Organic Chemistry Plus Masteringchemistry With Pearson Etext, Global Edition
9th Edition
ISBN: 9781292151229
Author: Wade, LeRoy G.
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 5, Problem 5.40SP
Interpretation Introduction
Interpretation: The absolute configuration of D-(
Concept introduction: (R) or (S) configuration is assigned in fisher projections with the help of Cahn-Ingold-Prelog convention. Priorities are assigned to groups that are attached to chiral carbon atom. The direction of arrow from group 1 to group 2 to group 3 is analysed and then configuration is assigned according it.
To determine: The absolute configuration of D-(
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
Human milk contains the oligosaccharide 2′-fucosyllactose (α-Lfucose-(1→2)-β-D-galactose-(1→4)-Dglucose), which may help protect the newborn from bacterial infections. Draw the structure of this oligosaccharide.
Regarding 4-O- (α-D-psychofuranosyl) -β-D-allopyranose. Please indicate the RIGHT alternative:
(a) The disaccharide reacts with CH3OH in an acid medium to form a glycoside that cannot be oxidized with HNO3.
(b) It is a reducing disaccharide only in basic medium.
(c) In the structure there is only one glycosidic bond that is of the type β 1-O-4 '
(d) The hydrolysis products of this disaccharide do not show mutarrotation. (e) The disaccharide structure contains two six-membered rings.
d-(-)-Erythrose has the formula HOCH2¬CH(OH)¬CH(OH)¬CHO, and the d in its name implies that it can be degraded to d-(+)-glyceraldehyde. The (-) in its name implies that d-(-)-erythrose is optically active (levorotatory). When d-(-)-erythrose is reduced (using H2 and a nickel catalyst), it gives an optically inactive product of formula HOCH2¬CH(OH)¬CH(OH)¬CH2OH. Knowing the absolute configuration of d-(+)-glyceraldehyde (Section 5-14), determine the absolute configuration of d-(-)-erythrose.
Chapter 5 Solutions
Organic Chemistry Plus Masteringchemistry With Pearson Etext, Global Edition
Ch. 5.2 - Determine whether the following objects are chiral...Ch. 5.2A - Prob. 5.2PCh. 5.2B - Prob. 5.3PCh. 5.2B - Prob. 5.4PCh. 5.2C - Prob. 5.5PCh. 5.3 - Prob. 5.6PCh. 5.3 - Prob. 5.7PCh. 5.4D - Prob. 5.8PCh. 5.4D - Prob. 5.9PCh. 5.4D - Prob. 5.10P
Ch. 5.5 - Prob. 5.11PCh. 5.7 - When optically pure (R)-2-bromobutane is heated...Ch. 5.7 - Prob. 5.13PCh. 5.8 - Prob. 5.14PCh. 5.9B - Draw three-dimensional representations of the...Ch. 5.10A - For each sot of examples, make a model of the...Ch. 5.10A - Draw a Fischer projection for each compound....Ch. 5.10B - Prob. 5.18PCh. 5.10C - For each Fischer projection, label each asymmetric...Ch. 5.11C - Prob. 5.20PCh. 5.13 - Prob. 5.21PCh. 5.13 - Prob. 5.22PCh. 5.15 - Prob. 5.23PCh. 5.16A - Prob. 5.24PCh. 5 - The following four structures are naturally...Ch. 5 - For each structure, 1. star () any asymmetric...Ch. 5 - Prob. 5.27SPCh. 5 - Prob. 5.28SPCh. 5 - Prob. 5.29SPCh. 5 - Prob. 5.30SPCh. 5 - Prob. 5.31SPCh. 5 - Prob. 5.32SPCh. 5 - Prob. 5.33SPCh. 5 - Prob. 5.34SPCh. 5 - For each structure, 1. draw all the stereoisomers....Ch. 5 - Prob. 5.36SPCh. 5 - Prob. 5.37SPCh. 5 - 3,4-Dimethylpent-1-ene has the formula...Ch. 5 - A graduate student was studying enzymatic...Ch. 5 - Prob. 5.40SPCh. 5 - Prob. 5.41SP
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
- Draw the structures (using chair conformations of pyranoses) of the following disaccharides.(a) 4-O-(a-d-glucopyranosyl)-d-galactopyranose(arrow_forward5. Provide suitable responses for questions (a) – (). 6 CH2OH 4 OH OH 3 OH (a) What is the relative configuration of the above monosaccharide? (b) Which labeled carbon is the anomeric carbon? (c) Trace and identify the acetal in the above monosaccharide. (d) Draw the hemiacetal that results from above acetal. (e) Draw the open chain equivalent of the sugar in part (d). (f) Classify the monosaccharide below as a D-sugar or an L-sugar. H. OH O. OH CH,OH OH OHarrow_forward(g) Using appropriate prefixes/infixes/suffixes (ketohentese, aldahentase, etc.), classify each of the monosaccharides shown below. СНО CH2OH O: HOI но ОН OH HO H. CH2OH CH2OH I II (h) Identify B-D-altrose and oa-D-altrose from the monosaccharides shown below. CH2OH CH2OH CH2OH CH2OH O. ОН OH OH OH OH OH ОН OH OH OH ОН OH OH OH OH OH I II III IV | (i) Identify B-D-altrose and oa-D-altrose from the monosaccharides shown below. VI I CH2OH CH2OH II V OH III ОН IV H OH Harrow_forward
- Consider the structure of raffinose, a trisaccharide found in sugar beets and a number of higher plants. HO CH,OH Но- OH OCH, Но Но OH НОСН Но CH,OH ÓH raffinose (a) Classify raffinose as a reducing or nonreducing sugar, and tell how you know. (b) Identify the glycoside linkages in raffinose, and clas- sify each as either a or B. (c) Name the monosaccharides formed when raffinose is hydrolyzed in aqueous acid. (d) What products are formed when raffinose is treated with dimethyl sulfate in NaOH, and then with aqueous acid and heat?arrow_forward(g) Using appropriate prefixes/infixes/suffixes (ketoheptose, aldoheptose, etc.), classify each of the monosaccharides shown below. CHO CH2OH Но IH но- HO- HO- HO H. CH2OH CH2OH I II (h) Identify B-D-altrose and a-D-altrose from the monosaccharides shown below. CH2OH CH2OH CH2OH CH2OH OH OH OH ОН OH ОН ОН OH OH OH OH OH OH OH OH OH I II II IV (i) Identify B-D-altrose and a-D-altrose from the monosaccharides shown below. VI I CH2OH O CH2OH II H V ОН, III IV OH OH Harrow_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
- OH НО HO OH НО Но OH ОН ОН OH What are the monosachharides that make up this trisaccharide? O a-D-glucopyranose, a-D-galactopyranose, a-D-fructofuranose a-D-glucopyranose, a-D-galactopyranose, B-D-fructofuranose a-D-glucopyranose, a-D-glucopyranose, B-D-fructofuranose a-D-galactopyranose, a-D-glucopyranose, a -D-fructofuranosearrow_forwardIn glycoside formation, the hemiacetal functional group of a cyclic monosaccharide is converted to an acetal group by reaction with a(an)arrow_forward
arrow_back_ios
arrow_forward_ios
Recommended textbooks for you
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning