Interconversion of fischer newman and sawhorse projections pdf

Interconversion of sawhorse projection formula to fischer projection via newman projection and viceversa. This document is highly rated by class 12 students and has been viewed 361 times. Stereospecific and stereoselective synthesis with suitable examples, asymmetric. In the next post, well look at the fischer projection. In fischer projection, the crosses or the intersection represent the chiral centres of the molecule.

Redraw each structure in a sawhorse projection of a stable conformation. Eclipsed and staggered conformations are interconverted by rotation of 60 along the central cc bond. Identify the highest and lowest energy conformations for the following molecules. The newman projection is viewed on a line from the front carbon to the back carbon. For each of the following, draw the best and worst newman projection, relative to the bond indicated. Assigning rs to newman projections and converting newman to line diagrams. Fischer, newman and sawhorse projections and their interconversion. Then, what you can do is rotate it so its more diagonally oriented.

Chirality due to helical shape, planar chirality cyclophanes, ansa compounds and trans cyclooctene. First let me show you how to convert fischer projection to newman projection. If youre behind a web filter, please make sure that the domains. Find the chiral centers, assign the priorities and make your assignments. In newman projection formula, the front carbon is represented by a dot and the back carbon by a circle encircling the dot. However you can convert the projection directly also. Newman projections are used to represent the relationship between two carbons in a molecule. What i want to do in this video is show that you can really visualize longer chains, or even, well see in future videos, even cyclical, ringbased carbon molecules with newman projections as well. B nucleophilic substitutions at saturated carbon 8 l the reaction mechanism. Fischer projection practice problem set with solutions. Fy bsc usch102 semester i paper ii stereochemistry i. To see the four steps for changing newman projections into fischer projections, click here. Changing sawhorse projections into fischer projections.

Sawhorse projections sawhorse projections are very similar to newman projections, but are used more often because the carboncarbon bond that is compressed in a newman projection is fully drawn out in a sawhorse projection. Zigzag fischer sawhorse newmann projection interconversion. Newman projections if youre seeing this message, it means were having trouble loading external resources on our website. The front carbon is not written but is located at the. What is the process to convert sawhorse projections into. The four structures that are shown to the right of the fischer projection consist of the achiral fischer conformation a and three staggered conformers, all displayed in both sawhorse and newman projections. Converting newman to fischer projections vid 4 of 5 youtube. Consider the following molecules written as newman projections and change them into the corresponding structure using fischer projections. How to interconvert fischer projections while maintaining the configuration. The easiest way to do this is to proceed via sawhorse projection if you are aware of that.

Optical activity in the absence of chiral carbon biphenyls, allenes and spiranes. Threo and erythro isomers, methods of resolution, stereo specific and stereoselective synthesis. The method describes how students can look at their own hands as models for the visualization and interconversion. Newmanprojectionpractice 1 organic chemistry i jasperse newman projection practice a. Conversion of newman, sawhorse and fischer projection dash. As shown here, the two main ways to rotate a fischer projection are as follows. The procedure is also applicable for drawing newman projections of chair conformations. Iupac has defined a zigzag projection as a stereochemical projection for an acyclic molecule or portion of a molecule where the main chain is represented by azigzag line in the plane. This video 3 of 5 shows you how to convert a 3dimensional sawhorse projection of a molecule to a 2dimensional fischer projection and back. Sign up now to enroll in courses, follow best educators, interact with the community and track your progress. Jul 25, 2015 below is the written transcript of my youtube tutorial video converting sawhorse to fischer projections if you prefer to watch it, see video here, or catch the entire fischer projections tutorial series. Now lets convert these sawhorse projections to newman projections.

Stereoisomers a newman projection is used to represent or visualize conformations of carboncarbon bonds within a molecule. Problem 8 draw a 3d newman projection and a sawhorse representation for each the following fischer projections. The mirror image of a fischer projection representing rlactic acid represents slactic acid and vice versa, implying that twelve of the 24 fischer projections represent rlactic acid and the other twelve slactic acid. Mar 22, 2012 the interconversion between the perspective formulae and newman projections is illustrated here. Draw out the staggered newman projection of chloroethane. In this lesson, will learn how to convert a fischer representation into the sawhorse which is also important for the reaction mechanism. Interconversion of projection formula edubuzz notes. Sep 19, 2015 sawhorse projections are the normal line structure molecules drawn usually without hydrogens. Explain which conformation you would expect to have the higher energy. View notes discussion12 from chem 232 at university of illinois, urbana champaign. In this lesson, you will learn how to convert any of the sawhorse representation into newmann with the help of examples.

Nov 29, 2015 well, first lets construct a regular molecule, and then proceed to its sawhorse projection, and from there draw out its fischer projection. You see the problem can be given that how to convert a fischer projection into a newman projection or a saw horse or vice versa. Cyclohexane chair analysis newman projections and practic. But these projections have their own sets of rules and conventions for how you can rotate and move them. Axial chirality biphenyls, allenes and spiranes r and s notations.

