Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Question
Chapter 20, Problem 56P
Interpretation Introduction
Interpretation:
The method to determine which bottle contains D-lyxose is to be stated.
Concept Introduction:
Dilute nitric acid is a strong oxidizing agent. It is used to oxidize
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Identify the sugar in each description. a. An aldopentose that is not d-arabinose forms d-arabinitol when it is reduced with NaBH4. b. A sugar that is not D-altrose forms d-altraric acid when it is oxidized with nitric acid. c. A ketose that, when reduced with NaBH4, forms d-altritol and d-allitol.
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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
10
Consider the disaccharide isomaltose.
OH
H
CH OH
H
OH
H
H
OH
H
H
OH
CH,
H
isomaltose
OH
H
Н
ОН
ОН
What monosaccharides are formed when isomaltose is hydrolyzed? Modify the structure of the disaccharide to identify the two monosaccharide products.
Chapter 20 Solutions
Organic Chemistry (8th Edition)
Ch. 20.1 - Prob. 1PCh. 20.2 - Prob. 2PCh. 20.2 - Prob. 3PCh. 20.3 - Prob. 4PCh. 20.3 - Prob. 5PCh. 20.3 - Prob. 6PCh. 20.4 - Prob. 7PCh. 20.4 - Prob. 8PCh. 20.5 - Prob. 9PCh. 20.5 - Prob. 10P
Ch. 20.5 - Prob. 11PCh. 20.6 - Prob. 12PCh. 20.6 - Prob. 13PCh. 20.6 - Prob. 14PCh. 20.7 - Prob. 15PCh. 20.8 - Prob. 16PCh. 20.9 - Prob. 18PCh. 20.10 - Prob. 20PCh. 20.10 - Prob. 21PCh. 20.10 - Prob. 22PCh. 20.11 - Prob. 23PCh. 20.11 - Prob. 24PCh. 20.12 - Prob. 25PCh. 20.12 - Prob. 26PCh. 20.14 - Prob. 28PCh. 20.15 - Prob. 29PCh. 20.15 - Prob. 30PCh. 20.16 - Prob. 31PCh. 20.17 - Prob. 32PCh. 20.18 - Refer to Figure 20.5 to answer the following...Ch. 20 - Prob. 34PCh. 20 - Prob. 35PCh. 20 - Prob. 36PCh. 20 - Prob. 37PCh. 20 - Prob. 38PCh. 20 - Prob. 39PCh. 20 - Prob. 40PCh. 20 - Prob. 41PCh. 20 - Prob. 42PCh. 20 - Prob. 43PCh. 20 - Prob. 44PCh. 20 - Prob. 45PCh. 20 - Prob. 46PCh. 20 - Prob. 47PCh. 20 - Prob. 48PCh. 20 - The 1H NMR spectrum of D-glucose in D2O exhibits...Ch. 20 - Prob. 50PCh. 20 - Prob. 51PCh. 20 - Prob. 52PCh. 20 - Prob. 53PCh. 20 - Prob. 54PCh. 20 - Prob. 55PCh. 20 - Prob. 56PCh. 20 - Prob. 57PCh. 20 - Prob. 58PCh. 20 - Prob. 59PCh. 20 - Prob. 60PCh. 20 - Prob. 61PCh. 20 - A hexose is obtained when the residue of a shrub...Ch. 20 - Prob. 63PCh. 20 - Prob. 64PCh. 20 - Prob. 65PCh. 20 - Prob. 66PCh. 20 - Prob. 67PCh. 20 - Prob. 68PCh. 20 - Prob. 69PCh. 20 - Prob. 70PCh. 20 - Prob. 71PCh. 20 - Prob. 72PCh. 20 - Prob. 73P
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- Disaccharides are formed from two monosaccharides that are held glycosidic bond. Glycosidic bonds are found only in carbohydr Work on your own. Look at the molecules labelled A and B. Figure 2 Structural formula for glucose showing how (a) a chain becomes (b) a fg OH-C-H HO H-C-OH H-C-OH OH "CH,OH e diagr nosac es up mbine Identify monosaccharides Activity 1 OH HH ОН ОН H OH O C-C-C-C-C-C-H H-C-C-C н ОН ОН Н H. H H HO. molecule A molecule B Explain why both molecules A and B are carbohydrates. Which molecule is a triose and which is a hexose? Explain yu Write down the chemical formula for each molecule. Explain why both molecules A and B are monosaccharides Disaccharides nk the monosaccharides together. Table 2 on page 47 ch homicarrow_forwardedu.co D- and L- designations are used to distinguish between the two possible enantiomers of the monosaccharide, galactose. From the Fischer projection, determine the designation of this monosaccharide. H H— HO HO H- =0 c= -OH —H -H Question 8 of 20 OH CH₂OH A) D B) L C) D, L Submit D) This monosaccharide contains no chiral centers. : +arrow_forwardYeast, Saccharomyces cerevisiae, fermented sucrose faster than glucose and fructose. Why? and why was it not able to ferment galactose?arrow_forward
- 4. Draw the structures for the oxidation of the following carbohydrates. a) C-H 主 H CH CHOH erythrose b) [0] Ho CHOH glicese 5. Draw the structures for the reduction of the following carbohydrates. Ho CHOH Cat. C=0 + Hz It. OH CHOH olwollol enythrulse b) Cat. Ho CHCH gucosearrow_forward14. (a) Identify the acetal and the ketal group in the following disaccharide. (b) Decide whether the compound is a non-reducing or reducing sugar. OH НО HƠ HO Н HO Н НО HO 15. (a) Identify the glycosidic bond in the following disaccharide. (b) Decide whether the compound is a non-reducing or reducing sugar. (c) Polysaccharide units are usually bonded together with a or B 1, 6 or 1, 4 linkages. What linkage is used in the disaccharide shown below? s) НО НО НО HO НО -OH OH -H OH CH2OH 16. Draw the structure for 1,4-B-D-galactopyranosyl-D-glucose. ( но- 17. Assign an R/S designation to each chirality center in the following compound: ( CHO НО -OHarrow_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_forward
- 5. The Haworth projection of a simple sugar is given below. Note that the-OH group on the anomeric carbon can be either up or down. Using only this sugar, draw the Haworth projections of the following: a) an a-disaccharide with a B (1 3) glycosidic bond b) an a-disaccharide with an a (1→ 3) glycosidic bond c) a B-disaccharide with an a (1→4) glycosidic bond d) a B-disaccharide with an B (1 4) glycosidic bond CH2OH HO H H OH group can be either up or down OH H. OH Harrow_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_forward
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