Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
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Chapter 4.10, Problem 16P
Draw Fischer projections of the four stereoisomeric
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3-Fucosyllactose is another HMO found in breast milk. (a) Locate any acetal and hemiacetal. (b) What products are formed when 3-fucosyllactose is hydrolyzed in aqueous acid?
(d) Draw the structure of the expected product when monosaccharide B undergo
mutarotation upon dissolving in water in the presence of Tollens reagent (AGNO3,
NHẠOH).
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OH
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OH
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monosaccharide B
Draw α-l-tagatopyranose :
Chapter 4 Solutions
Organic Chemistry - Standalone book
Ch. 4.2 - Examine the following for chirality centers:Ch. 4.2 - Prob. 2PCh. 4.3 - Prob. 3PCh. 4.3 - Prob. 4PCh. 4.4 - Prob. 5PCh. 4.4 - Prob. 6PCh. 4.5 - Does the molecular model shown represent...Ch. 4.6 - Assign absolute configurations as R or S to each...Ch. 4.6 - Draw three-dimensional representations ofCh. 4.7 - Prob. 10P
Ch. 4.7 - Using the Fischer projection of (R)-2-butanol...Ch. 4.8 - Prob. 12PCh. 4.9 - Prob. 13PCh. 4.9 - Prob. 14PCh. 4.10 - Prob. 15PCh. 4.10 - Draw Fischer projections of the four...Ch. 4.10 - Prob. 17PCh. 4.11 - A meso stereoisomer is possible for one of the...Ch. 4.11 - One of the stereoisomers of...Ch. 4.12 - Prob. 20PCh. 4.12 - Prob. 21PCh. 4.13 - Prob. 22PCh. 4.13 - Prob. 23PCh. 4.13 - Prob. 24PCh. 4.14 - Prob. 25PCh. 4 - Prob. 26PCh. 4 - Including stereoisomers, write structural formulas...Ch. 4 - Prob. 28PCh. 4 - Prob. 29PCh. 4 - Prob. 30PCh. 4 - Prob. 31PCh. 4 - Prob. 32PCh. 4 - Prob. 33PCh. 4 - Prob. 34PCh. 4 - Prob. 35PCh. 4 - Prob. 36PCh. 4 - Prob. 37PCh. 4 - Prob. 38PCh. 4 - Prob. 39PCh. 4 - (-)-Menthol is the most stable stereoisomer of...Ch. 4 - Prob. 41PCh. 4 - Prob. 42PCh. 4 - (a) An aqueous solution containing 10 g of...Ch. 4 - Prob. 44DSPCh. 4 - Prob. 45DSPCh. 4 - Consider two chemical changes: one occurring at a...Ch. 4 - Consider two chemical changes: one occurring at a...Ch. 4 - Prob. 48DSPCh. 4 - Consider two chemical changes: one occurring at a...Ch. 4 - Consider two chemical changes: one occurring at a...
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- 1. Draw Haworth projections of B-D-arabinofuranose and a-L-mannopyranose. 2. Consider the structure of the disaccharide drawn at right: НО `CH2 В ОН (a) Give the names and D/L designation for the two monosaccharides linked together. H,C-O OHO „OH OH А: НО НО A В: ОН (b) In the structure, circle the anomeric carbon of each saccharide. (c) Is each saccharide present in its a or ß anomer? Specify both A and B (d) Would this disaccharide undergo mutarotation? Why or why not? (e) Would this disaccharide react with Tollens and/or Benedicts reagent? Why or why not? (f) There are two reasons this is very unlikely to be a naturally occurring disaccharide. What about its structure suggests this is true? Give both reasons.arrow_forwardCompound A boils at 25 C Compound B boils at 80 C Which has the strong IMFs? OB O Aarrow_forwardDraw the compound shown in the hemiacetal form as a pyranose in the more stable chair form. ww HO- HO. HO- HO- HO-arrow_forward
- a. Draw a three-dimensional structure for the following steroid. b. What is the structure of the single stereoisomer formed by reduction of this ketone wrth H2, Pd-C? Explain why only one stereoisomer is formed.arrow_forwardb. НО - OH ОН 0= OH H₂SO4 MeOH OH Fischer projection H₂SO4 Ас2O Pyridine a-Furanosearrow_forwardDraw the product formed when pentanal (CH3CH2CH2CH2CHO) is treatedwith following reagent. With some reagents, no reaction occurs. [1] HC≡CNa; [2] H2Oarrow_forward
- Draw a Haworth projection for each compound using the structures. α-D-tagatofuranosearrow_forward8. Draw Haworth projection structures for the a- anomer for these Fischer projections ÇHO CHO но- -H- H- HO- CH HO H -HO- HO- H- HO- H OH CH2OH CH2OH (D)-altrose (D)-glucose HHHarrow_forwardDraw the products formed when α-D-galactose is treated with each reagent: i. CH3I (excess), Ag2O ii. CH3OH, H3O+ iii. NaOH, H2O iv. Br2, H2Oarrow_forward
- Hyaluronic acid, a component of connective tissue, is the fluid that lubricates joints. It is a polymer of alternating N-acetyl-d-glucosamine and d-glucuronic acid subunits joined by β-1,3'-glycosidic linkages. Draw a short segment of hyaluronic acid.arrow_forward(a) Label the acetal in salicin, a naturally occurring pain reliever isolated from the bark of the willow tree. (b) How many 1° OH groups does salicin contain?arrow_forwardPrednisolone is a synthetic corticosteroid that is used as an anti-inflammatory agent. A НО НО НО Hi H Which box contains carbocylic unsaturation? (А) Вох А (В) Вох В エarrow_forward
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