reaction
lodide ion is an effective nucleophile in S2 displacements. In acetone solution, other
alkyl halides can be converted to alkyl iodides:
CH;CH2
CH,CH3
I-C
H;C H
acetone
X-
Na I-
H CH3
Na X
X-Clor Br
TR)
Although you might expect such a reaction to be reversible, it can be made to proceed
in the forward direction by using anhydrous acetone as the solvent because sodium
iodide is soluble in this solvent, but sodium chloride and sodium bromide are not. We
can detect whether a reaction has occurred by the formation of a precipitate of
sodium chloride or bromide.
Transcribed Image Text:SN2 Reaction lodide ion is an effective nucleophile in S2 displacements. In acetone solution, other alkyl halides can be converted to alkyl iodides: CH;CH2 CH,CH3 I-C H;C H acetone X- Na I- H CH3 Na X X-Clor Br TR) Although you might expect such a reaction to be reversible, it can be made to proceed in the forward direction by using anhydrous acetone as the solvent because sodium iodide is soluble in this solvent, but sodium chloride and sodium bromide are not. We can detect whether a reaction has occurred by the formation of a precipitate of sodium chloride or bromide.
Explain the reaction and reactivity of halides towards iodine ion (iodide) in Sy2
reaction:
o Arrange the halides tested in order of decreasing reactivity towards iodine ion in
SN2 reaction
o Explain the order of reactivity observed for the three saturated alkyl halides with
iodine ion
o Explain the position of allyl bromide in the reactivity series
o Account for the behaviour of bromobenzene towards iodine ion
Transcribed Image Text:Explain the reaction and reactivity of halides towards iodine ion (iodide) in Sy2 reaction: o Arrange the halides tested in order of decreasing reactivity towards iodine ion in SN2 reaction o Explain the order of reactivity observed for the three saturated alkyl halides with iodine ion o Explain the position of allyl bromide in the reactivity series o Account for the behaviour of bromobenzene towards iodine ion
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