Solution Found!
Rank the following compounds in decreasing order of their
Chapter 8, Problem 18P(choose chapter or problem)
Rank the following compounds in decreasing order of their reactivity toward the \(S_{N} 2\) reaction with sodium ethoxide \(\left(\mathrm{Na}^{+}-\mathrm{OCH}_{2} \mathrm{CH}_{3}\right)\) in ethanol.
methyl chloride tert-butyl iodide neopentyl bromide
isopropyl bromide methyl iodide ethyl chloride
Problem-solving Hint
Do not write \(S_{N} 2\) reactions occurring on tertiary alkyl halides.
Equation Transcription:
Text Transcription:
S_N2
(Na+-OCH_2CH_3)
SN2
Questions & Answers
QUESTION:
Rank the following compounds in decreasing order of their reactivity toward the \(S_{N} 2\) reaction with sodium ethoxide \(\left(\mathrm{Na}^{+}-\mathrm{OCH}_{2} \mathrm{CH}_{3}\right)\) in ethanol.
methyl chloride tert-butyl iodide neopentyl bromide
isopropyl bromide methyl iodide ethyl chloride
Problem-solving Hint
Do not write \(S_{N} 2\) reactions occurring on tertiary alkyl halides.
Equation Transcription:
Text Transcription:
S_N2
(Na+-OCH_2CH_3)
SN2
ANSWER:
Solution 18P
Factors that affect the rate of reactions are as follows:
1. Nature of leaving group
2. Nature of the substrate
Weak bases are good leaving groups. In halogens, the leaving group order is as follows:
The substrate with less steric hindrance has a high reactivity towards the reaction.