Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second)
2nd Edition
ISBN: 9780393655551
Author: KARTY, Joel
Publisher: W. W. Norton & Company
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Question
Chapter 5, Problem 5.33P
Interpretation Introduction
(a)
Interpretation:
The name of the sugar, that fits the given description, is to be written.
Concept introduction:
Epimers are the stereoisomers which differ in stereochemical configuration at ONLY ONE carbon atom. D-sugar and L sugar are distinguished by the position of the
Interpretation Introduction
(b)
Interpretation:
The name of the sugar, that fits the given description, is to be written
Concept introduction:
Epimers are the stereoisomers which differ in the stereochemical configuration at ONLY ONE carbon atom. D-sugar and L sugar are distinguished by the position of the
Interpretation Introduction
(c)
Interpretation:
The name of the sugar, that fits the given description, is to be written
Concept introduction:
Epimers are the stereoisomers which differ in the stereochemical configuration at ONLY ONE carbon atom. D-sugar and L sugar are distinguished by the position of the
Interpretation Introduction
(d)
Interpretation:
The name of the sugar, that fits the given description, is to be written
Concept introduction:
Epimers are the stereoisomers which differ in the stereochemical configuration at ONLY ONE carbon atom. D-sugar and L sugar are distinguished by the position of the
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(d) Use the diagram below to complete the cyclic alpha form of structure V
(e) Circle the hemiacetal in cyclic alpha form of structure V.
(f) Redraw the cyclic alpha form of structure V but replace the OH group on the anomericcarbon with a methoxy group. Is this modified monosaccharide a reducing sugar or anonreducing sugar?
(h) Identify B-D-altrose and a-D-altrose from the monosaccharides shown below.
VI
I CH2OH O.
CH2OH
II
H
V
ОН,
IV
H
III
OH
OH
H
(i) The monosaccharide below is a(n)
(d-aldopentose, R-aldopentose, S-
aldopentose, L-aldopentose, D-aldopentose).
) Draw d-allose, the C3 epimer of glucose
Chapter 5 Solutions
Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second)
Ch. 5 - Prob. 5.1PCh. 5 - Prob. 5.2PCh. 5 - Prob. 5.3PCh. 5 - Prob. 5.4PCh. 5 - Prob. 5.5PCh. 5 - Prob. 5.6PCh. 5 - Prob. 5.7PCh. 5 - Prob. 5.8PCh. 5 - Prob. 5.9PCh. 5 - Prob. 5.10P
Ch. 5 - Prob. 5.11PCh. 5 - Prob. 5.12PCh. 5 - Prob. 5.13PCh. 5 - Prob. 5.14PCh. 5 - Prob. 5.15PCh. 5 - Prob. 5.16PCh. 5 - Prob. 5.17PCh. 5 - Prob. 5.18PCh. 5 - Prob. 5.19PCh. 5 - Prob. 5.20PCh. 5 - Prob. 5.21PCh. 5 - Prob. 5.22PCh. 5 - Prob. 5.23PCh. 5 - Prob. 5.24PCh. 5 - Prob. 5.25PCh. 5 - Prob. 5.26PCh. 5 - Prob. 5.27PCh. 5 - Prob. 5.28PCh. 5 - Prob. 5.29PCh. 5 - Prob. 5.30PCh. 5 - Prob. 5.31PCh. 5 - Prob. 5.32PCh. 5 - Prob. 5.33PCh. 5 - Prob. 5.34PCh. 5 - Prob. 5.35PCh. 5 - Prob. 5.36PCh. 5 - Prob. 5.37PCh. 5 - Prob. 5.38PCh. 5 - Prob. 5.39PCh. 5 - Prob. 5.40PCh. 5 - Prob. 5.41PCh. 5 - Prob. 5.42PCh. 5 - Prob. 5.43PCh. 5 - Prob. 5.44PCh. 5 - Prob. 5.45PCh. 5 - Prob. 5.46PCh. 5 - Prob. 5.47PCh. 5 - Prob. 5.48PCh. 5 - Prob. 5.49PCh. 5 - Prob. 5.50PCh. 5 - Prob. 5.51PCh. 5 - Prob. 5.52PCh. 5 - Prob. 5.53PCh. 5 - Prob. 5.54PCh. 5 - Prob. 5.55PCh. 5 - Prob. 5.56PCh. 5 - Prob. 5.57PCh. 