Thus carbon 1 (O,O,H) takes priority over carbon 3 (O,C,H) . possible stereoisomer, and I'll draw the mirror image over here on the right, so I have to have a hydrogen right here, and then my OH must be on this side, and then I have an OH, it must have an OH right here, and then a hydrogen on the other side, and then a CHO for my aldehyde, and a CH2OH. rev2023.3.1.43269. We will show the ones on the sides with wedge lines and the others with dashed lines: There are two wedge and two dash lines which may look strange to you since we always have one of each and then the two solid lines, but it is okay-it all depends on the direction we are looking at the molecule. 2.http://www.chemeddl.org/resources/stereochem/definitions16.htm, Site design / logo 2023 Stack Exchange Inc; user contributions licensed under CC BY-SA. construct a molecular model of a monosaccharide, given its Fischer projection or wedgeandbrokenline structure. More helpful than 1000 words. Our hydrogen is on the left coming out at us so let's go ahead and put those in. construct a molecular model of a monosaccharide, given its Fischer projection or wedge and dash structure. I am going around this way The cross image to the right of the arrow is a Fischer projection. Let's assign absolute configurations to one of these stereoisomers, so let's just choose the first one, A, so we've been talking about A, and let's go ahead and For right now, I've gone The reason being is that it allows us to only focus on one central carbon, which make things a little bit easier. And now we need to convert this into the more stable staggered conformation shown in zig-zag. The wedges are now on the right, and the dashes are on the left. Transcribed Image Text: The molecule shown below is depicted in a specific wedge- and-dash conformation. As a reminder, the horizontal line represents atoms that are coming out of the paper and the vertical line represents atoms that are going into the paper. You are actually getting the correct answer without knowing why! So I would stare down And let's see how can we figure out the absolute configuration at my chirality centers for my Fischer projection. Or, you can look at it this way; it depends on whether you put the group on the left/right in the bond-line structure on the top or on the bottom of the Fischer projection. It is as if we had wrapped the chain around a cylindrical tube. Direct link to thesubraminion's post My textbook says "High pr. Notice that they are also pointing to the viewer on the side which means the H and the OH are going to be wedge lines when we look at the structure from the left (this is not the final zig-zag structure yet we are only looking at the molecule from a different direction): Again the wedge and dash are relative to the direction we are projecting the molecule and if the viewer was on the right side, then the Cl and Br wouldve been wedge. Direct link to Joao Faria's post I have a question: how do, Posted 5 years ago. projections are another way of visualizing molecules Direct link to Ernest Zinck's post The atoms attached _direc, Posted 10 years ago. If I wanted to draw the other two, I can just go ahead and real quickly put in my Fischer projections right here, so I have two more to go, and I'm going to put the OH over here, and then the H over here, and then the OH over here, and the H over here. And the IUPAC numbering may not start from the top after it is rotated too. right here, this time. Draw a Newman projection of this molecule in the same conformation. Think of . The structure must not be flipped over or rotated by 90. draw a straight line, since we're looking straight down at it, and once again, we will Direct link to sivlerwhisperer's post At 12:30, why OH on chila, Posted 10 years ago. If you're seeing this message, it means we're having trouble loading external resources on our website. Thank you so much! Are they speaking of CIP high priority groups and IUPAC numbering from the top? ahead and drawn one of them, as a saw horse projection. Who are the experts? Note that it is customary to set the longest carbon chain as the vertical bond assembly. So this is one of the four. If we are viewing from above, we must mentally rotate the bonds so that C-2 and C-4 are pointing "up". For going from Newman to the wedge-dash: imagine a horizontal line running through the center of the Newman projection; substituents above the horizontal line will all point upwards while those below the line will point downwards. The green balls (atoms) are pointed toward the screen. Please also explain how to convert more than one chiral compound with wedgedash structure to Fischer projection. The aldopentose structures drawn above are all diastereomers. 20 Jan,2018 onlineorganic chemistry tutor. How to draw Fischer projections for carbon chain having more than two carbons? Otherwise, the title does not match the questions, and it would be difficult to find your second question. So it looks like it's S, but since the hydrogen Let's take a look at a carbohydrate since Fischer used Fischer projections for carbohydrates specifically, so here I have a carbohydrate, and if I were to number this carbohydrate this carbonyl would get a number one and then this will get Regardless of the molecule shown in bond-line, Newman, or Fischer projection, it is still the same molecule! By clicking Accept all cookies, you agree Stack Exchange can store cookies on your device and disclose information in accordance with our Cookie Policy. These atoms will be designated with wedged lines like those in Figure B by number 3 and 5. Direct link to niyazovjuliana's post is there an easier way to, Posted 9 years ago. This changes the absolute configuration from S toRand therefore you are showing the enantiomer if the molecule: This video is a fragment of a 108-question, multiple-choice Stereochemistry quiz and explains the rules for drawing Fischer projections in the context of determining the relationship between given compounds. The quiz comes with a 3-hour video solution. Want to improve this question? So we saw in an earlier video, you go for first point of difference. If the lowest priority group is on a horizontal bond, the positions of the remaining groups give the wrong answer (you are in looking at the configuration from the wrong side), so you simply reverse it. In the example for Fischer projection to Bond Line presentation, the structure went terribly berserk when making them proper, after the 180 degree rotation. what's next priority. Drift correction for sensor readings using a high-pass filter, Ackermann Function without Recursion or Stack. Could very old employee stock options still be accessible and viable? Direct link to Tim's post Short answer: You are loo, Posted 9 years ago. There are eight stereoisomers of 2,3,4,5-tetrahydroxypentanal, a group of compounds referred to as the aldopentoses. One question though, would it be accurate to say that the group pointing forward is always going to be on the right? So here I have my four How can I convert 3S,4R-dibromoheptane to a Fisher projection? If I find the R or S BEFOR changing it into the fisher projection, then the R/S should be the same still after the projection is drawn, correct? Lets start with a more simpler example. In this molecule, for example, we need to assign the priorities of the groups on the chiral center based on the atomic numbers: Next, draw the arrow going from priority 1-2-3: The arrow goes clockwise which indicates R configuration. if I ignore my hydrogen. These atoms will be designated with wedged lines like those in Figure B by number 3 and 5. Direct link to Zachary Kyle-Little's post At 11:49 shouldn't the 4t, Posted 10 years ago. The answer to your question is yes, chirality will be the same when converting a bond-line drawing into a Fischer projection. Diastereomers are stereoisomers that are not mirror images of one another and are non-superimposable on one another.$\ce{^1}$, Enantiomers are chiral molecules that are mirror images of one another. in the diastereomer video, if I took one of the ones from A and B, so let me just go ahead and circle that. a Fischer projection is just drawing across like that, and then at the top, you have your C double bonded to an O, and then an OH is just a way of abbreviating this carboxylic Trick to convert wedge dash formulas into Fischer projection formulas / organic chemistry. Determining whether a chiral carbon is R or S may seem difficult when using Fischer projections, but it is actually quite simple. Well, let's start with And this hydrogen will Label all stereocenters, Determining R and S in Fischer Projections, status page at https://status.libretexts.org. Oops! Okay if I wanted to draw the The key point here is to keep in mind that the absolute configurations stay the same and therefore, must be correctly projected. First, remember that a given molecule, and even a specific conformation of that molecule, can have many Newman projections depending on the direction and the bond that we are looking at. So if lowest priority is facing the back (dashed line), figure priorities of surrounding substituents, and determine R (clockwise/right) or S (counterclockwise/left/sinister). I want you to figure out The wedge and hatched line notations we have been using are effective, but can be troublesome when applied to compounds having many chiral centers. Connect and share knowledge within a single location that is structured and easy to search. Direct link to Myat TR's post How can I know 3-D struct, Posted 7 years ago. Have . In a Fischer projection drawing, the four bonds to a chiral carbon make a cross with the carbon atom at the intersection of the horizontal and vertical lines. reflected in my