Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 25.SE, Problem 53AP
Interpretation Introduction
Interpretation:
Acid solution D-glucose and acid produces two different five membered lactones (cyclization) depending on which -COOH group undergoes lactonization.
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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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- Draw the structure of: (a) a polysaccharide formed by joining D-mannose units in 1→4-β- glycosidic linkages; (b) a polysaccharide formed by joining D-glucose units in 1→6-α- glycosidic linkages. The polysaccharide in (b) is dextran, a component of dental plaque.arrow_forwardDraw the structures (using chair conformations of pyranoses) of the following disaccharides.(a) 4-O-(a-d-glucopyranosyl)-d-galactopyranose(arrow_forwardThe aldonic acid of d-glucose forms a five-membered-ring lactone. Draw its structure.arrow_forward
- Cellobiose, a disaccharide obtained by the hydrolysis of cellulose, is composed of two glucose units joined together in a 1→4-β-glycoside bond. What is the structure of cellobiose?arrow_forwardPart A What are glycosides, and how can they be formed? A glycoside is the acetal product that results from rerction of the hemiacetal -OH group of a carbohydrate with an aldehyd O A glycoside is the acetal product that results from reaction of the hemiacetal-OH group of a carbohydrate with an alcohol. A glycoside is the hemiacetal product that results from reaction of the acetal-OH group of a carbohydrate with an alcohol. Submit Previous Answers Request Answerarrow_forwardConsider the following fatty acids: CH3-(CH₂) 12-C-OH Myristic Acid CH3-(CH2)4-CH=CH-CH₂-CH=CH-CH2- 0 B) Which fatty acid listed above would have the lower melting point? Linoleic Acid A) What type of fatty acid is Linoleic Acid (Saturated, Monounsaturated or Polyunsaturated)? C) Draw the structure of a triacylglycerol that contains two molecules of linoleic acid and one molecule of myristic acid D) True or False: As the number of carbons in a saturated fatty acid increases, the melting point decreases. E) True or False: As the number of double bonds in an unsaturated fatty increases the melting point decreases. A/Carrow_forward
- Cellulose, the major structural material of wood and plants, consists of a chain of B-D- glucose molecules connected by B-1,4-glycosidic bonds. In comparison, the amylose component of starch consists of a-D-glucose molecules connected by a-1,4-glycosidic bonds. Identify the following structures, denoted A and B, as the structures of cellulose or amylose. CH,OH CH2OH CH2OH CH2OH H. H H H H. H. OH H. H. H. ОН Н H Н но O. Н но H. OH H. ОН H. OH H OH CH2OH CH2OH H. CH2OH H. H. ОН Н ОН Н H CH2OH H H. ОН Н H. H OH H. H. H OH OH H H. H. ОН H. OH O B is the structure of cellulose, while A is the structure of amylose. O A and B both represent the structure of cellulose. O A and B both represent the structure of amylose. O Ais the structure of cellulose, while B is the structure of amylose.arrow_forwardAlkenes can be converted to alcohols by reaction with mercuric acetate to form a β-hydroxyalkylmercury(II) acetate compound, a reaction called oxymercuration. Subsequent reduction with NaBH4 reduces the C–Hg bond to a C–H bond, forming the alkyl alcohol, a reaction called demercuration. Draw the structures of the Hg-containing compound(s) and the final alcohol product(s) formed in the following reaction sequence, omitting byproducts. If applicable, draw hydrogen at a chirality center and indicate stereochemistry via wedge-and-dash bonds.arrow_forwardThe long-term health effects of eating partially hydrogenated vegetable oils concern some nutritionists because many unnatural fatty acids are produced. Consider the partial hydrogenation of linolenic acid by the addition of one or two equivalentsof hydrogen. Show how this partial hydrogenation can produce at least three different fatty acids we have not seen before.arrow_forward
- Lactose 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_forwardWhy can isomaltose be easily hydrolyzed through acid hydrolysis while trehalose cannot undergo acid hydrolysis?arrow_forward
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