Explain the following observation. Treatment of alkyl chloride A with NaOCH,CH3 yields only one product B, whereas treatment of A with very dilute base in CH3CH,OH yields a mixture of B and C, with C predominating. Select the single best answer. CI ..... w.... A C Some of the carbocation intermediate of the E2 mechanism rearranges, leading to a second product. Using dilute base allows a byproduct to form via the Sy2 mechanism. The antiperiplanar requirement of the El mechanism causes two products to form. Switching from concentrated to dilute base shifts the mechanism from E2 to El. OOOO

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Explain the following observation. Treatment of alkyl chloride A with NaOCHCH3 yields only one
Hint
product B, whereas treatment of A with very dilute base in CH,CH,OH yields a mixture of B and C,
with C predominating. Select the single best answer.
Solution
CI
Guided Solu
nces
B
Some of the carbocation intermediate of the E2 mechanism rearranges, leading to a second
product.
Using dilute base allows a byproduct to form via the Sy2 mechanism.
The antiperiplanar requirement of the El mechanism causes two products to form.
Switching from concentrated to dilute base shifts the mechanism from E2 to El.
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Transcribed Image Text:Explain the following observation. Treatment of alkyl chloride A with NaOCHCH3 yields only one Hint product B, whereas treatment of A with very dilute base in CH,CH,OH yields a mixture of B and C, with C predominating. Select the single best answer. Solution CI Guided Solu nces B Some of the carbocation intermediate of the E2 mechanism rearranges, leading to a second product. Using dilute base allows a byproduct to form via the Sy2 mechanism. The antiperiplanar requirement of the El mechanism causes two products to form. Switching from concentrated to dilute base shifts the mechanism from E2 to El. < Prev 5 of 10 Next >
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