Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 25.5, Problem 12P
Interpretation Introduction
Interpretation:
The pyranose form of glucose is just one of the cyclic forms that glucose can adopt. It’s also possible for the hydroxyl group on C-4 of glucose to attack the
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
Determine the branch points and reducing ends of amylopectin.
A 0.5g sample of amylopectin was analyzed to determine the fraction of the total glucose residues that are branch points in the structure. The sample was methylated and then digested, yielding 50 μmol of 2,3-methylglucose and 0.4 μmol of 1,2,3,6-tetramethyl glucose. (MWglucose = 162 g/mol, minus H2O)
What fraction of the total residues are branch points?
How many reducing ends does the amylopectin have?
Draw the Haworth projection for B-D-xylose
The Products of the reaction of L-glucose with the following
L-glucose [1] NH2NH4
[2] Ac2O,NaOAc
[3] N2OCH3
Products of the reaction of D-threose with the following
D-threose [1]NACN, HCI
[2] H2, Pd-Baso,
[3] H3O*
23-58 Predict Hhe poducts obtained
when D-fruitose reacts with
each reagent.
x) No BHy
(Y) Ag(NiHa), OH-
(2) excess Ch,I, Ag20
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
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- What is the Fischer projection of the monosaccharide from which the following glycoside was prepared? НО. H- H Н CH.OH :0 -OH OH -OH CH₂OH HO- НО H ОН CH₂OH " H -H OH CH₂OH OH НО OH Н- Н- CH₂OH O H OH ОН CH₂OH Ш H— НО НО CH₂OH O OH H -H CH₂OH IVarrow_forward2 -on/ ? Identify the alpha and beta anomer. Which is reducing/ non-reducing sugar? H.C-OH OH O Н Н OH H H OH C-H H-OH HO H 0-0 но-н H HOH CH₂OH Write the cyclic forms of D-galactose. Why is it a D sugar? Will the hydroxy group at the 4th position be up or down? 11 I f Н -ОН ПО-П - OH H-011 CILOH C-0 Identify these structures. Which is an aldose, ketose, D or Letc #HUANI 11 OH 11 Н 1111 11 H2C-OH OH + O LH H rut он н H OH INF CIL-OH C-0 HO-H ПОН OH II-Of CH-OH What is the term called to explain this conversion identify the sugars as D or L Н OH 11 H Н ПО II по----1 11- 18: it all || OH CH.OH -ОН 11 1 11arrow_forward2. Determine the branch points and reducing ends of amylopectin. A 0.5g sample of amylopectin was analyzed to determine the fraction of the total glucose residues that are branch points in the structure. The sample was methylated and then digested, yielding 50 umol of 2,3-dimethylglucose and 0.4 µmol of 1,2,3,6-tetramethyl glucose. (MWglucose = 162 g/mol, minus H,0) %3D a. What fraction of the total residues are branch points? b. How many reducing ends does the amylopectin have?arrow_forward
- m) 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_forwardWhat are the sugars and the glycosidic linkage in the disaccharide shown? НО. HO H H DU H -0 H OH 0000 H OH H OH H OH H H OH OH H glucose linked (81 →→ 4) to glucose galactose linked (a1 →→→ 4) to galactose galactose linked (81 → 4) to glucose glucose linked (a1 →→ 4) to glucosearrow_forwardACTIVITY-5. Draw the Haworth formula for D-mannose and D-galactose. Label the alpha and beta anomer. CYCLIC FORMS OF FRUCTOSE D-fructose, a ketohexose sugar, can be presented using furanose and pyranose. Cyclic Fisher (furanose) 1 12OH Haworth formula (furanose) Open chain Fisher 1 ÇH2OH HOH,C- 1 2 FO HO 13 ÇH2OH ÇH2OH HO-3 H- H- |4 ОН Но FH- H- ОН 3 |4 Он H-5 FH- 6 CH,OH H 6 CH2OH D-fructose Alpha form Alpha form Cyclic Fisher (pyranose) Haworth formula (pyranose) 1 HOH2C- 2 3. 1 FHO- O CH2OH Но он 2 H-4 FO- Но 14 OH [3 H-5 OH H H-6 Alpha form of D-fructose Alpha form of D-fructose ACTIVITY-6. Draw the Fisher and Haworth formula for beta-D-fructose (furanose and form). Label the beta furanose and beta pyranose. рyranose LOarrow_forwardResearchers analysed a glycopeptide (a peptide carrying one or several oligosaccharide groups) and determined both the sequence of the peptide and the sequence of the sugar molecule. The latter was identified as a diholoside coupled to the peptide by an osidic bond. The systematic name of this sugar is: B-D-glucopyranosyl-(1→4)-ß-D-galactopyranose. : Represent the chemical formula of this diholoside in a way that all oses are Question 1 represented according to the Haworth convention. Apart from the furane and/or pyrane cycles all atoms of this molecule must be given.arrow_forwardSelect ALL of the TRUE descriptors of this structure: CHOH H- OH H- -OH CH-OH D-sugar L-sugar | Ketose | Aldose | Triose | Tetrose Pentose Нехosearrow_forwardThe disaccharide lactulose consists of a D-galactopyranose subunit and a D-fructofuranose subunit joined by a B-1,4'-glycosidic linkage. After treatment of lactulose with 1. excess CH3I/Ag20, 2. HCI/H20, the D-galactopyranose subunit was found to have one nonmethylated OH group, whereas the D-fructofuranose subunit had two. Draw the structure of a-lactulose.arrow_forward18-87 Assis eATDON arourin cach of thetruciures inioblem t8-81. 18-88 Assign a number (CI, C2, C3, etc.) to the anomeric carbon atom in each of the structures in Problem 18-82. horides inRarrow_forwardarrow_back_iosSEE MORE QUESTIONSarrow_forward_ios
Recommended textbooks for you
Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher: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