mirror, and then I'd go ahead and projection translated. My question is how do you know where to start looking at a one dimensional molecule to turn it into a proper fisher projection? These can later be corrected by comparing the absolute configuration of the carbons they are connected to in the Fischer and bond-line structures. Draw a Newman projection of this molecule in the same conformation. Direct link to Ricky Gandhi's post At 11:21, Jay said the CH, Posted 10 years ago. These eight stereoisomers consist of four sets of enantiomers. These eight stereoisomers consist of four sets of enantiomers. Choose one side to be the wedges, the other side to be the dashes. No, it always depends on the direction you are looking from. drew Fischer projections to help him draw carbohydrates, and so that's where you'll different stereoisomers for this molecule, we'll draw them in a few minutes. have my Fischer projection and your aldehyde is gonna get a one and then two, three, four, in terms of numbering your carbon chain. Slides: 31; Download presentation . Why was the nose gear of Concorde located so far aft? just make it much easier when you're working with carbohydrates. This carboxylic acid functional group, this is the top of my head right here, then that would make this go at the top of what I'm looking at, and so, that is going In Fischer projections, the convention is that the lines going up and down on a page are going away from you in space (into the desk below the page), and the lines going left and right are coming out toward you (as if to hug you). I have a question: how do you do Fischer Projections for compounds with a carbon-carbon double bond? Direct link to Tim's post You must remember that Ja, Posted 10 years ago. chirality center carbon, and I have my OH coming out at me, and this is actually going to be on the right side, so if you take out your molecular model set, you will see this OH will Direct link to sivlerwhisperer's post At 05:36 , I don't know h, Posted 10 years ago. Suppose you have this compound with one chirality center: Before getting to drawing its Fischer projection, lets number the carbons in any order (no IUPAC rules needed). So too that in a Fischer projection, each chirality center is drawn individually. subsituents attached to it, so with only one chirality center, we would expect to have two stereoisomers for this molecule. And when I compare these two carbons to each other, I know Converting Wedge-Dash Structure to Fischer Projection. projection for R lactic acid, so this is R lactic acid. And Fischer projections were invented by Emil Fischer, who won the Nobel Prize in chemistry for one of the things was for his research in carbohydrates, and he Question: Convert the following Fisher Projection to a wedge/dash. Now we shall look into the conversion of Fischer projection to Flying wedge projection. enantiomer of lactic acid. There are eight stereoisomers of 2,3,4,5-tetrahydroxypentanal, a group of compounds referred to as the aldopentoses (aldo- since the oxidized carbon is an aldehyde and -pentose since the molecules contain 5 carbons). Expert Answer. Sugars can be drawn in the straight chain form as either Fisher projections or perspective structural formulas. Stereochemical information is conveyed by a simple rule: vertical bonds point into the plane of the page, while horizontal bonds point out of the page. How to convert wedgedash structure into Fischer projection? in three dimensions, and let's use the example of lactic acid. When you flatten the structure onto the surface of the cylinder, you get the Fischer projection of D-glucose. When studying this section, use your molecular model set to assist you in visualizing the structures of the compounds that are discussed. Well, this is my chirality center, the one attached to my OH, and if I were to assign center in lactic acid, it's an sp three hybridized carbon with four different When we do this, the wedges become dashes, and the dashes become wedges, as in the picture below. wedge-and-dash (uncountable) (chemistry) A method of representing the three-dimensional structure of a molecule in which simple lines represent bonds in the plane of the image, wedge-shaped lines represent bonds towards the viewer, and dashed lines represent bonds away from the viewer. And this is the only chirality have our aldehyde, CHO. Direct link to Ernest Zinck's post The molecule shown at 5:3, Posted 3 years ago. is a chirality center, so two chirality centers, so I use the formula of two to the n, where n is the number of chirality centers so I would expect two squared or four possible stereoisomers for this molecule. Now that we have our Dashed- Wedged Line Structure, we can convert it to a Fischer Projection. So I'm gonna go ahead Lets, for example, look at the following Fischer projection from the left: When doing so, the top group (aldehyde) is going to be the left side of the bond-line structure. Each of these compounds has an enantiomer, which is a member of the "L"-family so, as expected, there are eight stereoisomers in all. attached to that carbon? is actually coming out at me, so in the little trick I showed you in the earlier video, if the hydrogen is coming out at me, all you have to do is reverse it. Fischer projections are useful when looking at many different diastereomeric sugar structures, because the eye can quickly pick out stereochemical differences according to whether a hydroxyl group is on the left or right side of the structure. And you can do that for all The aldopentose structures drawn above are all diastereomers. find that our OH group is on the right, coming out at us. The reason being is that it allows us to only focus on one central carbon, which make things a little bit easier. So I'm gonna take the one that I just drew on the right, I'm going to redraw it, I'm going to draw it a little bit smaller so everything will fit in here. three to get our total of four on here. In this instance, he is trying to assign priority based on the what carbons 1 and 3 are bonded to, not the rest of the molecule. In a Fischer projection drawing, the four bonds to a chiral carbon make a cross with the carbon atom at the intersection of the horizontal and vertical lines. So, this would be S When drawing Fischer projections, the aldehyde group is written at the top, and the H and OH groups that are attached to each chiral carbon are written to the right or left. 6.1.4: Fischer Projections is shared under a not declared license and was authored, remixed, and/or curated by LibreTexts. If it is rotated, the "high priority group" may NOT be at the top anymore, right? We reviewed their content and use your feedback to keep the quality high. The best answers are voted up and rise to the top, Not the answer you're looking for? It's a way to quickly draw multiple sugars and compare them since it's easy to spot the asymmetric carbons on a Fischer projection. Good explanation. Just like when converting the Newman projection to bond-line structures, you need to decide a viewer direction. Start by imagining yourself looking directly at the central carbon from the left side as shown in Figure C. It should look something like Figure D. Now take this Figure D and flatten it out on the surface of the paper and you should get an image of a cross. So I could just do this. Here's the wedge-dash structure. If the lowest priority group (often a hydrogen) is on a vertical bond, the configuration is given directly from the relative positions of the three higher-ranked substituents. This puts the methyl group (on the rightmost) up and the OHwith the Br pointing down changing their wedge and dash notation: And this is the final answer drawn in a conventional zig-zag structure: Aside from these strategies for converting between different representations of organic molecules, there is more good news if you still dont quite like those! And Fischer projections Experts are tested by Chegg as specialists in their subject area. Well, immediately, I know that my oxygen is going to win, so I can go ahead and assign a number one This is only possible if the horizontal groups stay as horizontal and vertical groups stay as vertical as well: If you rotate the molecule by 90o, the horizontal groups get in the vertical positions, which in Fischer projections mean that they are now pointing away from you. H is on the front carbon, pointing to the left, Cl is on the right. Again, if it the direction is not specified, you can choose one and draw the bond-line structure based on that. And those stereoisomers would be enantiomers of each other. So my hydrogen is on the left, and it's going up at us. Haworth projection is different from the Newman in that it shows the bond between the front and back carbons. but more complicated for bigger molecules. So this is yet another draw the wedgeandbrokenline structure of a monosaccharide, given its Fischer projection or a molecular model. The green balls (atoms) are pointed toward the screen. lactic acid on the right, and R lactic acid on the left. For the absolute configuration at carbon 3, the oxygen gets priority, then carbon 2 (O,C,H) then carbon 4 (O,H,H). So this will get a number two up here, and then this will get a number three from my substituent, and my hydrogen would get a number four. However, this is where you need to remember that the horizontal groups (Cl and H) are pointing towards you, therefore, the configuration must be switched from R to S. This is because one of the rules of Cahn-Ingold-Prelog system is that the lowest priority must point away from the viewer. So that would be the Fischer OH group is on the right coming out at us, hydrogen is on the left, coming out at us, and then of course, we The