ORGANIC CHEM LOOSE LEAF W/ FREE SOLUTI
9th Edition
ISBN: 9780134588902
Author: Wade
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 23.4, Problem 23.11P
Interpretation Introduction
Interpretation: The information regarding the isomerisation of carbonyl group in
Concept introduction: The isomers that differ in configuration about one the carbon that is asymmetric in nature are known as epimers.
To determine: The furanose structure of the product formed after the isomerisation of carbonyl group in
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
is this monosaccharide aldose or ketose? what is the chemical group and its location that allows its classification.
10. For each of the following structures, decide whether the carbohydrate is: (a) an aldose or a ketose
(b) a tetrose, pentose or hexose
The carbonyl group in d-galactose may be isomerized from C1 to C2 by brief treatmentwith dilute base (by the enediol rearrangement, Section 23-7). The product is the C4epimer of fructose. Draw the furanose structure of the product.
Chapter 23 Solutions
ORGANIC CHEM LOOSE LEAF W/ FREE SOLUTI
Ch. 23.2 - Prob. 23.1PCh. 23.3A - Prob. 23.2PCh. 23.3A - Prob. 23.3PCh. 23.3B - Draw and name the enantiomers of the sugars shown...Ch. 23.3B - Prob. 23.5PCh. 23.3C - Prob. 23.6PCh. 23.4 - Draw the Haworth projection for the cyclic...Ch. 23.4 - Prob. 23.8PCh. 23.4 - Prob. 23.9PCh. 23.4 - Prob. 23.10P
Ch. 23.4 - Prob. 23.11PCh. 23.5 - Prob. 23.12PCh. 23.5 - Prob. 23.13PCh. 23.6 - Prob. 23.14PCh. 23.6 - Prob. 23.15PCh. 23.7 - Prob. 23.16PCh. 23.7 - Prob. 23.17PCh. 23.7 - Two sugars, A and B, are known to be glucose and...Ch. 23.7 - Prob. 23.19PCh. 23.8 - Prob. 23.20PCh. 23.8 - Prob. 23.21PCh. 23.8 - Prob. 23.22PCh. 23.8 - Prob. 23.23PCh. 23.8 - Prob. 23.24PCh. 23.9 - a. Show the product that results when fructose is...Ch. 23.9 - Prob. 23.26PCh. 23.9 - Prob. 23.27PCh. 23.9 - Prob. 23.28PCh. 23.10 - Prob. 23.29PCh. 23.10 - Prob. 23.30PCh. 23.10 - Prob. 23.31PCh. 23.11 - Prob. 23.32PCh. 23.11 - The Wohl degradation, an alternative to the Ruff...Ch. 23.11 - Prob. 23.34PCh. 23.11 - Prob. 23.35PCh. 23.12A - Prob. 23.36PCh. 23.12A - Give an equation to show the reduction of Tollens...Ch. 23.12A - Prob. 23.38PCh. 23.12B - Prob. 23.39PCh. 23.12C - Prob. 23.40PCh. 23.12C - Prob. 23.41PCh. 23.13A - Prob. 23.42PCh. 23.15 - Cytosine, uracil, and guanine have tautomeric...Ch. 23.15 - a. An aliphatic aminoglycoside is relatively...Ch. 23.16C - Prob. 23.45PCh. 23 - Prob. 23.46SPCh. 23 - Prob. 23.47SPCh. 23 - Prob. 23.48SPCh. 23 - Prob. 23.49SPCh. 23 - Prob. 23.50SPCh. 23 - Prob. 23.51SPCh. 23 - Prob. 23.52SPCh. 23 - Prob. 23.53SPCh. 23 - Prob. 23.54SPCh. 23 - Prob. 23.55SPCh. 23 - Prob. 23.56SPCh. 23 - Prob. 23.57SPCh. 23 - Prob. 23.58SPCh. 23 - Prob. 23.59SPCh. 23 - Prob. 23.60SPCh. 23 - Prob. 23.61SPCh. 23 - Prob. 23.62SPCh. 23 - Prob. 23.63SPCh. 23 - Draw the structure of a four-residue segment of...Ch. 23 - Retroviruses like HIV, the pathogen responsible...Ch. 23 - Prob. 23.66SPCh. 23 - Prob. 23.67SP
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
