We have hit stereochemistry , and I realize I will be screwed unless I can get my drawings down-pat. Okay, so, let's say the question is: Draw clearly structures for the pair of enantiomers of each: a) 3-bromo-1-butanol To start, I drew out the stick-diagram, and identified the stereogenic center. I then realized that I'd have to make a proper 3D representation of it to clearly show the structure in relation to its enantiomer. I hit a road block. At the stereogenic center, you'll have two bonds in the plain of the paper, one going away (dashed) and one towards (wedged). My question is: How are you to distinguish which gets which type of line? The only hint I have in my head is that you'd give the dashed line to lowest priority at the center (in this case, hydrogen). But, how would you determine if the bromine, say, gets a solid line or a wedged line? Here's an image of my professors answer: http://i1120.photobucket.com/albums/l485/Marconis/Picture1.png He represented the Br with a solid line...why? Why couldn't it be drawn with a wedged line, and be in the place where the methyl group is? If I didn't draw it like that, would my enantiomers be completely false? Please, explain clearly...I'm perishing over here. Thank you so much in advance.