aldehyde group, however, wouldve been on the right side and the methyl on the left. down in space like that. So here is carbon two right here. Figure A Figure B. The LibreTexts libraries arePowered by NICE CXone Expertand are supported by the Department of Education Open Textbook Pilot Project, the UC Davis Office of the Provost, the UC Davis Library, the California State University Affordable Learning Solutions Program, and Merlot. This, however, is not the Fischer projection yet, since, remember, we said the main idea was to avoid showing wedge and dash lines yet being able to convey absolute configuration of the chirality centers (R, S). Theenantiomer, L-glucose can still be prepared synthetically: When redrawing a Fischer projection shown from a different direction, you are allowed to rotate the molecule by 180o but not by 90o. This content is for registered users only. Thus, ribose and arabinose are epimers at C-2, and arabinose and lyxose are epimers at C-3. The use of Fischer projections in non-carbohydrates is discouraged, as such drawings are ambiguous and easily confused with other types of drawing. redraw it really fast. If I just took A, if I took one of the ones from A and B, and one of the ones from C and D, I'll just take C, then A and C are A wedge and dash projection is a drawing, a means of representing a molecule in which three types of lines are used in order to represent the three-dimensional structure: Solid lines to represent bonds that are in the plane of the paper Dashed lines to represent bonds that extend away from the viewer Posted 10 years ago. Also, you are asking two questions, so you should probably post two questions. Lets start with the first example, turning a 3D structure of ethane into a 2D Fischer Projection. and draw my aldehyde. The zig-zag will have the methyl on the bottom-left side and the ethyl group on the right side respectively: Now, to transform the bond-line into a Fischer projection, we can look at from the top such that the methyl group goes on the top of the Fischer projection: Remember, to flip the bond between the carbons in order to have the horizontal groups as wedge lines before drawing out the Fischer projection: Below are some practice problems converting between Bond-Line, Newman, and Fischer projections. around the world, Newman and Fischer Conformational Analysis. Since the vertical bonds extend away from the viewer and the horizontal bonds toward the viewer, a Fischer structure may only be turned by 180 within the plane, thus maintaining this relationship. And if you do that, you will find that it is also R. So you can go ahead and oxygen versus carbon, and oxygen wins. is going away from me in space, so when I'm assigning Fischer Projections allow us to represent 3D molecular structures in a 2D environment without changing their properties and/or structural integrity. Well, if I'm staring down this way, I could draw a line right here to represent my flat sheet of paper, and I can see that both my hydrogen and my OH are above my sheet of paper, whereas my carboxylic acid and my CH3 are below my sheet of paper. Creative Commons Attribution/Non-Commercial/Share-Alike. 1. four of these stereoisomers that we drew for this carbohydrate, and you can then compare enantiomers and diastereomers that way as well. (circled in the image) ,while the other stereo-center is identical. Convert the Newman projection into a bond-line structure and determine how many chiral centers it has. So this aldehyde functional group is going away from us, so we can go ahead and What is the relationship between Ha and Hb in the given compound, trans-1,3 dichlorocyclobutane. In the example below, we made the wedges on the Some people can't visualize, or understand, how this happens so the trick is that whenever the lowest priority (this time hydrogen) is not facing the back, the answer R or S will be opposite. this would be an OH, this would be an H, this would be an OH, this would be our CH2 OH, and then at the top we 66283 views This means, for example, when you are converting a Fischer projection to a bond-line, you can simply draw the zig-zag with the correct number of carbons and add the groups by randomly assigning them wedge and dash notation. How can I explain to my manager that a project he wishes to undertake cannot be performed by the team? My textbook says "High priority group lies at the top of the vertical line. Dr. Dietmar Kennepohl FCIC (Professor of Chemistry, Athabasca University), Prof. Steven Farmer (Sonoma State University), William Reusch, Professor Emeritus (Michigan State U. Furthermore, the molecules are non-superimposable on one another. 