Worksheet 10 Answers - Organic Chemistry II Week 1 1...

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Unformatted text preview: Organic Chemistry II Week 1 1 worksheet Not for credit For each of these aldoses, identify the number of carbons and number of chiral centers: D—Glyceraidehyde D-Gaiactose D—Ribose D-Glucose D-Xylose 6 Q; carbons 3 Ckfd‘cc K 1 Conicr's Draw Fischer projections of D-Glucose and L—Glucose: cm: CH b"6lu(osc R 0H. H O C; L‘ 6/ucasa. “*0 H- H’ 0* H OH Hvo H H OH Ho Ht HzDH’ CHLOH Draw the Haworth projection and chair conformation of fi-D—Glucopyranose (draw these based on the Fischer projection above ang‘fheu compare to those shown in your book): 10 H. “- ’i—d oH’ H0 nth-ORR 0 "01+ ti 0” #0 H- H0 H0 Draw the Haworth projections and chair conformations of or—D—Giuoopyranose: CH2. 0 H- O H The Fischer projection of DwMannose is below. Use it to draw the Haworth prOjection and chair conformation of [5-D— Mannopyranose: new are ‘li-O bra“; based on glucose. Qb'flUC‘ C CtFOé MIL-Dive IAU‘Z‘F‘i-trx Can‘tflfawrcdrob—h fidL" *2. _ CHO j HO ' H \Jr 044 é—j This filo Ho H H0 rr 77:24:; i or O or w j H OH \Jr be 0% O“ “.0 H- H H OH OH— 7; H M LP L»? H- H CHQOH CH; O H’ in we We 4 x {We rial Draw the Haworth projection of fi—D-Mannofuranose: I H scth°fl O ‘4 CD 0 FL H- H H H” Hf 1Df2 Draw the Fischer projection of the aiditol product resulting from reduction of D-Galactose: 0. H 2 O it it b H Li— 0 l—l H. o H H o H CHZOl—i- Draw the Fischer projection of the aldonic acid product resulting from oxidation of D—Gaiactose: o 02 1+ it out Li. 0 H H H H OH CH2 OH Draw the Haworth projection of the uronic acid product resulting from oxidation of D-Galactose: What is the stereochemicat relationship between a—D‘Galactopyranose and or—L-Galactopyranose? enqwi ,‘O M firs What is the stereochemical relationship betWeen oz-D-Galactopyranose and B-D-Galactopyranose? C/(‘ag k area m e rg . . o r q n a me. (‘5 What is the stereochemrcal relationship between fi-D-Galactopyranose and fi-D—Glucopy‘anose? fag {Cargo m 9. (15 What is the stereochemical relationship between B-D—Allopyranose and B—L-Talopyranose? drag/areomef‘s Draw the Fischer projection of each molecule below: Camara cad/x H GCuLcSé and draw dfflei/ert’cfg CHon Civion 7/?" OH O "r H OH C: it 0 O OH C HO Hr H 9.0 H H Ft ” H O H so H m) ’ H OH H o it HO ii a n H OH OH H h OH H OH H o H OH H H OH OH H H‘ 01% CHZOH 6/42 OH- Draw the Haworth projection of the disaccharide of a—D-Glucopyranose and B~D-Galactopyranose joined by an oc—l { - glycosidic bond: - 9: S j,ng S e 6 home) Wm Draw the Haworth projection of rho digaccharide of B—D-Glucopyranose and fi—D-Galactopyranose joined by an [3-1 ,4- glycosidic bond: _ \ Se— 6 Oct—{Cacti ed §w71rohodczfi % 6iuwée- €6wlad'09fi’ Which ot the dlsaccna'ricles above is a reducing sugar and which is a nonwreducing sugar? 20f2 ...
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This note was uploaded on 02/22/2012 for the course X 36B taught by Professor Bremer during the Spring '12 term at University of California, Berkeley.

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Worksheet 10 Answers - Organic Chemistry II Week 1 1...

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