Organic Chemistry-Package(Custom)
4th Edition
ISBN: 9781259141089
Author: SMITH
Publisher: MCG
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 28, Problem 28.49P
Interpretation Introduction
Interpretation: The two possible chair conformations of either
Concept introduction: An idose is a monosaccharide which contains six carbon atoms and an
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
The most stable conformation of the pyranose ring of most D-aldohexoses places the largest group, CH2OH, in the equatorial position. An exception to this is the aldohexose D-idose. Draw the two possible chair conformations of either the a or ß anomer of D-idose. Explain why the more stable conformation has the CH2OH group in the axial position.
The most stable conformation of the pyranose ring of most D-aldohexoses places the largest group, CH2OH, in the equatorial position. An exception to this is the aldohexose D-idose. Draw the two possible chair conformations of either the α or β anomer of D-idose. Explain why the more stable conformation has the CH2OH group in the axial position.
Draw the isomers for each aldotetrose and ketopentose in the figure below and designate
each isomer as a D or L sugar and designate also the R and S in every chiral centers. Label the
enantiomers and diastereomers respectively.
CH,OH
C=0
Н—С—ОН
Н-С—ОН
Н—С—ОН
H-C-OH
ČH,OH
ČH,OH
Chapter 28 Solutions
Organic Chemistry-Package(Custom)
Ch. 28 - Prob. 28.1PCh. 28 - Prob. 28.2PCh. 28 - Label each stereogenic center as R or S. a. b. c....Ch. 28 - Convert the ball-and-stick model to a Fischer...Ch. 28 - Prob. 28.5PCh. 28 - Prob. 28.6PCh. 28 - Prob. 28.7PCh. 28 - Prob. 28.8PCh. 28 - Prob. 28.9PCh. 28 - Prob. 28.10P
Ch. 28 - Prob. 28.11PCh. 28 - Prob. 28.12PCh. 28 - Prob. 28.13PCh. 28 - Prob. 28.14PCh. 28 - Prob. 28.15PCh. 28 - Prob. 28.16PCh. 28 - Draw a stepwise mechanism for the following...Ch. 28 - Prob. 28.18PCh. 28 - Prob. 28.19PCh. 28 - Prob. 28.20PCh. 28 - Prob. 28.21PCh. 28 - Draw the products formed when D-arabinose is...Ch. 28 - Prob. 28.23PCh. 28 - Prob. 28.24PCh. 28 - Prob. 28.25PCh. 28 - Prob. 28.26PCh. 28 - Prob. 28.27PCh. 28 - Prob. 28.28PCh. 28 - Prob. 28.29PCh. 28 - Prob. 28.30PCh. 28 - Prob. 28.31PCh. 28 - Prob. 28.32PCh. 28 - Prob. 28.33PCh. 28 - Prob. 28.34PCh. 28 - Problem-28.35
Draw the structures of the...Ch. 28 - Prob. 28.36PCh. 28 - 28.37 Convert each ball-and-stick model to a...Ch. 28 - Prob. 28.38PCh. 28 - Prob. 28.39PCh. 28 - Convert each compound to a Fischer projection and...Ch. 28 - Prob. 28.41PCh. 28 - Prob. 28.42PCh. 28 - Prob. 28.43PCh. 28 - Prob. 28.44PCh. 28 - Prob. 28.45PCh. 28 - Draw both pyranose anomers of each aldohexose...Ch. 28 - Prob. 28.47PCh. 28 - Prob. 28.48PCh. 28 - Prob. 28.49PCh. 28 - Prob. 28.50PCh. 28 - Prob. 28.51PCh. 28 - Prob. 28.52PCh. 28 - Prob. 28.53PCh. 28 - What products are formed when each compound is...Ch. 28 - Prob. 28.55PCh. 28 - Prob. 28.56PCh. 28 - Prob. 28.57PCh. 28 - Prob. 28.58PCh. 28 - 28.58 Draw a stepwise mechanism for the following...Ch. 28 - Prob. 28.60PCh. 28 - Prob. 28.61PCh. 28 - Prob. 28.62PCh. 28 - Prob. 28.63PCh. 28 - Prob. 28.64PCh. 28 - Prob. 28.65PCh. 28 - Prob. 28.66PCh. 28 - Prob. 28.67PCh. 28 - Prob. 28.68PCh. 28 - Prob. 28.69PCh. 28 - Prob. 28.70PCh. 28 - Prob. 28.71PCh. 28 - Prob. 28.72PCh. 28 - Prob. 28.73PCh. 28 - Prob. 28.74PCh. 28 - Prob. 28.75PCh. 28 - Prob. 28.76PCh. 28 - Prob. 28.77PCh. 28 - Draw a stepwise mechanism for the following...Ch. 28 - Prob. 28.79P
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
- Lactose contains what number of anomeric carbons and what number of glycosidic bonds: CH2OH ОН CH2OH ОН OH OH OHarrow_forwardDescribe each glycosidic bond in this trisaccharide.arrow_forwardThe structure of 4 isomers of an aldotetrose carbohydrate are given. 1) select every structure that is a diastereomer of structure D A, B, or C? 2) select every structure that is a enantiomer of structure C D, B, or A? 3) select every structure that is a stereoisomer of structure D A, B, or Carrow_forward
- Consider the following compound, which is used by insects and some fungi to store energy:arrow_forwardWhich of the following is the correct pair of monosaccharides needed 2 to form the given glycoside? * CH2OH CH-OH CH2OH OH он он OH OH a-D-fructofuranose & B-D-glucopyranose a-D-sorbofuranose & B-D-allopyranose a-D-mannofuranose & B-D-glucopyranose O a-D-sorbofuranose & B-D-galactopyranosearrow_forwardIdentify the anomeric carbon. Identify the glycosidic linkage. Lactose ОН ОН OH HO HO, HO OHarrow_forward
- The structures of 4 isomers of ketopentose are shown. 1) which of the structures are diastereomers of structure A? C, B, or D 2) which of the structures are enantiomers of structure C? B, A, or D 3) which of the structures are stereoisomers of strcuture A?C, D, or Barrow_forward2. Draw the two aldohexoses and one ketohexose that can be derived from the enol shown below. HC OH но H- HO- HO ČH,OH 3. Classify the following monosaccharides as reducing and nonreducing sugars. CH,OH CH,OH CH,OH OH он но - HO- OH OH HO он OH OH ČH,OH II III 4. Identify and name the glycosidic bond in the structure shown below. CH,OH OH OH онarrow_forwardWhich disaccharide contains an a(1-4) glycosidic bond? CH2OH CH,OH CH2OH CH2OH OH OH OH OH OH OH ÓH ÓHarrow_forward
- 2. Sucrose is a disaccharide formed from the condensation of glucose and fructose sugars. Draw the structure of sucrose that results from the condensation reaction between the indicated -OH groups. CH2OH 1, CH,OH он 1. OH но CH,OH OH HO H он OHarrow_forwardClick the "draw structure" button to launch the drawing utility. Convert the cyclic form to an acyclic monosaccharide. CH₂OH O- H H OH HO H H OH draw structure 1b)Use a simple model to convert the following Fischer projection to a line structure showing stereochemistry Br OHC CH3 HO–|CH,CH3 H S d ww b Harrow_forwardClassify each of the following sugars. (For example, glucose is an aldohexose.) CH2OH CH2OH C=0 Но H- HO- C=0 H- H- CH2OH HỌ H- но -H Но ČH;OH ČH2OH CH2OHarrow_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 LearningOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher: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
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning