General Chemistry II
General Chemistry II CHM 204
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This 0 page Class Notes was uploaded by Houston Kovacek on Sunday November 1, 2015. The Class Notes belongs to CHM 204 at Marshall University taught by Staff in Fall. Since its upload, it has received 6 views. For similar materials see /class/233288/chm-204-marshall-university in Chemistry at Marshall University.
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Date Created: 11/01/15
Methods of Converting Fischer Projections of Sugars to Haworth Projections Three methods of generating Haworth Projections from Fischer projections follow The rst is similar to the one presented in the book on p 533 but makes placement of the 70H s simpler Use whichever method you nd easiest to remember Let s consider two sugars one an aldohexose the other an aldopentose Fischer projections are shown below One the following two pages we ll generate Haworth projections of each Recall the carbon with the star next to it is the one that determines if the sugar is a Dsugar or an Lsugar CHO 0H CHO OH OH HO OH Ho OH HZOH HZOH Method 1 1 Draw the basic structure for the sugar w 2 If the sugar is a Dsugar place a iCHZOH above the ring on the carbon to the left of the oxygen for an Lsugar place it below the ring 0 OH O 0 w OLsugar sugar 3 For an xsugar place an 0H below the ring on the carbon to the right of the ring oxygen for an Bsugar place the 70H above the ring 0 CHZOH O OH CHZOH OH LOLsugar D sugar 4 Finally 70H groups on the right go below the ring and those on the left above using the iCHZOH group as the reference point for both projections OH OH LOtsugar Method 2 This method involves memorizing both the Fischer and Haworth projections of glucose then determining all other structures relative to it First produce the two structures of ocD glucose CHO CHZOH OH O HO OH OH OH OH OH OH LHZOH Dglucose If you remember that the iCHZOH group is up then all you have to do is recall that the 70H groups follow an alternating pattern from it You then compare the position of the 0H groups on the Fischer projection of the sugar you are interested in with that of glucose to place the 70H groups Those on the same side go in the same position those on the opposite side go in the opposite position
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