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CHEM 222

2018-2019

ChemDraw Tutorial Assignment

OH

O

Acetic Acid

+ NaClO

Molecular Weight: 100.16

+ NaCl

+ H2O

Molecular Weight: 98.15

1.

Open ChemDraw (not ChemBio3D).

2.

Under “View”, select “Show Main Toolbar”, “Show General Toolbar”, and “Show Style Toolbar”.

3.

Under “File”, select “Apply Document Settings from” → “ACS Document 1996” •

4.

You can also draw something, use the select tool ( or ) to highlight it, and select “Objects” → “Apply Object Settings from” → “ACS Document 1996”. When asked to set defaults, select “Yes”.

There are several ways to draw molecular frameworks, we will focus on the “Solid Bond”

and the

“Ring Templates” (ex. and ). After selecting the icon you wish to use, a simple click on the page will draw a bond or a template ring. •

To make an adjoining bond, select and click while hovering over the appropriate atom center (it will highlight that center). You can also click and drag to position the bond.

•

To make a double bond, select highlight that bond).

•

To introduce a heteroatom, hover over the appropriate atom center and type in the heteroatom you want: “o” for oxygen, “n” for nitrogen, “s” for sulfur, “b” for bromine, “f” for fluorine, uppercase “C” for chlorine

and click while hovering over the appropriate single bond (it will

5.

Using these tools, draw the structures of cyclohexanol and cyclohexanone (see Oxidation expt.)

6.

Arrows can be inserted using ; click and drag to place an arrow. For your scheme, insert an arrow between cyclohexanol and cyclohexanone (this is the transformation that will occur).

7.

Now, let’s make sure our structures are nicely drawn and well-organized. •

Use the select tool (

or

) to highlight all structures

•

To align objects vertically, go to “Object” → “Align” → “T/B centers”

•

To adjust spacing between molecules, go to “Object” → “Distribute” → “Horizontally”

•

To tidy up a structure, select it (

or

), then go to “Structure” → “Clean Up Structure”

8.

You can introduce general text (for reagents, solvents, numbers, etc.) by selecting , then clicking wherever you would like to insert text. (You can also change atom labels using this icon). Finish your reaction equation by including “+ NaClO” as text between the cyclohexanol structure and the arrow (drag components around to make space if needed). Insert “acetic acid” as text above the arrow. To the right, of cyclohexanone, write “+ NaCl + H2O” as text. Your scheme should now be balanced.

9.

Input the corresponding weights below the structures of cyclohexanol and cyclohexanone. To do this, highlighting one of the structures, then go to “View → “Show Analysis Window”. To insert the molecular weight, deselect all data in this window except “Mol. Wt.”, then click “Paste”

10. Finally, select your entire scheme ( or ) and copy/paste it into the box above. You can also save your ChemDraw file as an image file (.png) and insert it as a picture. Once your scheme is inserted, change its arrangement on the page by right-clicking on the image, then selecting “Format Picture” → “Layout” tab → “In Front of Text”. You can also change the size in the “Format Picture” tab. Click and drag to move scheme into the centre of the box....