The tosylate of a primary alcohol normally undergoes an S2 reaction with hydroxide ion to give a primary alcohol. Reaction of this tosylate, however, gives a compound of molecular formula C8H₁4 O. OH OTS NaOH Propose a structural formula for this compound. • You do not have to consider stereochemistry. C8H140

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter4: Organic Compounds: Cycloalkanes And Their Stereochemistry
Section4.SE: Something Extra
Problem 62AP: Alcohols undergo an oxidation reaction to yield carbonyl compounds on treatment with CrO3. For...
icon
Related questions
Question
The tosylate of a primary alcohol normally undergoes an S№2 reaction with hydroxide ion to give a primary alcohol. Reaction of this tosylate, however, gives a compound of molecular formula C8H14O.
OH
Propose a structural formula for this compound.
+
OTS
Submit Answer
• You do not have to consider stereochemistry.
• Do not include lone pairs in your answer. They will not be considered in the grading.
sull
NaOH
Try Another Version
C8H140
Sn [F
?
ChemDoodle'
4 item attempts remaining
Transcribed Image Text:The tosylate of a primary alcohol normally undergoes an S№2 reaction with hydroxide ion to give a primary alcohol. Reaction of this tosylate, however, gives a compound of molecular formula C8H14O. OH Propose a structural formula for this compound. + OTS Submit Answer • You do not have to consider stereochemistry. • Do not include lone pairs in your answer. They will not be considered in the grading. sull NaOH Try Another Version C8H140 Sn [F ? ChemDoodle' 4 item attempts remaining
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 3 steps with 1 images

Blurred answer
Knowledge Booster
General Physical Properties of Organic Compounds
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.
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305080485
Author:
John E. McMurry
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305580350
Author:
William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:
Cengage Learning