If your product from this experiment (benzimidazole) is treated with a strong base (nBuLi) followed by benzyl bromide (Ph-CH2-Br) in a polar aprotic solvent like DMSO, a molecule CaH2N3 is formed. Please draw a reaction scheme of the overall sequence (including the structure of the product), and also an electron-pushing mechanism for each of the reactions that take place.

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter21: Nas: Nucleophilic Aromatic Substitution
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Problem 7E
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3. If your product from this experiment (benzimidazole) is treated with a strong base (nBuLi) followed by
benzyl bromide (Ph-CH2-Br) in a polar aprotic solvent like DMSO, a molecule CaH2N2 is formed. Please
draw a reaction scheme of the overall sequence (including the structure of the product), and also an
electron-pushing mechanism for each of the reactions that take place.
Transcribed Image Text:3. If your product from this experiment (benzimidazole) is treated with a strong base (nBuLi) followed by benzyl bromide (Ph-CH2-Br) in a polar aprotic solvent like DMSO, a molecule CaH2N2 is formed. Please draw a reaction scheme of the overall sequence (including the structure of the product), and also an electron-pushing mechanism for each of the reactions that take place.
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