Connect Online Access 1-Semester for Organic Chemistry
6th Edition
ISBN: 9781260475609
Author: SMITH, Janice
Publisher: Mcgraw-hill Higher Education (us)
expand_more
expand_more
format_list_bulleted
Question
Chapter 26, Problem 40P
Interpretation Introduction
(a)
Interpretation: The enantiomer of D-arabinose is to be drawn.
Concept introduction: An arabinose is a monosaccharide which contains five carbon atoms and an
Interpretation Introduction
(b)
Interpretation: An epimer of D-arabinose at
Concept introduction: An arabinose is a monosaccharide which contains five carbon atoms and an aldehyde group. The molecular formula of arabinose is
Interpretation Introduction
(c)
Interpretation: The diastereomer that is not an epimer of D-arabinose is to be drawn.
Concept introduction: An arabinose is a monosaccharide which contains five carbon atoms and an aldehyde group. The molecular formula of arabinose is
Interpretation Introduction
(d)
Interpretation: The constitutional isomer of D-arabinose contains a carbonyl group is to be drawn.
Concept introduction: An arabinose is a monosaccharide which contains five carbon atoms and an aldehyde group. The molecular formula of arabinose is
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
D-Arabinose can exist in both pyranose and furanose forms.
a. Draw the α and β anomers of D-arabinofuranose.
b. Draw the α and β anomers of D-arabinopyranose.
CH2OH
A. Circle the anomeric sugar on the left
OH
B. Circle the carbon that makes the
H.
H.
given sugar D-configuration?
H.
C. Is this possibly a natural sugar?
OH
D. Is this a or B sugar?
H.
OH
A. Assign each chiral center as R or S
B. draw a diastereomer of ephedrine.
Chapter 26 Solutions
Connect Online Access 1-Semester for Organic Chemistry
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
Knowledge Booster
Similar questions
- A Fischer projection of a monosaccharide is shown below: CH₂OH C=O H НО HO -OH H H CH₂OH a. Classify this monosaccharide (e.g., aldotriose) b. Does it have the D or L configuration? c. Which carbon and oxygen become bonded in the furanose ring form of this monosaccharide (e.g., C206, where 06 means the oxygen on carbon 6, or "not formed")? d. Which carbon and oxygen become bonded in the pyranose ring form of this monosaccharide e.g., C206 or "not formed"?arrow_forwardBe sure to answer all parts. [1] classify the compound as a D or L monosaccharide; [2] draw the the enantiomer of the compound. H. но- H. -OH но- -H ČH,OH [1] (select) (select) L Darrow_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. Is stachyose a reducing sugar?b. What product is formed when stachyose is treated with excess CH3I, Ag2O?c. What products are formed when the product in (e) is treated with H3O+?arrow_forward
- 6. The Fischer projection for fructose is shown below. Is it a D-sugar or an L-sugar? a. It is a D-sugar because the hydroxyl at carbon A is to the right. b. It is a D-sugar because the carbonyl at carbon B is to the right. c. It is a D-sugar because the hydroxyl at carbon C is to the right d. It is an L-sugar because the carbonyl at carbon B is to the right. e. It is an L-sugar because the hydroxyl at carbon C is to the right. ACH2OH BFO H OH H OH H-OH CH2OH 7. Which of the following tynes of carbohydrates can be hydrelvzed to givo smaller molecules?arrow_forward(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). он OH O. OH OH OH monosaccharide Barrow_forwardFrom the choices given below select the aldohexose that yields the same alditol as L-mannose upon reduction with NaBH4. Select ALL monosaccharides that satisfy the requirement, excluding the structure referenced in the question. Note that only D structures are shown. To select an L structure click on the name. If no selection exists, then select the referenced structure. H H- H H CHO -OH HO- -OH H -OH H -OH H CH₂OH D-Allose L-Allose CHO -H H OH HO- -OH H -OH H- CH₂OH D-Altrose L-Altrose CHO CH₂OH D-Glucose CHO OH HO -H -H HO- -H H- OH H -OH HO- -OH H-+ OH H L-Glucose CH₂OH D-Mannose H- L-Mannose CHO OH OH H -H HO OH H- CH₂OH D-Gulose L-Gulose HO CHO -H H- -OH HO- -H HO- -OH H CH₂OH D-Idose L-Idose CHO OH HO -H HO- -H HO -OH CH₂OH D-Galactose L-Galactose H- CHO -H -H -H -OH CH₂OH D-Talose L-Talosearrow_forward
- For D-lyxose i. Draw an epimer at C3. ii. Draw a diastereomer that is not an epimer. iii. Draw the anomers of -D-lyxofuranose and -D-lyxopyranose. iv. Draw the product as Haworth projection when reacted with methanol catalysed by acid.arrow_forwardWhat is the configuration of each of the asymmetric centers in the Fischer projection of a. D-glucose? b. D-galactose? c. D-ribose? d.D-xylose? e.D-sorbose?arrow_forwardA Fischer projection of a monosaccharide is shown below: H CH₂OH -OH H H HO C=O -OH -OH -H CH₂OH a. Classify this monosaccharide (e.g., aldotriose) b. Does it have the D or L configuration? c. Which carbon and oxygen become bonded in the furanose ring form of this monosaccharide (e.g., C206, where 06 means the oxygen on carbon 6, or "not formed")? d. Which carbon and oxygen become bonded in the pyranose ring form of this monosaccharide e.g., C206 or "not formed"?arrow_forward
- 1. Show the steps in drawing the alpha pyranose of D-sorbose. 2. Show the steps in drawing the boat conformation of D-sorbose. 3. Show the steps in drawing the chair conformation of D-sorbose.arrow_forward1. 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_forwardA Fischer projection of a monosaccharide is shown below: CHO HO -H € H- -OH H- -OH CH₂OH a. Classify this monosaccharide (e.g., aldotriose) b. Does it have the D or L configuration? ↑ c. Which carbon and oxygen become bonded in the furanose ring form of this monosaccharide (e.g., C206, where 06 means the oxygen on carbon 6, or "not formed")? d. Which carbon and oxygen become bonded in the pyranose ring form of this monosaccharide e.g., C206 or "not formed"?arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Introduction to General, Organic and Biochemistry
Chemistry
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Cengage Learning