Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Draw the products formed when β-D-galactose is treated with each reagent.
a. Ag2O + CH3I
b. NaH + C6H5CH2Cl
c. The product in (b), then H3O+
d. Ac2O + pyridine
e. C6H5COCl + pyridine
f. The product in (c), then C6H5COCl + pyridine
Draw the products formed when ß-D-galactose is treated with each reagent.a. Ag2O + CH3Ib. NaH + C6H5CH2Clc. The product in (b), then H3O+d. Ac2O + pyridinee. C6H5COCl + pyridinef. The product in (c), then C6H5COCl + pyridine
Consider the tetrasaccharide stachyose drawn below. Stachyose is found in white jasmine, soybeans, and lentils. Because humans cannot digest it, its consumption causes flatulence.a. Label all glycoside bonds.b. Classify each glycosidic linkage as α or β and use numbers to designate its location between two rings (e.g., 1→4-β).c. What products are formed when stachyose is hydrolyzed with H3O+?d. Is stachyose a reducing sugar?e. What product is formed when stachyose is treated with excess CH3I, Ag2O?f. What products are formed when the product in (e) is treated with H3O+?
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- a. In an aqueous solution, d-glucose exists in equilibrium with two six-membered ring compounds. Draw the structures of these compounds.b. Which of the six-membered ring compounds will be the major product?arrow_forwardConsider the tetrasaccharide stachyose drawn below. Stachyose is found in white jasmine, soybeans, and lentils. Because humans cannot digest it, its consumption causes flatulence.a. Label all glycoside bonds.b. Classify each glycosidic linkage as αα or ββ and use numbers to designate its location between two rings (e.g., 1→→4-ββ)-c. What products are formed when stachyose is hydrolyzed with H33O++?d. Is stachyose a reducing sugar?e. What product is formed when stachyose is treated with excess CH33I, Ag22O?f. What products are formed when the product in (e) is treated with H33O++?arrow_forwarda. How many stereogenic centers are present in α-D-galactose? b. Label the hemiacetal carbon in α-D-galactose. c. Draw the structure of β-D-galactose. d. Draw the structure of the polyhydroxy aldehyde that cyclizes to α- and β-D-galactose.arrow_forward
- 10. Draw the reaction of Galactose with Benedict solution. Answer the following questions based on these structures. Here is the terminology you can use to describe the relationships. Structural isomers, Enantiomers, Diastereomers, and no relationship. CHO CHO -H H- Н- CHO HO-H OH H- НО- Н- Н- OH OH CH₂OH CHO H H -ОН -ОН но- Н- CH₂OH H -ОН CH2OH 2 Н- Н- но- НО- CHO -ОН -ОН -H -H CH2OH 8 НО Н- H- НО- -ОН -Н CH₂OH 3 CH₂OH 7 11. What is the relationship between 1 and 4? 12. What is the relationship between 1 and 3? 13. What is the relationship between 1 and 5? 14. What is the relationship between 2 and 9? Н- но 15. What is the relationship between 4 and 10? 16. What is the relationship between 5 and 6? ОН 17. What is the relationship between 2 and 10? CH2OH -ОН -Н CH2OH 9 НО- Н- Н- CH2OH :0 -H OH OH CH2OH 4 НО- НО- Н- H- но- но- CH2OH H——OH -Н -Н CH₂OH 10 H H OH OH CH₂OH 5 Н- но- но- Н- CHO -OH -H H -OH CH2OH 6arrow_forwardQuestion 21 Match the structures with the description NH NH CHO CH HO CH, HO HỌ CH, NICH H. ocit, CH, он он HO но- HO HO он CH2 OH >arrow_forward7. What is one chemical test that can distinguish between ethanol and acetone. Indicate the compound that will have a positive result to the test, if there is. 8. What is one chemical test that can distinguish between maltose and sucrose. Indicate the compound that will have a positive result to the test, if there is.arrow_forward
- What is the glycosidic linkage present in the dissacharide? A. α-(1→6)-α B. β-(2→1)-α C. α-(1→6)-β D. α-(2→1)-βarrow_forwardC. Trehalose and isomaltose are both dimers of glucose. However, they have considerably different reactivities. Concisely explain why these differences are observed. OH HO но но. HO HO OH Но- он но OH HO НО trehalose isomaltose 1. Isomaltose is a reducing sugar while trehalose is not. 2. Trehalose is very resistant to acid hydrolysis while isomaltose can be acid-hydrolyzed with ease.arrow_forwardDraw the structure of each type of compound. a. a D-aldotriose b. an L-ketohexose c. a four-carbon aldonic acidarrow_forward
- a. Classify this sugar based on its structural characteristics. A possible answer might look something like D-aldopentose. Н ОН Н CH2OH ОН OHarrow_forward16.60 Draw the condensed structural formulas for the products from each of the following reactions: (16.2, 16.3) a. CH3-C-OH + NAOH → b. CH3-C-OH + H,O 2 ОН + КОНarrow_forward2. Draw the structure of the disaccharide a -glycosyl(1-6)-galactose in the B anomeric form and circle the part of this structure that makes the compound a reducing sugar.arrow_forward
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