None ResourcesGive Up?HintThe substitution of the sulfur-containing alkyl chloride is much faster than the substitution of the analogous alkyl chloride. Drawa curved arrow mechanism to explain why.LearningStep 1: Draw curved arrows.SelectDrawTemplatesMoreEraseCH Cl оSStep 2: Draw the intermediates, with appropriate charges and lone pairs,then add curved arrows.SelectDraw Templates Moreс H Cl о S: OH-QפיQErase

In the first reaction the mechanism goes via neighbouring group participation (NGP) by sulphur atom…

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Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter17: Alcohols And Phenols

Section17.SE: Something Extra

Problem 60AP: Benzvl chloride can be converted into benzaldehvde by treatment with nitromethane and base. The...

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Pyridine reacts with hydroxide by nucleophilic aromatic substitution. Complete the mechanism by drawing curved arrows, the structure of the charged intermediate, and the structure of the major uncharged product. All non-bonding electrons must be shown, including those associated with charges. Step 1: Draw curved arrows. Select Draw Templates More ||||||||||| C H H 1 0: 3 C cl N 0 : a: Q2Q Step 3: Draw the uncharged product. Chloride ion is pre-drawn for your convenience. Select Draw Templates More ||||||||||| CH cl N O Erase : CI Erase Q2 Q Step 2: Draw the charged intermediate. Draw curved arrows to form the product. Select Draw Templates More ||||||||||| CH cl N G E 0 Erase Q2Q
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