A= Consider the following compounds D-HOCH CH B. E = C = F= a) Which one(s) would give a positive Tollens (silver mirror) test? A. I b) Which one(s) could be oxidized with Cro? D Which one(s) could be reduced with NaBH? E A d) Which one(s) would dissolve in water? D e) Which one(s) would have a peak in the 'H NMR spectrum which would B disappear when DiO is added?
A= Consider the following compounds D-HOCH CH B. E = C = F= a) Which one(s) would give a positive Tollens (silver mirror) test? A. I b) Which one(s) could be oxidized with Cro? D Which one(s) could be reduced with NaBH? E A d) Which one(s) would dissolve in water? D e) Which one(s) would have a peak in the 'H NMR spectrum which would B disappear when DiO is added?
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
Related questions
Question
![8. S
A =
Consider the following compounds:
D-HOCH/CH₂
B=
E=
مله
F=
CH₂
Mey
H₂C
a) Which one(s) would give a positive Tollens (silver mirror) test?
ALE
b) Which one(s) could be axidized with Cros? D
c) Which one(s) could be reduced with NaBH? E A
d) Which one(s) would dissolve in water? D
e) Which one(s) would have a peak in the 'H NMR spectrum which would
disappear when D/O is added?
B](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F6874e1f1-5298-4a44-ae8e-fa9c3662cb0d%2F67547ce4-9133-4179-a440-dce7e0c24694%2Fofbyn6s_processed.jpeg&w=3840&q=75)
Transcribed Image Text:8. S
A =
Consider the following compounds:
D-HOCH/CH₂
B=
E=
مله
F=
CH₂
Mey
H₂C
a) Which one(s) would give a positive Tollens (silver mirror) test?
ALE
b) Which one(s) could be axidized with Cros? D
c) Which one(s) could be reduced with NaBH? E A
d) Which one(s) would dissolve in water? D
e) Which one(s) would have a peak in the 'H NMR spectrum which would
disappear when D/O is added?
B
Expert Solution
![](/static/compass_v2/shared-icons/check-mark.png)
Step 1
a) Tollen's test is given by compounds which have aldehyde groups. Out here, the compound A has a aldehydic CHO group.
b) Oxidation with CrO3 converts alcohol to aldehyde/ketone. C and D are alcohol. But C cannot be oxidised as it has no Hydrogen. So, only D can be oxidised.
c) C=O can be reduced with NaBH4, only aldehyde and ketone, not ester group. So, B cannot be reduced but A and E can be.
d) Alcohols readily dissolve in water as they can form hydrogen bonding. So, C and D
e) On adding D2O, tautomerism can occur and the Hydrogen at the alpha position can be exchanged with deuterium. So, a 1HNMR peak will disappear. Option E is correct.
Step by step
Solved in 2 steps
![Blurred answer](/static/compass_v2/solution-images/blurred-answer.jpg)
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
![Chemistry](https://www.bartleby.com/isbn_cover_images/9781305957404/9781305957404_smallCoverImage.gif)
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
![Chemistry](https://www.bartleby.com/isbn_cover_images/9781259911156/9781259911156_smallCoverImage.gif)
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
![Principles of Instrumental Analysis](https://www.bartleby.com/isbn_cover_images/9781305577213/9781305577213_smallCoverImage.gif)
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
![Chemistry](https://www.bartleby.com/isbn_cover_images/9781305957404/9781305957404_smallCoverImage.gif)
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
![Chemistry](https://www.bartleby.com/isbn_cover_images/9781259911156/9781259911156_smallCoverImage.gif)
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
![Principles of Instrumental Analysis](https://www.bartleby.com/isbn_cover_images/9781305577213/9781305577213_smallCoverImage.gif)
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
![Organic Chemistry](https://www.bartleby.com/isbn_cover_images/9780078021558/9780078021558_smallCoverImage.gif)
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
![Chemistry: Principles and Reactions](https://www.bartleby.com/isbn_cover_images/9781305079373/9781305079373_smallCoverImage.gif)
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
![Elementary Principles of Chemical Processes, Bind…](https://www.bartleby.com/isbn_cover_images/9781118431221/9781118431221_smallCoverImage.gif)
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY