ORGANIC CHEM W/BIOLOGICAL TOP. ACCESS
6th Edition
ISBN: 9781264382545
Author: SMITH
Publisher: MCG CUSTOM
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Textbook Question
Chapter 26, Problem 42P
Draw a Haworth projection for each compound using the structures in Figures
a.
b.
c.
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1. Draw the Fischer projections for D-galactose and D-fructose. Identify all functional
groups in each structure.
2. Draw the Haworth projections for
a. B-D-galactose
b. a-D-glucose
1. Write Haworth projection formulas for such substances:
4.1 B-D-glucofuranose;
4.2 a-D-fructopyranose;
4.3 saccharose.
1.4 In the formulas a and b show the hemi-acetal hydroxyl.
2. Write: why lactose is a reducing disaccharide.
3. Write the equations of reactions:
3.1 glucose +Cu(OH):(heat)→;
3.2 glucose +HNO,→;
3.3 и-D-glucopyranose +CH,1—;
3.4 a-D-glucopyranose +(CH,CO),O→;
3.5 lactose hydrolysis;
3.6 glucuronic acid formation from glucose.
4. Describe the signs of reactions:
4.1 iodine starch reaction;
4.2 Selivanov's reactions for the fructose;
4.3 glucose reactions with Cu(OH), with heating.
Chapter 26 Solutions
ORGANIC CHEM W/BIOLOGICAL TOP. ACCESS
Ch. 26.2 - Prob. 1PCh. 26.2 - Prob. 2PCh. 26.2 - Label each stereogenic center as R or S. a. b. c....Ch. 26.2 - Convert the ball-and-stick model to a Fischer...Ch. 26.2 - Prob. 5PCh. 26.2 - Prob. 6PCh. 26.3 - Prob. 7PCh. 26.3 - Prob. 8PCh. 26.4 - Prob. 9PCh. 26.4 - Prob. 10P
Ch. 26.6 - Prob. 11PCh. 26.6 - Prob. 12PCh. 26.6 - Prob. 13PCh. 26.6 - Prob. 14PCh. 26.6 - Prob. 15PCh. 26.7 - Prob. 16PCh. 26.7 - Draw a stepwise mechanism for the following...Ch. 26.7 - Prob. 18PCh. 26.8 - Prob. 19PCh. 26.9 - Prob. 20PCh. 26.9 - Prob. 21PCh. 26.9 - Draw the products formed when D-arabinose is...Ch. 26.9 - Prob. 23PCh. 26.10 - Prob. 24PCh. 26.10 - Prob. 25PCh. 26.10 - Prob. 26PCh. 26.10 - Prob. 27PCh. 26.11 - Prob. 28PCh. 26.11 - Prob. 29PCh. 26.12 - Prob. 30PCh. 26.12 - Prob. 31PCh. 26.13 - Prob. 32PCh. 26.13 - Prob. 33PCh. 26.13 - Problem-28.35
Draw the structures of the...Ch. 26.13 - Prob. 35PCh. 26 - 28.37 Convert each ball-and-stick model to a...Ch. 26 - Prob. 37PCh. 26 - Prob. 38PCh. 26 - 28.40 Convert each compound to a Fischer...Ch. 26 - Prob. 40PCh. 26 - Prob. 41PCh. 26 - 28.43 Draw a Haworth projection for each compound...Ch. 26 - Prob. 43PCh. 26 - 28.45 Draw both pyranose anomers of each...Ch. 26 - Prob. 45PCh. 26 - 28.50 Draw the products formed when D-altrose is...Ch. 26 - 28.58 Draw a stepwise mechanism for the following...Ch. 26 - Prob. 62PCh. 26 - Prob. 63PCh. 26 - Prob. 64PCh. 26 - Prob. 65PCh. 26 - Prob. 66PCh. 26 - Prob. 67PCh. 26 - Prob. 68PCh. 26 - Prob. 69PCh. 26 - Prob. 70P
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- 1. Write Haworth projection formulas for such substances: 4.1 B-D-glucofuranose; 4.2 a-D-fructopyranose; 4.3 saccharose. 1.4 In the formulas a and b show the hemi-acetal hydroxyl. 2. Write: why lactose is a reducing disaccharide. 3. Write the equations of reactions: 3.1 glucose +Cu(ОН),(heat) —; 3.2 glucose +HNO,→; 3.3 a-D-glucopyranose +CH,I→; 3.4 a-D-glucopyranose +(CH;CO);O→; 3.5 lactose hydrolysis; 3.6 glucuronic acid formation from glucose. 4. Describe the signs of reactions: 4.1 iodine starch reaction; 4.2 Selivanov's reactions for the fructose; 4.3 glucose reactions with Cu(OH); with heating.arrow_forwardGuar gum is a complex polysaccharide used by the food industry as a stabilizer in salad dressings, ice cream and cream cheese. HO HO- OH linkage A sugar chain HO- 11 OH OH 0. HO n HO sugar off the chain OH o O linkage B HO- OH HO- O a. Linkage A is 1,5 a glycosidic linkage O b. Linkage A is 1,4 a glycosidic linkage O c. Linkage A is 1,5 ß glycosidic linkage O d. Linkage A is 1,4 ß glycosidic linkage of marrow_forwarda. Draw a glycerophospholipid with 16:1n-7 and 18:3n-3 fatty acids esterified to C1 and C2, respectively. Include choline in the head group. b. What are the systematic names and A symbols for the above fatty acids? c. What is the full name of the glycerophospholipid (using the common names)?arrow_forward
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- Draw the alpha and beta anomer for D- Glucosearrow_forwardWhich of the following glycosidic linkage is found in maltose? * A. Glucose (a1-2B) Fructose B. Glucose (a1-4) Glucose C. Galactose (B1-4) Glucose D. Glucose (B1-4)Glucosearrow_forwardIdentify the major class of each lipid from its components. a. fatty acids + glycerol b. fatty acids + sphingosine + a carbohydrate c. fatty acids + high-molecular-weight alcohols other than glycerol d. glycerol + fatty acids + phosphate group + choline e. fatty acids + sphingosine + phosphate group + a nitrogen compoundarrow_forward
- Which pairs of molecules are interconvertible via mutarotation? O a. D-glucose and D-fructose O b. D-glucose and D-galactose O c. D-glucose and D-glucosamine O d. a-D-glucose and B-D-glucosearrow_forwardShown below is an oligosaccharide. Mark each of the statements about this oligosaccharide as true (T) or false (F). ت تا OH OH он он OH он но но но- NHAC он он но он NHAC он он Contains a pentose f. Contains a uronic acid a. b. Contains a 1,3 glycosidic link g. Can mutorotate Contains glucose h. Is a branched chain sugar C. d. Contains galactose i. Is a form of starch е. Contains a deoxy sugar j. Contains an oa anomeric carbonarrow_forwardmd 26) What carbon (position) is used to make a glycosidic bond? 27) Draw a-D-maltose (a disaccharide composed of two a-D-glucose monosaccharides in an a- 1,4-glycosidic bond). 28) Draw B-D-lactose (a disaccharide composed of B-D-galactose and B-D-glucose in a B-1,4- glycosidic bond). *29) Draw an equation for the hydrolysis of a-D-maltose. (Will be reviewed in lab.) CHM60 Lecture Worksheet: Carbohydrates 6 10arrow_forward
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