B H2SO4. H20 1. OsO4 E 2. (CH3)2S PCI3 tert-Buo H2SO4, D + F pyridine A OH

Chemistry & Chemical Reactivity
10th Edition
ISBN:9781337399074
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Chapter23: Carbon: Not Just Another Element
Section: Chapter Questions
Problem 52PS
icon
Related questions
icon
Concept explainers
Question

structures for compounds A–F.

B H2SO4.
H20
1. OsO4
E
2. (CH3)2S
PCI3
tert-Buo
H2SO4, D
+
F
pyridine
A
OH
Transcribed Image Text:B H2SO4. H20 1. OsO4 E 2. (CH3)2S PCI3 tert-Buo H2SO4, D + F pyridine A OH
Expert Solution
Step 1

The given alcohol reaction with phosphorus trichloride in pyridine which gives chlorinated compound (A), then tertiary butoxide is abstract the proton from the chlorinated compound (A) gives alkene (B).

This alkene reaction with sulfuric acid in water furnished secondary alcohol (C), this secondary alcohol (C)reaction with sulfuric acid in heat undergoes dehydration furnished stabilized alkene (D). Finally, stabilized alkene (D)undergoes reaction with dimethyl sulfide which gives acetone (E) and acetaldehyde (F).

steps

Step by step

Solved in 2 steps with 1 images

Blurred answer
Knowledge Booster
Nomenclature 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.
Recommended textbooks for you
Chemistry & Chemical Reactivity
Chemistry & Chemical Reactivity
Chemistry
ISBN:
9781337399074
Author:
John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:
Cengage Learning
Chemistry & Chemical Reactivity
Chemistry & Chemical Reactivity
Chemistry
ISBN:
9781133949640
Author:
John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305080485
Author:
John E. McMurry
Publisher:
Cengage Learning
Introduction to General, Organic and Biochemistry
Introduction to General, Organic and Biochemistry
Chemistry
ISBN:
9781285869759
Author:
Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:
Cengage Learning
Introductory Chemistry: A Foundation
Introductory Chemistry: A Foundation
Chemistry
ISBN:
9781337399425
Author:
Steven S. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning