Sciencemadness Discussion Board

How do you draw benzene rings?

fusso - 22-10-2018 at 12:32

Quote:
So, benzene. When you first put pen to a blank piece of paper, you have a number of choices to make. Do you draw the hexagon so that its top and bottom are parallel to the top of the piece of paper, or so that the left and right sides are parallel to the left-hand side of the piece of paper? Or put more simply, is your hexagon sitting on a single point, or is it resting comfortably on one of its sides? Of course, if the benzene ring is part of a larger structure, you might be forced to choose one orientation over another. But if you’re just drawing a single solitary benzene ring, or if you’re not constrained in any way by the bigger picture, do you always start by drawing your benzene ring the same way up?

Orientation aside, once you’ve made that decision, which way do you move the pen? Do you always follow the same sequence of strokes? Do you lift the pen from the paper before completing the hexagon and going on to the double bonds? After giving it some thought, I’m pretty sure I always draw my benzene rings the same way — and if you’d asked me to describe how I did it without actually going through the motion, I’m not sure I would have got the answer right. I guess it’s because it’s second nature; I’ve done it so many times it just happens, and the way I do it is tucked away in my subconscious somewhere. So, for me, I always sit my benzene rings on a point (if I have a choice) and I lift my pen off the paper twice before even completing the hexagon. And I’m pretty sure I always draw the double bonds in the same order and direction as well. Full gory details shown in the picture.

(Source: https://stuartcantrill.com/2011/09/12/drawing-conclusions/)

[Edited on 181022 by fusso]

VSEPR_VOID - 22-10-2018 at 12:37

I draw a line that is goes from the top of a line to the next. Then I draw a 60 degree angle and line of similar length. Rinse and repeat three times. Is there a better way?

unionised - 22-10-2018 at 13:04

If you imagine a clock face... I join 12 to 2, 2 to 4, 4 to 6 and so on.
Then I draw a (rough) circle in the middle of it

Except sometimes...
In molecules with linked rings, it's sometimes easier to draw some of the hexagons "sideways" (on a clock you would start by drawing 11 to 1 then 1 to 3 etc).


zed - 23-10-2018 at 16:30

I am lazy. A circle inside a hexagon. Done. https://www.quora.com/Why-is-there-a-circle-drawn-in-the-mid...

DraconicAcid - 23-10-2018 at 16:58

Quote: Originally posted by zed  
I am lazy. A circle inside a hexagon. Done. https://www.quora.com/Why-is-there-a-circle-drawn-in-the-mid...

That's not even lazy- it's more accurate than writing alternating single and double bonds. Unless you're trying to draw a reaction mechanism, at least...

j_sum1 - 23-10-2018 at 17:02

Left, Right, Hat, Pants, circle or bonds as needed.

VSEPR_VOID - 23-10-2018 at 18:12

Its more correct to draw a circle inside if there is a resonance, for example in benzene, but individual double bonds must be drawn if there is no resonance, like in C60.

BromicAcid - 23-10-2018 at 18:41

I draw separate bonds but make a point of changing their position in subsequent stages of the reaction until some intermediate locks them in place.

SplendidAcylation - 28-10-2018 at 08:58

I draw it so that it is sitting on a flat side rather than on a single CH group.

I usually draw a circle inside the hexagon rather than draw the double-bonds

unionised - 28-10-2018 at 09:19

Quote: Originally posted by VSEPR_VOID  
Its more correct to draw a circle inside if there is a resonance, for example in benzene, but individual double bonds must be drawn if there is no resonance, like in C60.

If C60 had no "long range" resonances it would be colourless like benzene.

Assured Fish - 28-10-2018 at 15:12

I draw mine more or less the same as j_sum1, its a flawless method.
First you draw 2 parallel lines vertically, this sets the size of your ring, then you simply put 2 dots at the top and bottom where you want the 2 other corners to be and then fill in where the lines need to be followed by drawing the double bonds (i prefer double bonds to the circle cause it looks prettier).
A perfect benzene ring everytime.

[Edited on 28-10-2018 by Assured Fish]

SWIM - 28-10-2018 at 19:22

They're actually much easier to draw if you just draw them on edge.

Then they're just a straight line 2 bonds long.

It's all a matter of perspective.

WangleSpong5000 - 2-3-2019 at 16:02

I've got one tattoo'd on the back of my neck... didn't do it myself... that would be super stupid

fusso - 8-12-2020 at 22:43

So drawing benzene like this is cursed according to reddit...
https://www.reddit.com/r/chemistrymemes/comments/k5h75w/the_...

B(a)P - 9-12-2020 at 01:16

User name says it all.
Kekule will come back from the dead and hunt them down. The benzene ring is made from one snake not three!

Tsjerk - 9-12-2020 at 03:31

Quote: Originally posted by fusso  
So drawing benzene like this is cursed according to reddit...
https://www.reddit.com/r/chemistrymemes/comments/k5h75w/the_...


Haha, nice one.

mackolol - 9-12-2020 at 12:39

I have recently discovered, that when I don't take my hand off the sheet, I draw straight rings. Altough, when I draw it line by line, it comes out uneven as shit :D

Texium - 9-12-2020 at 13:09

I realized that I draw benzene rings very strangely. I draw mine on point in three separate strokes. Here's a diagram to demonstrate:

IMG_0197.jpg - 1.7MB
First, I draw the left side 6→5. Next, I pick up my pencil and draw 6→1→2→3. Then I move my pencil again and finish the last two bonds, 5→4→3. It's probably because I'm left handed. It just feels comfortable for me to "push" my pencil from left to right on the page. I always draw the double bonds the way I show in the picture, starting with 6→5, then 1→2 and then 4→3, unless the other way is required for a mechanism.

Also... this thread reminds me of a meme I made a couple years ago :D :
BenzeneAlignment.png - 48kB
The whole thing was made in ChemDraw

DraconicAcid - 9-12-2020 at 14:54

I prefer the Greek letter phi to the Ph abbreviation, personally. But it depends on why I'm drawing it- if it's part of a larger structure, then phi. If I am drawing a mechanism, alternating single/double bonds with explicit hydrogens.

Texium - 9-12-2020 at 18:45

Quote: Originally posted by DraconicAcid  
I prefer the Greek letter phi to the Ph abbreviation, personally. But it depends on why I'm drawing it- if it's part of a larger structure, then phi. If I am drawing a mechanism, alternating single/double bonds with explicit hydrogens.
Huh, I've never seen anyone abbreviate phenyl as phi. Also, upon reconsidering my meme, I suppose I should have technically written PhH instead of Ph, since it is benzene, not phenyl.

fusso - 9-12-2020 at 22:49

@tex the usual format for such alignment charts is having lawful~chaotic as x axis. Why are LG & NG there?

[Edited on 201210 by fusso]

DraconicAcid - 9-12-2020 at 23:36

Quote: Originally posted by Texium (zts16)  
Quote: Originally posted by DraconicAcid  
I prefer the Greek letter phi to the Ph abbreviation, personally. But it depends on why I'm drawing it- if it's part of a larger structure, then phi. If I am drawing a mechanism, alternating single/double bonds with explicit hydrogens.
Huh, I've never seen anyone abbreviate phenyl as phi. Also, upon reconsidering my meme, I suppose I should have technically written PhH instead of Ph, since it is benzene, not phenyl.


It's a habit I picked up from a collection of old chemistry books. When I was in grad studies, it confused the heck out of my supervisor, who had never seen it used.

Opylation - 10-12-2020 at 00:00

Quote: Originally posted by DraconicAcid  
I prefer the Greek letter phi to the Ph abbreviation, personally. But it depends on why I'm drawing it- if it's part of a larger structure, then phi. If I am drawing a mechanism, alternating single/double bonds with explicit hydrogens.


do you use the capital phi or the lowercase?

I've never seen that syntax before. That's really interesting

Texium - 10-12-2020 at 08:39

Quote: Originally posted by fusso  
@tex the usual format for such alignment charts is having lawful~chaotic as x axis
Yeah I’m well aware of that and I’m not sure why I did it reversed when I made it a few years ago

Heptylene - 10-12-2020 at 11:28

I do it as below. I don't know if it's a common way or not, but it's the fastest way to produce a readable result for me. Just for fun I timed myself drawing 10 of them, and it takes me 1.5 second per benzene!

But the real test is drawing a 7-, 8- or 9-membered rings. Those are a bitch to get right...

my method.JPG - 139kB

Texium - 10-12-2020 at 11:48

The odd-numbered larger rings are definitely annoying, though I've gotten better at drawing 7 membered rings by thinking of them as drawing a six membered ring, resting on a side, but you use slightly wider angles and then add two bonds where the "top" one would be

IMG_0203.jpg - 1.4MB
Requires a bit more methodical construction but it usually comes out very well

[Edited on 12-10-2020 by Texium (zts16)]

DraconicAcid - 10-12-2020 at 12:49

A lower case phi.