Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 25.5, Problem 13P
Interpretation Introduction
Interpretation:
Justification on the stability of the conformation of β-D-galactopyranose and β-D-mannopyranose is given below.
Concept introduction:
The two stereoisomers are epimers because they differ only in the stereochemistry at the C-2 position.
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Chapter 25 Solutions
Organic Chemistry
Ch. 25.1 - Prob. 1PCh. 25.2 - Prob. 2PCh. 25.2 - Prob. 3PCh. 25.2 - Prob. 4PCh. 25.2 - Prob. 5PCh. 25.3 - Prob. 6PCh. 25.3 - Prob. 7PCh. 25.4 - Prob. 8PCh. 25.4 - Prob. 9PCh. 25.4 - Prob. 10P
Ch. 25.5 - Prob. 11PCh. 25.5 - Prob. 12PCh. 25.5 - Prob. 13PCh. 25.5 - Prob. 14PCh. 25.5 - Prob. 15PCh. 25.6 - Prob. 16PCh. 25.6 - Prob. 17PCh. 25.6 - Prob. 18PCh. 25.6 - Prob. 19PCh. 25.6 - Prob. 20PCh. 25.6 - Prob. 21PCh. 25.6 - Prob. 22PCh. 25.6 - Prob. 23PCh. 25.7 - Prob. 24PCh. 25.8 - Show the product you would obtain from the...Ch. 25.SE - Prob. 26VCCh. 25.SE - Prob. 27VCCh. 25.SE - Prob. 28VCCh. 25.SE - Prob. 29VCCh. 25.SE - Prob. 30MPCh. 25.SE - Prob. 31MPCh. 25.SE - Glucosamine, one of the eight essential...Ch. 25.SE - D-Glicose reacts with acetone in the presence of...Ch. 25.SE - Prob. 34MPCh. 25.SE - Prob. 35MPCh. 25.SE - Prob. 36APCh. 25.SE - Prob. 37APCh. 25.SE - Prob. 38APCh. 25.SE - Prob. 39APCh. 25.SE - Prob. 40APCh. 25.SE - Assign R or S configuration to each chirality...Ch. 25.SE - Prob. 42APCh. 25.SE - Prob. 43APCh. 25.SE - Prob. 44APCh. 25.SE - Prob. 45APCh. 25.SE - Prob. 46APCh. 25.SE - Prob. 47APCh. 25.SE - Prob. 48APCh. 25.SE - Prob. 49APCh. 25.SE - Prob. 50APCh. 25.SE - Prob. 51APCh. 25.SE - Prob. 52APCh. 25.SE - Prob. 53APCh. 25.SE - Prob. 54APCh. 25.SE - Prob. 55APCh. 25.SE - Prob. 56APCh. 25.SE - Prob. 57APCh. 25.SE - Prob. 58APCh. 25.SE - Prob. 59APCh. 25.SE - Prob. 60APCh. 25.SE - Prob. 61APCh. 25.SE - Prob. 62APCh. 25.SE - Prob. 63APCh. 25.SE - D-Mannose reacts with acetone to give a...Ch. 25.SE - Prob. 65APCh. 25.SE - Prob. 66APCh. 25.SE - Prob. 67APCh. 25.SE - Prob. 68APCh. 25.SE - Prob. 69APCh. 25.SE - Prob. 70APCh. 25.SE - Prob. 71AP
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- 1) Below you are given the structures of the disaccharides lactose and trehalose. он он но он но но OH но но OH но он но но OH Lactose Trehalose a. Identify clearly the hemiacetal and acetal groups in these disaccharides and determine for each of these identified groups if they have a- or B-configuration.arrow_forwardDraw beta-D-galactopyranose and beta-D-mannopyranose in their chair conformations. Label the axial and equatorial positions.arrow_forwardIn addition to ß-D-glucopyranose (see Problem 4.67), glucose can exist in another cyclic form, called B-D-glucofuranose. Which form is more stable, B-D-glucopyranose or B-D-glucofuranose? Explain. НО HO ОН HO OH B-D-Glucofuranosearrow_forward
- 5. Draw the two chair conformations ("ring filips") of trans –1- ethyl-4-methylcyclohexane to show the axial and equatorial substituents (including all hydrogens). Then determine which of the two conformations is more stable and why.arrow_forwardDraw the two possible chair conformations of the (+)- B- Galactose molecule shown below, using the axial and equatorial bonds provided. Show all substituents and hydrogens. 4. CH2OH ОН HОШШ "ОН ОН Conformation # 2 Conformation # 1arrow_forwardThe cyclic structure shown below corresponds to which of the four open structures? ОН OH ОН OH CH,OH CH,OH CH,OH CH,OH HC- он но H HC- OH но- 4 HC- OH H C-OH но но H- -OH H -OH H C-OH H- OH CH,OH D-Fructose CH,OH D-Sorbose CH,OH р-Тagatose 6 CH,OH D-Psicosearrow_forward
- Galactose, a sugar related to glucose, contains a six-membered ring in which all the substituents except the 2 OH group indicated below in red are equatorial. Draw galactose in its more stable chair conformation. HOCH2. OH Galactose HO HO. OHarrow_forwardDraw Newman's projections along the C3¬C4 bond to show the most stable and least stable conformations of 3-ethyl-2,4,4-trimethylheptane.arrow_forwardIndicate the position, axial or equatorial, of the substituents in the more stable chair conformation. CH3 Methyl is [A] OH is [B] Isopropyl is [C] Cl is [D] HO` CIarrow_forward
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