Nov 03, 2017 conversion of wedgedash and newmann to fisher by vkp sir. Class 12 notes edurev is made by best teachers of class 12. In this video we explained interconversion of fischer projection and dash and wedge formula. Apr 30, 2018 mar 30, 2020 how to convert fischer and wedge dash projection to newman projection. Interconversion of fischer and zigzag projections learning stereochemistry with the help of hands article pdf available in resonance 154. Effect of confirmation on reactivity in acyclic compounds and cyclohexanes. Converting newman to fischer projections vid 4 of 5. Conversion of fischer into sawhorse and newman projection formula. Video 4 of 5 in my in my fischer projection series shows you how to quickly and easily convert newman projections from the staggered or eclipsed form into fischer projections. Interconversion of projection and perspective formulae. How can a fischer projection formula be converted into newman. If the given sawhorse projection is staggered, it can be.

Conversion of fischer projection into sawhorse and newman formula. In this topic, we will be discussing the interconversions of sawhorse projection formula into newman projection form followed by fischer form. So instead of me rambling on about why this and why that, lets go over how to do it. This concept is explained concisely by iitian faculty. For the eclipsed sawhorse, ive rotated the frontleft bond to orient the hydride axially, and then for the staggered sawhorse, ive modified the eclipsed sawhorse. Finally, the steps on changing a sawhorse projection into a fischer projection will be given. Worksheet on newman and wedge dash projections key i would suggest doing the book problems first then attempting these. How to easily convert a fischer projection into a haworth. The fischer projection formula of mesotartaric acid has a plane of symmetry.

Realistic representation of stereo structures of molecules edurev. Sawhorse projections are very similar to newman projections, but are used more often because the carboncarbon bond that is compressed in a newman projection is fully drawn out in a sawhorse projection. Stereospecific and stereoselective synthesis with suitable examples, asymmetric synthesis crams rule. Fischer projections are convenient for comparing the stereochemistries of molecules that have many chiral centers. In the last video, we visualized an ethane molecule with a newman projection. Each type of structure allows a different perspective on the molecule. Test your fischer projections skills with this short quiz including questions on chirality and stereochemistry, conversion of fischer to newman, sawhorse and 56 membered sugar rings. Interconversion of fischer, newman and sawhorse projections. The conformation of d2 symmetry passed through in the interconversion of two.

Interconversion of fischer, newman and sawhorse projections, molecules with more than one chiral center, threo and erythro isomers, methods of resolution, optical purity, enantiotopic and diastereotopic atoms, groups and faces, stereospecific and stereoselective synthesis. May 25, 2017 condensed, expanded, line drawing, newman projections, fischer projectionsgeez whats the deal here, ochem whisperer. How to convert newmann projections to fisher projections pls. Jul 11, 2015 test your fischer projections skills with this short quiz including questions on chirality and stereochemistry, conversion of fischer to newman, sawhorse and 56 membered sugar rings. How to determine the r s configuration of a chiral center. Newman,sawhorse to fischer projectioniitjeeneet concepts. In this lesson, will learn about the interconversion from newmann to fischer representation. Newman projections are one way to look at the conformation of a noncyclical molecule. For this case, we will line up the 2 and 3 carbon as labeled on the above image. Lesson 12 conformers select the newman projection that corresponds to the sawhorse projection shown. Fischer projections, haworth structures and chair conformers the acyclic structure of a sugar is commonly drawn as a fischer projection. Conversion of fischer into sawhorse and newman projection. Draw the wedge dash projection from the newman projection and try and name the compounds from the newman projection and from the wedge dash projection.

These can be converted into newman projections or other structures which show 3dimensional representations of molecules. Jun 23, 2015 video 4 of 5 in my in my fischer projection series shows you how to quickly and easily convert newman projections from the staggered or eclipsed form into fischer projections. Discussion12 lesson 12 conformers select the newman. Use hands or model atoms to help you see these configurations whenever the low priority group is facing towards you the wrong way. R and s nomemclature problem 3 classify the absolute configuration of all chiral centers as r or s in the molecules below.

To consider the minutes of the meeting of the board of. How to convert fischer and wedge dash projection to newman. Redraw the given sawhorse projection such that it has an eclipsed conformation. This process is very similar to the method for converting sawhorse projections into fischer projections.

Draw the newman projection the wedge and dash projection. Notice that the arrangement of functional groups around each carbon centre represents a y. Dglucopyranose i which stereoisomer of ribose is this. Use newman projections to draw the eclipsed and staggered conformations of chloroethane. Nucleophilic, electrophilic radical substitution, addition and elemination reactions. Pdf interconversion of fischer and zigzag projections. Conversion of newman, sawhorse and fischer projection. Interconversion of fischer and zigzag projections learning.