After heating a solution of allyl tert-butyl sulfide and sodium ethoxide in ethanol for several hours, tert-butyl propenyl sulfide was isolated in 66% yield. Suggest a stepwise mechanism for this isomerization. Which has the smaller pKa (is the stronger acid), the reactant or the product?
After heating a solution of allyl tert-butyl sulfide and sodium ethoxide in ethanol for several hours, tert-butyl propenyl sulfide was isolated in 66% yield. Suggest a stepwise mechanism for this isomerization. Which has the smaller pKa (is the stronger acid), the reactant or the product?
Chapter4: Organic Compounds: Cycloalkanes And Their Stereochemistry
Section4.3: Stability Of Cycloalkanes: Ring Strain
Problem 8P: Each H↔H eclipsing interaction in ethane costs about 4.0 kJ/mol. How many such interactions are...
Related questions
Question
After heating a solution of allyl tert-butyl sulfide and sodium ethoxide in ethanol for several hours, tert-butyl propenyl sulfide was isolated in 66% yield. Suggest a stepwise mechanism for this isomerization. Which has the smaller pKa (is the stronger acid), the reactant or the product?
Transcribed Image Text:.S.
NaOCH2CH3
S.
CH3CH2OH
Allyl tert-butyl sulfide
tert-Butyl propenyl sulfide
Expert Solution
This question has been solved!
Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.
Step by step
Solved in 4 steps with 1 images
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Recommended textbooks for you