Connect 1-Semester Online Access for Principles of General, Organic & Biochemistry
Connect 1-Semester Online Access for Principles of General, Organic & Biochemistry
2nd Edition
ISBN: 9780077633707
Author: Janice Smith
Publisher: Mcgraw-hill Higher Education (us)
bartleby

Concept explainers

Question
Book Icon
Chapter 14.3, Problem 14.11P

a.

Interpretation Introduction

Interpretation:

The compound given has to be labelled as α or β isomer.

Connect 1-Semester Online Access for Principles of General, Organic & Biochemistry, Chapter 14.3, Problem 14.11P , additional homework tip  1

Concept Introduction:

Monosaccharide can be expressed in a cyclic form.  In case of an aldohexose, the hydroxyl group present on the C5 carbon atom reacts with the carbonyl group present in C1 carbon atom resulting in formation of a six-membered ring.  Procedure to be followed for obtaining cyclic structure are given as follows.

  • Carbon skeleton has to be rotated to 90°.  While rotating, the groups that are present on the right side ends up below after rotation.
  • Chain has to be twisted in order to put the hydroxyl group closer to the carbonyl group of aldehyde.  The CH2OH group present on C5 is drawn up.
  • The OH group on the C5 carbon atom reacts with the aldehyde carbonyl resulting in formation of six-membered ring that has a new chiral center.  Considering the orientation of OH group that is present on the new chiral center that is formed, two isomers are possible.

If the OH group in the new chiral center is drawn up means, then it is known as β isomer.  If the OH group in the new chiral center is drawn down means, then it is known as α isomer.

This cyclic form of representation of the monosacccharides as flat, six-membered rings is known as Haworth projections.

The same rule applies for five membered ring also if it is formed from aldopentose and ketohexose.

b.

Interpretation Introduction

Interpretation:

The compound given has to be labelled as α or β isomer.

Connect 1-Semester Online Access for Principles of General, Organic & Biochemistry, Chapter 14.3, Problem 14.11P , additional homework tip  2

Concept Introduction:

Refer part “a.”.

c.

Interpretation Introduction

Interpretation:

The compound given has to be labelled as α or β isomer.

Connect 1-Semester Online Access for Principles of General, Organic & Biochemistry, Chapter 14.3, Problem 14.11P , additional homework tip  3

Concept Introduction:

Refer part “a.”.

Blurred answer
Students have asked these similar questions
SO3H Br2 Major Neutral Organic Product(s) FeBr3 CN
4. Circle and label hemiacetal and acetal in each of the following molecules. OH CH OH ОН CH₂OH OH OH Lactose 0. OH OH ОН CH OH OH 0. OH OH О CH₂OH Sucrose CH2OH OH
D How many kinds of chemically non-equivalent carbons are there in each of the following compounds? H₂C- CH₂ CH₂ CH₂ -CH₂ CH₂ The number of chemically non-equivalent carbons is The number of chemically non-equivalent carbons is

Chapter 14 Solutions

Connect 1-Semester Online Access for Principles of General, Organic & Biochemistry

Knowledge Booster
Background pattern image
Chemistry
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
Text book image
Pushing Electrons
Chemistry
ISBN:9781133951889
Author:Weeks, Daniel P.
Publisher:Cengage Learning
Text book image
Chemistry & Chemical Reactivity
Chemistry
ISBN:9781133949640
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:Cengage Learning
Text book image
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