1. Nomenclature and 3D models a. Draw the Haworth projection and chair conformer of a-D-glucopyranose. [6 pts] bonus: 2 pts Instead of the sugar itself, draw the chair conformer of peracetylated-a-D-glucopyranose using the standard two-letter abbreviation for an acetyl group. Haworth projection chair b. Which of the names or descriptions below each structure is a valid one for the molecule? Write the letter corresponding to your answer in the box. H [1 pt] A succinaldehyde B glutaraldehyde C di-bal D Dieckmann's reagent [1 pt] -blue A N-cyclohexyldipropylamine B N,N-diethylcyloheptylamine C 1-ethylheptylamine D 7-cycloheptyldiethylamine [1 pt] HN A caprolactone B heptyllactone C caprolactam D heptyllactam E nylon 6 CH₂OH OH [1 pt] CH₂OH OH OH A a-fructopyranose B ẞ-fructofuranose C a-psicopyranose D B-psicofuranose [1 pt] A p-isopropylaniline B o-isopropylaniline C p-isopropyltoluene D o-isopropyltoluene

1. Nomenclature and 3D models a. Draw the Haworth projection and chair conformer of a-D-glucopyranose. [6 pts] bonus: 2 pts Instead of the sugar itself, draw the chair conformer of peracetylated-a-D-glucopyranose using the standard two-letter abbreviation for an acetyl group. Haworth projection chair b. Which of the names or descriptions below each structure is a valid one for the molecule? Write the letter corresponding to your answer in the box. H [1 pt] A succinaldehyde B glutaraldehyde C di-bal D Dieckmann's reagent [1 pt] -blue A N-cyclohexyldipropylamine B N,N-diethylcyloheptylamine C 1-ethylheptylamine D 7-cycloheptyldiethylamine [1 pt] HN A caprolactone B heptyllactone C caprolactam D heptyllactam E nylon 6 CH₂OH OH [1 pt] CH₂OH OH OH A a-fructopyranose B ẞ-fructofuranose C a-psicopyranose D B-psicofuranose [1 pt] A p-isopropylaniline B o-isopropylaniline C p-isopropyltoluene D o-isopropyltoluene

Introduction to General, Organic and Biochemistry

11th Edition

ISBN:9781285869759

Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Chapter20: Carbohydrates

Section: Chapter Questions

Problem 20.49P

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1. 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.
Please draw using templates below. Thank you!
What is the relationship between these two sugars? СНО H OH A) identical structures H. -HO- B) enantiomers CH2OH C) diastereomers CHO D) constitutional isomers HO-H H-OH CH2OH E) non-isomeric ipg IMG-5201.jpg IMG-5200.jpg IMG-5199.jpg pe here to search W
3. Draw the Haworth projection of D-mannopyranose with a beta anomeric configuration: CHO HO -H HO -H H- -OH I -OH CH₂OH 4. Draw a trisaccharide consisting of a central D-mannopyranose with two additional mannopyranose residues linked to it: one o(1-6) and one (1-4):
2. Each of 10 stereoisomeric sugar derivatives can be prepared via a multiple-step synthesis starting from either glucuronolactone 1D or its enantiomer 1L. (J. Org. Chem. 2012, 77, 7777-7792). 1L A. Draw the structure of 1L. 1D OH HO N OH HO OH sugar derivative B. How many stereoisomers of 1D are possible? C. Now consider the 10 stereoisomeric sugar derivatives. Draw the structures of the eight chiral products (as pairs of enantiomers) and the two achiral products (hint: meso).
B
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using the picture below as reference: do the following: a.) label if any of the structures (A-D) are any of these classes of compounds: - a keto-pentose - an L-monosaccharide - a hexose b.) then draw the Haworth projections of compound A as an α-isomer
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Be 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 D
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