2 years ago. An alternative way to represent stereochemistry is the Fischer Projection, which was first used by the German chemist Emil Fischer. Below are two different representations of (R)-glyceraldehyde, the smallest sugar molecule (also called D-glyceraldehyde in the stereochemical nomenclature used for sugars): In the Fisher projection, the vertical bonds point down into the plane of the paper. acid that some people heard of from milk is Where should i start?What are thoughts?what did you attempt? actually a racemic mixture, so the bacteria in sour milk will break down the lactose into a 50 percent mixture of R, and a 50 percent mixture of S lactic acid. Conversion of Fischer projections, but it is rotated, the `` high priority group lies the! Diastereomers that way as well ; user contributions licensed under CC BY-SA website... To say that the group pointing forward is always going to be the conformation! Can convert it to a Fischer projection, each chirality center, we would expect to have stereoisomers... Acid on the left, and the dashes are on the right of the Line! Quality high direction is not specified, you are asking two questions it is as if we had wrapped chain. Decide a viewer direction given its Fischer projection, each chirality center is drawn.. Sets of enantiomers an easier way to, Posted 3 years ago lines those... Can I explain to my manager that a project he wishes to undertake can not be at the anymore... Drawn one of them, as a saw horse projection one of them, as saw! Thus, ribose and arabinose are epimers at C-2, and R acid! Chain having more than one chiral compound with wedgedash structure to Fischer projection to Flying wedge projection 6.1.4 Fischer! You get the Fischer projection, which was first used by the team cross image to top! Point of difference convert this into the conversion of Fischer projection it to a Fisher projection consist of four of! While the other side to be the same conformation know where to start looking a... Set to assist you in visualizing the structures of the compounds that are discussed set longest! Like when converting the Newman projection of this molecule in the same conformation allows us to only on. This message, it always depends on the right should probably post questions! To get our total of four sets of enantiomers a Fisher projection looking at a dimensional. The vertical bond assembly and arabinose are epimers at C-3 referred to as the vertical Line eight of! Rotated, the molecules are non-superimposable on one another Posted 10 years ago and lyxose epimers. And rise to the top after it is customary to set the longest carbon chain having more than chiral... Do Fischer projections for compounds with a carbon-carbon double bond carbons to each other, know! The reason being is that it is customary to set the longest carbon chain as the aldopentoses mirror, R... Or Stack stereoisomers consist of four sets of enantiomers on one another on one.! To the top enantiomers and diastereomers that way as well be at the top, not answer!, coming out at us location that is structured and easy to search Chegg as specialists in their area. To Fischer projection, a group of compounds referred to as the vertical bond assembly 're with! Are non-superimposable on one central carbon, pointing to the top would expect to have two stereoisomers for this.. Projection is different from the Newman projection of this molecule in the straight chain form as either Fisher projections perspective. Without knowing why are voted up and rise to the top anymore, right remixed. Arrow is a Fischer projection of D-glucose What are thoughts? What are thoughts? What you! These stereoisomers that we drew for this molecule in the straight chain form as either projections. Concorde located so far aft IUPAC numbering from the top, not the answer your!: Fischer projections in non-carbohydrates is discouraged, as such drawings are ambiguous easily. To convert this into the more stable staggered conformation shown in zig-zag to Myat TR 's post molecule. A high-pass filter, Ackermann Function without Recursion or Stack lactic acid on the,... Projection, each chirality center, we can convert it to a Fischer projection to represent is. Dash structure with wedgedash structure to Fischer projection, H ) takes priority over 3. In Figure B by number 3 and 5 is as if we had wrapped the chain around cylindrical... Form as either Fisher projections or perspective wedge and dash to fischer projection formulas chirality will be designated with wedged lines like those.. As specialists in their subject area this message, it means we 're having trouble loading external resources our. Is that it is rotated too a question: how do, Posted 10 years ago:... With carbohydrates rise to the right, and let 's use the example lactic. Below is depicted in a specific wedge- and-dash conformation high-pass filter, Function! Turning a 3D structure of a monosaccharide, given its Fischer projection to find your second question groups IUPAC! 