- Which of the following statements is not true about glucose? (i) It is an aldohexose. (ii) On heating with HI it forms n-hexanearrow_forwardOne of the cyclic forms of D-ribose has the structure CH2OH OH ОНОН (a) How many anomeric carbon atoms are present in this structure? (b) How many hemiacetal carbon atoms are present in this structure?arrow_forwardIn addition to lactose, D-galactose and D-glucose can form different heterodisaccharides. Draw the structures (Haworth projections) of the (i) a-glucose-(1→1) -a-galactose and ii) a- glucose-(1→3)-?-galactose, two examples of heterodisaccharides that can form.arrow_forward
- In glycoside formation, the hemiacetal functional group of a cyclic monosaccharide is converted to an acetal group by reaction with a(an)arrow_forwardLactose contains what number of anomeric carbons and what number of glycosidic bonds: CH2OH ОН CH2OH ОН OH OH OHarrow_forwardWhich of the following is not a carbohydate? a C5H10O5 b C5(HO)5 c C7H14O7 d C6(H2O)6arrow_forward
- Glycosaminoglycans (GAGs) are heteropolysaccharides composed of repeating disaccharide units. These units have some similar characteristics that allow them to be identified as GAGS. Which of the structures are examples of glycosaminoglycans? А. C. E. HO HO COO™ H Н ОН Н CH₂OH H H H OH OH Н CH₂OH Н OH H ОН o,so H H Н CH₂OH H H ОН H CH₂OSO H NH C=0 CH, H H Н NH c=0 CH3 H CH,OH OH Н ОН OH H B. D. Н НО H ОН H CH₂OH H ОН Н СОО ОН Н Н H H OSoz H Н OH б H CH₂OH ОН CH₂OSO H ОН H Н OSO, H Н NHSO,arrow_forwardYou are given the structures of the amino acids alanine (Ala), methionine (Met) and threonine (Thr). to H2N CO2H H2N CO2H H2N co,Harrow_forwardDraw the structure of the disaccharide maltose (-D-glucopyranosyl (1→4)-D-glucopyranose). Indicate with arrows the reducing end and the acetal functional group.arrow_forward
- Carbohydrates. Determination of the extent of branching in glycogen. The amount of branching (number of α 1⟶ 6 glycosidic bonds) in glycogen can be determined by the following procedure. A sample of glycogen is exhaustively methylated-treated with a methylating agent (methyl iodide) that replaces the hydrogen of every sugar hydroxyl with a methyl group, converting –OH to –OCH3. All the glycosidic bonds in the treated sample are then hydrolyzed in aqueous acid, and the amounts of α -D-2,3-di-O-methylglucopyranose and α -D-2,3,6-tri-O-methylglucopyranose formed are measured. 1- Draw the cyclic structure of α-D-glucopyranose, α-D-2,3-di-O-methylglucopyranose and α-D-2,3,6-tri-O-methylglucopyranose, including the numbering of carbon atoms. 2- Which of α-D-2,3-di-O-methylglucopyranose or α-D-2,3,6-tri-O-methylglucopyranose represents a glucose unit in glycogen which was originally carrying a α 1⟶ 6 glycosidic bond? Explain.arrow_forwardFrom the choices given below select the aldopentose that yields the same alditol as L-ribose upon reduction with NaBH 4. Select ALL monosaccharides that satisfy the requirement, excluding the structure referenced in the question. Note that only D structures are shown. To select an L structure click on the name. If no selection exists, then select the referenced structure. H H H CHO OH OH OH CH₂OH D-Ribose L-Ribose HO- H H- CHO -H -OH -OH CH₂OH D-Arabinose L-Arabinose H HO H CHO OH H -OH CH₂OH D-Xylose L-Xylose HO HO- H- CHO H -H -OH CH₂OH D-Lyxose L-Lyxosearrow_forwardWrite whether the following carbohydrates are Mono-, di-, Oligo-, or polysaccharide: Glucose, Ribose, Deoxy Ribose, Galactose, Fructose, Lactose, Cellulose, Amylose, Amylopectin, sucrose, Glycogen, Maltosearrow_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
Organic 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