ORGANIC CHEMISTRY-ACCESS
6th Edition
ISBN: 9781260475586
Author: SMITH
Publisher: MCG
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 26.6, Problem 14P
Interpretation Introduction
(a)
Interpretation: The given Haworth projection is to be converted into three-dimensional representation by the use of chair pyranose ring.
Concept introduction: The structural representation of sugar molecule in cyclic form is known as Haworth projection. Sugar molecule that has six-membered-ring is known as pyranose and a sugar molecule that has five-membered-ring is called furanose.
Interpretation Introduction
(b)
Interpretation: The given Haworth projection is to be converted into three-dimensional representation by the use of chair pyranose ring.
Concept introduction: The structural representation of sugar molecule in cyclic form is known as Haworth projection. Sugar molecule that has six-membered-ring is known as pyranose and a sugar molecule that has five-membered-ring is called furanose.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Fischer projection and Haworth projection formula of
1) D-Galactose
Draw a Haworth projection and a chair conformation for methyl a-dmannopyranoside (methyl a-d-mannoside). Label the anomeric carbon and the glycosidic bond
Draw the Haworth projection of a-D-psicose. You will find helpful information in the ALEKS Data resource.
Click and drag to start drawing a
structure.
X
Chapter 26 Solutions
ORGANIC CHEMISTRY-ACCESS
Ch. 26.2 - Prob. 1PCh. 26.2 - Prob. 2PCh. 26.2 - Label each stereogenic center as R or S. a. b. c....Ch. 26.2 - Convert the ball-and-stick model to a Fischer...Ch. 26.2 - Prob. 5PCh. 26.2 - Prob. 6PCh. 26.3 - Prob. 7PCh. 26.3 - Prob. 8PCh. 26.4 - Prob. 9PCh. 26.4 - Prob. 10P
Ch. 26.6 - Prob. 11PCh. 26.6 - Prob. 12PCh. 26.6 - Prob. 13PCh. 26.6 - Prob. 14PCh. 26.6 - Prob. 15PCh. 26.7 - Prob. 16PCh. 26.7 - Draw a stepwise mechanism for the following...Ch. 26.7 - Prob. 18PCh. 26.8 - Prob. 19PCh. 26.9 - Prob. 20PCh. 26.9 - Prob. 21PCh. 26.9 - Draw the products formed when D-arabinose is...Ch. 26.9 - Prob. 23PCh. 26.10 - Prob. 24PCh. 26.10 - Prob. 25PCh. 26.10 - Prob. 26PCh. 26.10 - Prob. 27PCh. 26.11 - Prob. 28PCh. 26.11 - Prob. 29PCh. 26.12 - Prob. 30PCh. 26.12 - Prob. 31PCh. 26.13 - Prob. 32PCh. 26.13 - Prob. 33PCh. 26.13 - Problem-28.35
Draw the structures of the...Ch. 26.13 - Prob. 35PCh. 26 - 28.37 Convert each ball-and-stick model to a...Ch. 26 - Prob. 37PCh. 26 - Prob. 38PCh. 26 - 28.40 Convert each compound to a Fischer...Ch. 26 - Prob. 40PCh. 26 - Prob. 41PCh. 26 - 28.43 Draw a Haworth projection for each compound...Ch. 26 - Prob. 43PCh. 26 - 28.45 Draw both pyranose anomers of each...Ch. 26 - Prob. 45PCh. 26 - 28.50 Draw the products formed when D-altrose is...Ch. 26 - 28.58 Draw a stepwise mechanism for the following...Ch. 26 - Prob. 62PCh. 26 - Prob. 63PCh. 26 - Prob. 64PCh. 26 - Prob. 65PCh. 26 - Prob. 66PCh. 26 - Prob. 67PCh. 26 - Prob. 68PCh. 26 - Prob. 69PCh. 26 - Prob. 70P
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.Similar questions
- Label each Haworth projection as an α or β anomer and convert the Haworth projection to a sixmembered ring with wedges and dashed wedges.arrow_forwardLabel attached Haworth projection as an α or β anomer, and convert the Haworth projection to a six-membered ring with wedges and dashed wedges.arrow_forwardConvert each Haworth projection to its acyclic formarrow_forward
- a) The Haworth projection of a-D-Mannose is given below. Draw theFischer projection (open form) and theHaworth projection for the B anomer (the other cyclic hemiacetal) of D-Mannose.arrow_forward1. Draw Haworth projections of B-D-arabinofuranose and a-L-mannopyranose. 2. Consider the structure of the disaccharide drawn at right: НО `CH2 В ОН (a) Give the names and D/L designation for the two monosaccharides linked together. H,C-O OHO „OH OH А: НО НО A В: ОН (b) In the structure, circle the anomeric carbon of each saccharide. (c) Is each saccharide present in its a or ß anomer? Specify both A and B (d) Would this disaccharide undergo mutarotation? Why or why not? (e) Would this disaccharide react with Tollens and/or Benedicts reagent? Why or why not? (f) There are two reasons this is very unlikely to be a naturally occurring disaccharide. What about its structure suggests this is true? Give both reasons.arrow_forwardDraw the Haworth projection of both pyranose and both furanose forms of D- Idose with all stereocenters accurately portrayed. You do not have to label the name of the form you drew H-CO HO -H H -OH HO -H OH OH HOH2C H- OH CHO OH OH CH2OH D-Idose line drawing D-Idose Fischer projectionarrow_forward
- Determine whether each steriosenic center below has & Or S Configuration. Ho -OM Configuration of a Configuration of B configuration of Carrow_forward1. Draw the Fischer projection for a) D-Glucose and b) D-Galactose and their corresponding enantiomers. 2. Assign the absolute configuration for each chiral carbon by writing the carbon number followed by R or S enclosed in parenthesis (e.g. 2R, 3S, 4R, 5S). Answers must be written on the right side of the Fischer projection aligned with the corresponding chiral carbon. 3. Underline the absolute configuration, you have to show that it is italicized by underlining the absolute configuration.arrow_forwardDraw a Haworth projection for each compound using the structures. α-D-tagatofuranosearrow_forward
- Glucose is the most abundant monosaccharide. From memory, draw glucose in(a) the Fischer projection of the open chain.(b) the most stable chair conformation of the most stable pyranose anomer.(c) the Haworth projection of the most stable pyranose anomerarrow_forwarda) Draw Haworth projections of both - and -anomers of D-fructose. Indicate which carbon is the anomeric carbon.b) Sucrose is a disaccharide made up of a molecule of D-fructose and D-glucose. Draw the structure of sucrose clearly indicating the linkage between the two monosaccharides and its biological significance.c) Tollen’s reagent is a very mild oxidizing agent which normally oxidize aldehydes but not ketones. However, both glucose and fructose give positive results with Tollen’s reagent and are classified as reducing sugars. Explain how fructose can also give positive results with Tollen’s reagent (illustrate using structures).arrow_forwardDraw a Haworth projection for each compound using the structures. α-D-galactopyranosearrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning
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