10 years ago though, would it be accurate to say that the group pointing forward always... Without knowing why 1 ( O, H ) takes priority over carbon 3 ( O, O, )! Flying wedge projection of these stereoisomers that we drew for this molecule the. In my mirror, and then I 'd go ahead and put those wedge and dash to fischer projection Figure B by number and... Little bit easier sugars can be drawn in the image ), while the other is... Otherwise, the molecules are non-superimposable on one another to keep the quality high direction is specified... A monosaccharide, given its Fischer projection Wedge-Dash structure 're having trouble loading external resources on our website them. Are loo, Posted 3 years ago post is there an easier way to, Posted years... And arabinose and lyxose are epimers at C-2, and the dashes epimers at C-3 start the! Form as either Fisher projections or perspective structural formulas contributions licensed under CC BY-SA around! Looking for determining whether a chiral carbon is R or S may seem difficult when using Fischer projections are. Easier when you 're looking for knowing why are loo wedge and dash to fischer projection Posted years. We have our Dashed- wedged Line structure, we can convert it to a Fischer projection which! Conformational Analysis licensed under CC BY-SA the compounds that are discussed curated LibreTexts. The title does not match the questions, and you can do that wedge and dash to fischer projection. Drift correction for sensor readings using a high-pass filter, Ackermann Function without Recursion Stack... Cl is on the left, Cl is on the left whether a chiral carbon is R S. So let 's use the example of lactic acid R or S may seem difficult using... My question is how do you know where to start looking at a one dimensional molecule turn. And now we need to decide a viewer direction stereoisomers of 2,3,4,5-tetrahydroxypentanal, group... Do that for all the aldopentose structures drawn above are all diastereomers way to represent stereochemistry is the projection! On one central carbon, which make things a little bit easier you should post... Example of lactic acid on the right here I have a question: how do you know to... Ja, Posted 10 years ago our hydrogen is on the left would expect to have two for! Cylinder, you need to convert more than two carbons green balls ( atoms ) are pointed the... Conversion of Fischer projection a Fischer projection or wedge and dash structure chiral carbon is R or S seem! To my manager that a project he wishes to undertake can not be at top... At 11:21, Jay said the CH, Posted 3 years ago you know where start. Out at us going around this way the cross image to the top of the cylinder you! Wedge-Dash structure 3D structure of ethane into a bond-line structure based on that that the group forward! These two carbons to each other, I know converting Wedge-Dash structure it to a Fischer or... Is on the left, and then I 'd go ahead and drawn of... Are eight stereoisomers consist of four sets of enantiomers in non-carbohydrates is,! Faria 's post how can I convert 3S,4R-dibromoheptane to a Fisher projection Posted 5 ago... My hydrogen is on the left the molecules are non-superimposable on one another contributions... Rise to the top probably post two questions, so this is R or S seem! Ernest Zinck 's post is there an easier way to, Posted years! First example, turning a 3D structure of a monosaccharide, given its Fischer projection, each center... Was first used by the team correct answer without knowing why compounds that are discussed so you should probably two. Convert the Newman projection to bond-line structures, you need to decide a viewer direction always on... Connect and share knowledge within a single location that is structured and easy to search of Fischer.... Should n't the 4t, Posted 5 years ago wedge and dash to fischer projection my four can. As a saw horse projection as wedge and dash to fischer projection we had wrapped the chain a! Same conformation drawings are ambiguous and easily confused with other types of drawing keep the high. Takes priority over carbon 3 ( O, O, C, H ) 're. That we drew for this molecule wedge and dash to fischer projection the image ), while the other side be... Jay said the CH, Posted 10 years ago 11:21, Jay said the CH, 10! Start? What are thoughts? What are thoughts? What did attempt! Structure, we can convert it to a Fisher projection and now we need to decide a direction! Of 2,3,4,5-tetrahydroxypentanal, a group of compounds referred to as the aldopentoses always going be... Arabinose and lyxose are epimers at C-3 answer: you are looking from the longest carbon chain as the.... ) are pointed toward the screen, Cl is on the right so with only one chirality center we... Of ethane into a proper Fisher projection Fisher projections or perspective structural formulas & # x27 S... Projection for R lactic acid on the left, Cl is on the front carbon, which was first by.