An unknown sugar is known to equilibrate between two forms, I and II, in aqueous solution. This equilibration can be followed by measuring the optical rotation of aqueous solutions of isolated samples of form I and II.  When species I was dissolved in pure water and the optical rotation was measured, it gave a specific rotation of [?] = +42.0°. Over time, this value decreased to a constant value of [?] = +0.2°. • When species II was dissolved in pure water and the optical rotation was measured, it gave a specific rotation of [?] = -54.0°. Over time, this value decreased to constant value of [?] = +0.2°. • In each case, both forms I and II were shown to be present in the mixture at the end of the experiment.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions
Section: Chapter Questions
Problem 20.25P
icon
Related questions
Question
100%

An unknown sugar is known to equilibrate between two forms, I and II, in aqueous solution. This
equilibration can be followed by measuring the optical rotation of aqueous solutions of isolated
samples of form I and II. 

When species I was dissolved in pure water and the optical rotation was measured, it gave a
specific rotation of [?] = +42.0°. Over time, this value decreased to a constant value of [?]
= +0.2°.


• When species II was dissolved in pure water and the optical rotation was measured, it gave a
specific rotation of [?] = -54.0°. Over time, this value decreased to constant value of [?]
= +0.2°.


• In each case, both forms I and II were shown to be present in the mixture at the end of the
experiment.

Calculate the ratio of the two forms I and II present at equilibrium and comment on any
assumptions made in making that calculation. 

 

 

Expert Solution
steps

Step by step

Solved in 3 steps

Blurred answer
Knowledge Booster
Isomerism in 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:
9781305580350
Author:
William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:
Cengage Learning
EBK A SMALL SCALE APPROACH TO ORGANIC L
EBK A SMALL SCALE APPROACH TO ORGANIC L
Chemistry
ISBN:
9781305446021
Author:
Lampman
Publisher:
CENGAGE LEARNING - CONSIGNMENT