5 - Prob. 5.58PCh. 5 - Prob. 5.59PCh. 5 - Prob. 5.60PCh. 5 - Prob. 5.61PCh. 5 - Prob. 5.62PCh. 5 - Prob. 5.63PCh. 5 - Prob. 5.64PCh. 5 - Prob. 5.65PCh. 5 - Prob. 5.66PCh. 5 - Prob. 5.67PCh. 5 - Prob. 5.68PCh. 5 - Prob. 5.69PCh. 5 - Prob. 5.70PCh. 5 - Prob. 5.71PCh. 5 - Prob. 5.72PCh. 5 - Prob. 5.73PCh. 5 - Prob. 5.74PCh. 5 - Prob. 5.75PCh. 5 - Prob. 5.76PCh. 5 - Prob. 5.77PCh. 5 - Prob. 5.78PCh. 5 - Prob. 5.79PCh. 5 - Prob. 5.1YTCh. 5 - Prob. 5.2YTCh. 5 - Prob. 5.3YTCh. 5 - Prob. 5.4YTCh. 5 - Prob. 5.5YTCh. 5 - Prob. 5.6YTCh. 5 - Prob. 5.7YTCh. 5 - Prob. 5.8YTCh. 5 - Prob. 5.9YTCh. 5 - Prob. 5.10YTCh. 5 - Prob. 5.11YTCh. 5 - Prob. 5.12YTCh. 5 - Prob. 5.13YTCh. 5 - Prob. 5.14YTCh. 5 - Prob. 5.15YTCh. 5 - Prob. 5.16YTCh. 5 - Prob. 5.17YT
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- (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_forwardDraw the cyclic hemiacetal forms of d-mannose and d-galactose both as chair conformations and as Haworth projections. Mannose is the C2 epimer of glucose, and galactoseis the C4 epimer of glucose.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_forward
- can you please add an explanation.arrow_forwardProvide suitable responses for questions (a) –(j).| 6 CH2OH 4 ОН OH OH 2.arrow_forwardLactose is a disaccharide in which a glycosidic linkage connects the monosaccharides galactose and glucose. OH НО OH (a) Identify the glycosidic linkage and the acetal carbon in lactose. (b) What type of glycosidic linkage does lactose have (i.e., is it 1,1'-, 1,2'-, etc., and is it a or B)? (c) People who are lactose intolerant are deficient in the enzyme lactase, and therefore cannot efficiently break down the disaccharide into its monosaccharides. When lactose is treated with aqueous acid, however, this hydrolysis can take place, though relatively slowly. Draw the complete, detailed mechanism and the products of the acid-catalyzed hydrolysis of lactose. Но ОН НО ОН ОН Lactosearrow_forward
- 5. 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_forwardCan you please solve this question for me?arrow_forward4. Identify the component monosaccharides of each of the following compounds and describe the type of glycosidic linkage in each. Но он Но OH HO он Но- Но- (a) OH (c) CH,OHO. (b) CH2OHO Lon OH HO H ČHOH H OH ÓH ОНarrow_forward
- Classify the following monosaccharides as an aldose or ketose. I need help on number 5, a-d.arrow_forwardm) Which pyranose ring (A, B, C, or D) in the tetrasaccharide below is derived from D-altrose? The Fischer projections for the four aldohexoses that make up this tetrasaccharide are shown below. B C D HOH CHO CHO CHO CHO HO+H HTOH Fонно н HOH HOH H-OH H-OH H-+-OH H-TOHHOH HOH H+OH HOHнтон нон CHOH CHOH CHOH CHOH De D-glue Dalose Datrone i NH Į HOH STEP 1 OH, HO- answer 1. Just add arrows and charges for steps 1, 2, and 3 in formation of this enamine з no arrows needed here OH н Н ЮН -OH STEP 3 :ÖH н H STEP 2 на это про за почarrow_forwardDraw the Haworth projection for B-D-xylose The Products of the reaction of L-glucose with the following L-glucose [1] NH2NH4 [2] Ac2O,NaOAc [3] N2OCH3 Products of the reaction of D-threose with the following D-threose [1]NACN, HCI [2] H2, Pd-Baso, [3] H3O*arrow_forward
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