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UT Arlington CHEM 2101 - Chemsketch (Revised)

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CHEM 2101Lab: ChemsketchChemSketchChemSketch is a drawing package that allows you to draw chemical structures. Yup, it is that simple. It isfast, versatile, and gives you the ability to do reports very quickly. This will be your instructions and your template to turn in. Do what is required for each of the scenarios below, and “fill in” the boxes by copying the output from Chemsketch, pasting it into this document. Please make this document look professional, by resizing your imports from Chemsketch to an appropriate size.A PDF that is MUCH too big to print is in Blackboard for your reference. There is also a quick lesson therefor you. Remember that once selected, and object is copied in Windows with a ctrl-C, pasted with a ctrl-V, and you can erase your last step or steps with a ctrl-Z.1. Draw the structure of toluene using the program. Use the template for benzene, and add a methyl group. ALWAYS do a “clean structure” (F9) to get a publication quality drawing. Select structure (all on page, so keep it clean) is CTRL-A and CTRL-C to copy. Then CTRL-V to paste below.Toluene. (Paste the structure here =)2. Draw benzene from “scratch” by joining 6 carbons into a ring, and then clicking on the c-c bonds to form the double bond. Do it quickly, not worrying about how ugly it is. Learn how to switch between the “C” tool for a bond, or multiple carbons.Paste the “ugly” benzene into this box.Now, paste the “clean” structure into this box. Clean it with the “clean structure”. Wow. The template was easier, was it not? Nonetheless, this is how the template was created.3. Draw the structure for benzophenone. Name benzophenone using the “find name” feature.Paste the structure and name into this box. Weird name, huh?4. d-mannitol is a six carbon sugar. Draw the Fischer projection of d-mannitol. These arenot so easy to do. Line the 4 carbons in a line, and then attach the “CH2OH” group usingthe “abc” ( tool)on the left side. Note that you CAN get the 2 to subscript, with theproper options. Add the 4 OH on the appropriate carbons, and you will get a structurethat looks like this. HINT: Holding down the “shift” key while drawing will giveincremental lengths, instead of continuous ones. It will also limit bond angles.Paste the structure in this box. Fisher projections are not easy! Straight line, even spacing. PLAY with the program.5. Using the tool, draw 1,8-dibromooctane. Note that it is easier to draw n-decane, and then replace the carbons on the ends with Bromine, which you used the key for. Always double count… In this case, it is easier to draw C-10, and replace the two end C with Br.Paste the structure in the box to the right, as you have been doing above.1CHEM 2101Lab: Chemsketch6. Explore using a template, by getting a drawing of a micelle, and pasting it below. Paste the micelle here.7. Now use the templates to draw a distillation apparatus. It should look like this.(Distilling into a beaker?) The parts should fit. Play with this, and with sizing.Make it look professional. Make sure that the joints fit together, and it is notat an angle.Paste your drawing to the right. You know the drill.8. One of the best parts of ChemSketch is the ability to see things in 3 dimensions. Draw a sawhorse projection of 2,3-dibromobutane, looking at the C2-C3 bond. Now look at this molecule in 3D. First, do a 3D structure optimization, then look at it. OMG, is that not impressive? Need help? Look here. http://bbruner.org/obc/chemsket.htm#3D-intro (Last accessed 06/14/2019)Paste the sawhorse to the right.Paste the 3D picture to the right here.9. Draw the structures for furan, pyrrole, and thiophene below. (Don’t know them off the top of your head? Well, this will help you learn them. AND, you will now know that Google works for chemistry, too. Can’t find it? You are using Bing. Switch to Google…Furan to the rightPyrrole to the rightThiophene to the right2CHEM 2101Lab: Chemsketch10. Draw a really pretty picture of 3-bromopentane. Make it look like a bird carrying a Br. Put it to the right.11. Chemsketch can do mechanisms too. Try to do this one.Simple resonance of benzene. Put in the arrows to show thebond movement. (Hint – they are with DRAW, not withSTRUCTURE. This toggles between two different modes ofChemsketch, and you can do different things in each). Pleasedo the whole thing in ChemSketch. These would be resonance structures of benzene.Paste the resonance to the right.12. One last easy step. The half arrows work almost likethe arrows (hint – they are with DRAW, not withSTRUCTURE). You need to change the heads of thearrow. Draw the last one to the right, here.14.3CHEM 2101Lab: ChemsketchAre you not impressed with how easy this program is to use and work


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